Category: Accounting

Is Your Start-Up Right for Venture Funding?

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Not all startups are designed for venture capital. There are several criteria that VC’s look for when deciding whether to deploy capital or not. There is a reason for that. Some companies are just not capable of utilizing such a massive influx of cash. Startups need to have the ability to scale quickly and take over the market. These startups are also expected to pull this off within 3 to 5 years. As much as I would like to say that everybody can use this growth accelerator to achieve domination, I, unfortunately, cannot. Here are some guidelines to determine whether venture funding is right for you.


Is your startup scalable? What does this mean? It means that your company can grow without collapsing on itself. If your startup is not scalable, then perhaps you will run out of resources when demand increases. For example, take the Impossible Burger. The Impossible Burger captured a deal with Burger King, and almost McDonald’s, but they collapsed under their own success. They did not have the infrastructure in place to keep up with demand.

Market Takeover

Can your startup take over your target market? Does it have the ability to crush the competition? Facebook is a perfect example of a startup taking over a market. Not only did they do that during their rapid growth, but they maintain this market dominance and growth by purchasing potential competitors.

Another example is Google. Google was not the first search engine to come onto the scene. Instead, they had a better search algorithm, which gave them the ability to capture the market. They did this in the face of Yahoo! and other search engines. Just like Facebook, they also continue to buy potential competitors to snuff out threats.

Market Size

Your target market needs to be large enough. A one-billion-dollar market may seem significant, but it is not. A very rough rule of thumb is to assume that you will be able to acquire 1% of the market. If you did obtain 1% of the market, that means your company’s revenue is ten million. By using a revenue multiple of say, 3x, your startup’s valuation is now 30 million. Although good, it is not what a VC is looking for.

Is there a need?

Your market may be enormous, and the potential upside gigantic, but is there a need? Innovation needs to be continuous within every industry. This is how society improves! Does your startup accomplish this? You may be able to find a niche market that can produce enough income to make you comfortable, but that is where it stops. Companies like this are not fit for venture funding. Why? To be blunt, it is because your startup will not disrupt the market.

It is a natural desire to want capital to scale your business to unimaginable heights. Every company has this opportunity, but each path is different. Sadly, some doors are open to one and shut to others.

The original text is hosted on Medium.

Federal Tax Guide For 2020 – Everything You Need to Know to File Your Taxes

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Taxes are a part of life. While I don’t mind paying my share of taxes, I do have a problem with the complexity of the tax system.

This is made worse because I am also a small business owner which adds another layer of paperwork and administration.

Taxes can also be incredibly complicated to figure out on your own, leading many people to seek out help from tax professionals or tax filing software.

Tax filers often get bogged down in the jargon of taxes and trying to keep up with all of the tax credits, deductions, tracking expenses, and managing the various tax forms.

That’s why we created this extensive tax guide—so you can learn about the basics of tax filing and see how you can get the most benefits and fewest headaches out of filing your taxes.

Who Needs to File a Tax Return?

The IRS lists the following requirements to help you determine whether or not you are required to file taxes.

Income Limits for Tax Filers

If your income is higher than the number given for your status, you’re required to file:

  • Single, under 65: $12,200
  • Single, 65 or older: $13,850
  • Married filing jointly, with both spouses under 65: $24,500
  • Married filing jointly, with one spouse 65 or older: $25,700
  • Married filing jointly, with both spouses 65 or older: $27,000
  • Married filing separately: $12,000
  • Head of household, under 65: $18,350
  • Head of household, 65 or older: $20,000
  • Qualifying widower with dependent child, under 65: $24,400
  • Qualifying widow(er) with dependent child, 65 or older: $25,700

Other Requirements

In addition to the income limits above, if you meet any one of the following criteria, you will be expected to file:

  • Self-employed individuals who made $400 or more. All freelance income, side hustles, and gigs apply as well.
  • Individuals with household employment taxes.
  • Individuals with owed Social Security and Medicare taxes for unreported tip income.
  • Individuals who took a distribution from a Medical Savings Account (MSA) or a Health Savings Account (HSA).
  • Individuals with advance payment on the Premium Tax Credit.
  • Those who will qualify for the Earned Income Tax Credit (EIC).
  • Those who wish to claim education credits under the American Opportunity Credit.
  • Those wishing to claim a refundable Health Coverage Tax Credit.
  • Adoptive parents interested in claiming the Adoption Tax Credit.
  • Individuals who earned $108.28 or more from a church/qualified church-controlled organization exempt from employer Social Security and Medicare tax.

Tax Filing Status

The IRS has five basic tax filing statuses:

  • Married filing jointly: Comes with lower tax brackets and a high standard deduction. To qualify, you must have been married by December 31 of the tax year.
  • Married filing separately: While this status comes with more tax liability, it can be beneficial when one spouse makes significantly less than their partner or has more deductible itemized expenses.
  • Head of household: This status pertains to single taxpayers who are separated or did not live with their spouse the last half of the tax year, who have a dependent child they paid at least half of the support for during separation.
  • Single: If you’re single (meaning neither married nor separated) as of December 31, this is your tax filing status.
  • Qualifying Widower: Widowers with a dependent child enjoy the same benefits as married couples filing jointly the year of their spouse’s passing and the next year.

2020 Federal Tax Rates, Standard Deductions, & Capital Gains

How your income is taxed varies based on how much income you have, how you earned it, and other factors.

While a flat tax has been talked about (for years), the current U.S. tax system is actually a graduated scale where one who earns more pays more.

There are also standard deductions you can take when filing your taxes. These standard deductions can reduce the amount of income taxes you owe.

The United States uses a marginal tax system, or a gradual tax system. The marginal tax rate means each additional dollar you earn is taxed at the rate which falls within your income tax bracket.

The tax code has operated like for decades, even though the rates themselves have changed several times, and has had many other one-time changes, like an economic stimulus check when the economy was doing poorly in 2008.

Finally, the government may tax capital gains differently than earned income. Capital gains are investment gains.

Let’s look at each of these to see how they impact your tax obligations.

2020 Federal Income Tax Brackets

Here are the current tax rates.

Understanding your current tax bracket is useful for tax planning and for long-term planning. If you know your current income tax rate, you can use this information to decide if now is a good time to convert a Traditional IRA to a Roth IRA, sell investments for short-term or long-term capital gains, make tax-deductible charitable contributions, or take other actions that can impact your tax return.

2020 Marginal
Tax Rate
Single Individuals
Taxable Income Above
Married Filing Jointly or
Qualified Widow(er)
Taxable Income Above
Head of Household
Taxable Income Above
Married Filing
10% $0 $0 $0 $0 –
12% $9,875 $19,750 $14,100 $9,701 –
22% $40,125 $80,250 $53,700 $39,476 –
24% $85,525 $171,050 $85,500 $84,201 –
32% $163,300 $326,600 $163,300 $160,726 –
35% $207,350 $414,700 $207,350 $204,101 –
37% $518,400 $622,050 $518,400 Over

2020 Standard Deductions

The Standard Deduction is the amount taxpayers can deduct from their income before paying income taxes. Taxpayers are able to choose between using the Standard Deduction or itemizing their deductions when filing their taxes (itemizing taxes can include deductions such as state and local taxes, property taxes, charitable contributions, and more).

However, the Tax Cuts and Jobs Act significantly increased the Standard Deduction amount, while limiting certain deductions, such as the SALT Taxes (state and local taxes). This change means more people will take the standard deduction when filing their tax returns.

Here are the current Standard Deductions:

Filing Status Standard Deduction
Tax Year – 2020
Single $12,400
Married Filing Jointly $24,800
Head of Household $18,650
Married Filing Separately $12,400

2020 Long-Term Capital Gains

Long-term capital gains are taxes paid when you sell an investment that you held for longer than a year. Short-term capital gains occur when you sell an investment that you held for less than a year. Short-term capital gains are considered income and are taxed at your marginal income tax bracket.

Long term capital gains are taxed at the following schedule:

2020 Long-Term Capital
Gains Tax Rate
Single Filers
(taxable income)
Married Filing
Head of
0% $0 – $40,000 $0 – $80,000 $0 – $53,600
15% $40,001 – $441,450 $80,001 – $496,600 $0 – $469,050
20% Over $441,450 Over $496,600 Over $469,050

Some investments, such as gold or collectibles, are not taxed by the capital gains guidelines.

Applying Federal Tax Rates to Your Situation

As you can see from the above federal tax bracket table, there are tax brackets for income ranges.

To determine how much you will pay in taxes, you can start by taking your total income, then deducting all tax deductions and credits form this amount. This includes either the Standard Deduction or your itemized tax deductions.

Then you apply your income to the income tax brackets from above. For example, a married couple will pay the following taxes:

  • 10% federal income tax on the first $19,750 of income;
  • 12% federal income tax on income from $19,751 – $80,250;
  • 22% federal income tax on income from $80,251 – $171,050;
  • 24% federal income tax on income from $171,051 – $326,600;
  • and so on.

Because the U.S. has a marginal tax system, you only pay the tax rate for your income that falls within each bracket. This does not mean that earning one dollar above the income tax bracket level will increase your entire tax bill by that rate.

For example, receiving a raise from $80,250 to $80,251 will not subject all of your income to the 22% tax bracket – it will only apply to income earned within that specific tax bracket.

Adding the taxes you paid and dividing by your total income results in your effective tax rate.

Tax Credits and Deductions

Comparing Tax Credits and Tax Deductions

Some taxpayers mistakenly use the terms tax credit and tax deduction the same way. While they both result in a lower tax bill, they do it differently.

  • A Tax Credit is a dollar for dollar reduction of your income tax liability.
  • A Tax Deduction decreases your taxable income.

The tax credit reduces your tax bill by the amount of the credit. The tax deduction decreases your tax bill by an amount equal to the percentage of your highest marginal tax bracket.

Here is an example:

  • $1,000 Tax Credit: A $1,000 tax credit directly reduces the amount of taxes you owe by $1,000.
  • $1,000 Tax Deduction: Assuming you are in the 22% tax bracket, a $1,000 tax deduction reduces the amount of taxes you owe by $220 (22% of $1,000).

Common Tax Credits

Here are a few common tax credits, and how you may qualify for them. Note: some of these are Refundable Tax Credits, meaning you will receive the full amount of the tax credit, even if you don’t owe any federal taxes.

  • Adoption Credit – A nonrefundable tax credit for qualified adoption expenses paid to adopt an eligible child.
  • Child and Dependent Care Tax Credit – A tax credit for the costs of care for a qualifying individual to allow you to work or look for work.
  • Child Tax Credit – A tax credit for having one or more qualifying children and income within a certain range. Can be both nonrefundable and refundable.
  • Earned Income Tax Credit (EITC) – Benefits low-income, working families. The EITC is a refundable tax credit.
  • Education Tax Credits – Lifetime Learning Credit and American Opportunity Tax Credit. Available to certain taxpayers with college tuition expenses.
  • Savers Tax Credit – A retirement savings credit for low- and moderate-income workers

Each of these credits has unique qualifying factors that may be based on your income, Adjusted Gross Income (AGI), number of qualified dependents, and other activities, such as paying for college education, contributing to retirement accounts, certain business activities, and more.

Most tax software programs have automated systems to help you identify which tax credits and deductions you may be eligible to claim when you file your taxes.

Common Tax Deductions

There are many different tax deductions. Some of them are available to everyone, while others can only be claimed if you itemize your taxes. Some deductions may also be based on your Adjusted Gross Income (AGI) or whether or not your tax return is subjected to the Alternative Minimum Tax (AMT).

Common tax deductions include:

  • SALT Taxes (State & Local Taxes) –
    • Taxpayers can deduct their real estate property taxes and either their state and local income taxes or state and local sales taxes paid.
    • SALT deductions are capped at $10,000 per year.
  • Charitable Gifts & Contributions
  • Educator Expenses
  • Health Savings Account (HSA) contributions
  • Home Mortgage Interest
  • Real Estate Property Taxes
  • Retirement Account Contributions (to Traditional retirement accounts)
  • Student Loan Interest
  • Unreimbursed Medical Expenses exceeding 10% of your Adjusted Gross Income

Qualifying for various tax deductions: Like tax credits, many of these deductions have strict eligibility requirements based on your AGI and other factors.

Most taxpayers find it easier to use a tax product such as H&R Block to calculate their tax deductions instead of trying to do it by hand.

Tax Deductions – Should You Take the Standard Deduction or Itemize?

Taxpayers have the option of itemizing their deductions on their tax return, or simply claiming the Standard Deduction (explained above).

You can only choose one or the other.

The best way to decide is to complete your taxes, add up your deductions and take the one that offers you the best overall deduction.

Due to recent changes in the tax laws, the Standard Deduction has been increased, and certain deductions have been decreased. So for many people, the Standard Deduction will offer a better option.

However, you may wish to itemize your deductions if you live in a state with high taxes or can otherwise claim a lot of tax deductions.

Again, this sounds complicated, but most tax preparation programs will do the heavy lifting for you. The software will walk you through your tax situation and add up your deductions as you go. Then it will recommend the option that is best for your situation.

Common Tax Considerations

Estimated Taxes

The U.S. tax system is a “pay as you go” tax system. While you only file taxes once a year, you are technically supposed to pay taxes on your income as you receive it. Most people do this through payroll deductions. However, there are times when you do not have taxes withheld from your income. In these cases, you should pay Estimated Taxes.

Some examples of when you may be required to pay estimated taxes include when you receive a large lump sum of money, self-employment income, investment income, or other times when you receive a large amount of money that hasn’t had taxes withheld.

You must pay estimated tax if both of the following apply:

  1. You expect to owe more than $1,000 when you file your tax return.
  2. You expect your withholding and credits will be lower than the lesser of;
    • 90% of your current year tax liability, or
    • 100% of the tax shown on your previous year’s tax return.

In other words, you need to ensure your withholdings and credits are at 90% of your current tax year obligation, or at least 100% of what you owed last year (110% for high income earners). If your withholdings are less than the lesser of these two amounts, then you should pay estimated taxes.

Who Does Not Have To Pay Estimated Tax?

You shouldn’t have to pay estimated taxes if you owe less than $1,000 in taxes this year, or if your employer has withheld enough money from your payroll. One way to avoid paying estimated taxes is to withhold additional funds from your paycheck using the IRS Form W-4.

How Much Estimated Tax to Pay?

The IRS provides estimated tax worksheets (IRS Form 1040-ES) that you can use to help determine your tax withholding requirements to avoid estimated tax penalties. You can also use tax preparation software to help run the numbers.

Taxpayers with irregular income may have a more difficult time determining how much they may owe in estimated taxes, especially if their income is greater at the end of the year. Thankfully, there is a safe harbor rule, which allows taxpayers to avoid estimated tax penalties as long as they pay at least 100% of their previous year’s total tax liability through a combination of tax withholdings and estimated tax payments.

Estimated Tax Deadlines

Estimated taxes are paid four times throughout the year, on the following dates (or the first business day following the date, if it falls on a weekend or holiday).

  • April 15th
  • June 15th
  • September 15th
  • January 15th

Estimated taxes are due by the deadline, even if you have requested a tax deadline extension.

How to File and Pay Your Estimated Taxes

The IRA allows taxpayers to pay estimated taxes by mail or electronically.

  • Pay by mail. Use IRS Form 1040-ES (download pdf here) to calculate your estimated taxes. Then fill out a voucher on the form to send along with your estimated tax payment.
  • Pay electronically. If you prefer to pay your taxes electronically, you can sign up for the Electronic Federal Tax Payment System (EFTPS) to pay your estimated taxes online. It can take up to 2 weeks to receive your PIN in the mail, so plan accordingly.

Alternative Minimum Tax – AMT

Estimated taxes aren’t the only unexpected tax situation you might encounter. The AMT is an alternative method of figuring your tax.

Congress created the Alternative Minimum Tax back in the 1960s to prevent high-income households from receiving too many tax deductions and credits, and thus avoiding paying their “fair share” of taxes.

The AMT rules require high-income households to prepare their taxes using two methods – the normal way, and using the AMT rules. Thankfully, most tax filing software will help you do this automatically.

You must fill out IRS Form 6251 to determine if you need to pay the AMT.

You will then compare the outcomes after completing your tax normal tax return and your return using AMT rules.

  • AMT Calculation less than your regular tax return: pay your taxes as normal.
  • AMT Calculation more than your regular tax return: pay the AMT amount, which will equal the regular tax, PLUS the difference between the two.

AMT rules prohibit certain tax credits and deductions, including the standard deductions and credits, state and local taxes, and property taxes up to a certain amount.

Taxpayers who live in a high-tax state an have children are more likely to pay additional taxes under the Alternative Minimum Tax Rules compared to a single person or a family in one of the lower-tax states.

In 2020, the exemption amount for singles is $72,900 and $113,400 for married couples who file jointly. You can read this article for more information on Alternative Minimum Tax rules.

Tax Withholding Adjustments

The ideal tax refund is somewhere close to zero – that means you had the ideal amount withheld from your paycheck. However, sometimes you may discover that you either owe the IRS money, or you have a larger than expected refund. In either situation, you may decide to change the amount the IRS withholds from your paycheck. This can help you avoid big surprises.

You can easily change your tax withholding using the Personal Allowances Worksheet on IRS Form W-4.

Note: Make small adjustments

If you had 6 allowances last year, you probably shouldn’t reduce it to 0 this year. Doing so may have unintended consequences. Make small changes based on your current tax situation.

When to Adjust Your Tax Withholding

There are times when you want to make a proactive change to your tax withholding. Some of these include:

  • Large Tax Liability: When you know you currently or will owe the IRS a large amount of money.
  • When You Anticipate a Large Tax Refund: While getting a large refund is nice, it’s generally better to have those funds available to you as you go. For example, receiving a $5,000 refund means you overpaid just over $400 per month to the IRS. Personally, I’d rather have that money available to me for saving, investing, or paying off debt.
  • Significant Life Change: Certain life events, such as getting married, a death in the family, a divorce, or having a baby, can impact your tax situation. You may wish to adjust your withholding if any of these occur during the tax year.

You can use the IRS tax withholding calculator to recalculate your personal allowances each time a new life change happens.

Tax Fraud

Tax fraud is a growing crime. Discovering you’re a victim of tax fraud often occurs when you try to file your tax return electronically and find out someone has already filed a tax return using your Social Security Number. When this happens, the IRS will reject your return.

At that point, you will need to contact the IRS and open a case with them.

Other ways you may discover tax fraud include:

  • Receiving a letter from the IRS (never an email or phone call – those are phishing scams trying to get your personal information!)
  • Receiving one or more W-2 forms from employers you have never worked for

If you receive a letter from the IRS, it may contain some of the following information:

  • That multiple income tax returns were filed for the same year,
  • W-2s or 1099s were filed for the tax year in question that didn’t appear on a specific tax return, or
  • that there is a discrepancy in the amount of tax that you owe on one or both tax returns.

Contact the IRS via phone, mail, or in-person if you discover you are the victim of tax fraud. And you may also wish to start monitoring your credit reports, as it is likely you may soon become a victim of identity theft.


One of the best things you can do to avoid an IRS tax audit is to check your tax return for errors. Additionally, if you fill out your forms incorrectly, you might be red-flagged for an audit.

If your forms are sloppy or illegible, you could find yourself facing a tax audit. This is a good reason to use tax software and file your tax return electronically.

Here are a few more red flags that might initiate a tax audit:

  • Home Office Tax Deduction:  You can only take a home office tax deduction if the space is used just for your business. In my old home, my “office” was also used for storage, which had an impact on how I was able to claim the tax deduction.
  • Big Tax Deductions: If you seem to be claiming more charitable deductions, and other deductions, than others at your income level, the IRS might red flag your tax return. Make sure you have all the documentation to back up your donations.
  • Cash: Cash transactions over more than $10,000 have to be reported by casinos, banks, and others. If you fudge on these numbers, the IRS could find you out. Businesses that operate using cash are also likely to be red-flagged for an audit.
  • Mismatch with 1099s: If what you report is less than what your 1099s and W-2s say, you are likely to be audited. Understand, too, that starting in 2011, PayPal and similar businesses were required to start reporting transactions on the 1099-k form. So keep good records.

The IRS may also randomly select individuals for audits. So it’s possible you may be audited even if none of the above issues are present.

It’s a good idea to keep detailed tax records in the event you audited. You can also use a tax preparation service or accountant that offers audit protection. Some tax software programs even come with or allow you to purchase audit protection as an add-on feature.

Tax Tips

Tax Tips for Parents

  • Get your child a social security number: You will need a Social Security Number for your child in order to claim him/her on your taxes, as well as apply for medical insurance, and other programs.
  • Take advantage of the Child Tax Credit: The child tax credit could give you a tax credit of $2,000 each year until your child is under age 17. This tax credit may not be available to everyone as the credit begins to phase out once your modified adjusted gross income is above a certain amount.
  • Update your W-4 with your employer: Your W-4 is the form you file with your employer to let them know how much money they need to withhold from your paycheck to cover your local, state, and federal income taxes. Claiming your child on your taxes as an additional dependent could increase your take-home pay each month.
  • Use pre-tax dollars for childcare: Some employers offer a childcare reimbursement account, or flexible spending account, which can be used to pay for childcare. These savings are only available through your employer.
  • Use the child and dependent care credit. You can claim the child and dependent care credit on your 1040 by attaching Form 2441. For more details on eligible expenses, download IRS Publication 503, Child and Dependent Care Expenses.
  • Start a College Fund. Many states offer a 529 College Savings Plan. The added benefit is that earnings grow tax free and withdrawals can be made tax free when the funds are used for qualified educational expenses. Coverdell Educational Savings Accounts (ESA), are another educational savings option that may offer you tax benefits.
  • Open an IRA for your child. You can only open an IRA for your child if he or she has earned income; interest earned from a savings account doesn’t qualify as earned income.

Tax Tips for Homeowners

  • Energy efficiency tax credits: The IRS offers taxpayers a 30% tax credit for home improvements that generate energy, including solar panels, solar water heaters, wind turbines, fuel cells, and geothermal heat pumps. These credits are good through the end of 2021. Green energy tax breaks not only save you money on daily expenses, but they also save you money on your taxes. Combine these federal tax credits with available state tax credits, and rebates and you’ll save even more on your purchases.
  • Qualified medical home improvement deductions: The IRS allows homeowners to deduct the cost of home improvements that are deemed necessary for medical reasons (such as a ramp, widening doorways for wheelchair access, adding handrails, and similar home improvements.
  • Home Office Deductions: No matter if you run your own business from home or work for someone else, there are qualified home office tax deductions that you can claim when you use any portion of your residence in connection with a trade or business.
  • Your Home Office Space: You must use a specific room or identifiable space as your office. The only exception to this “exclusive use” rule is when you use part of your home for business storage purposes or as a daycare facility.
  • Tip: Most of the top tax software programs will help you identify these deductions when you prepare your tax return.

Tax Considerations for Freelance Workers

Income Tax Payments

Most freelancers work on a 1099 basis instead of as a W2 employee. Employees paid on a W2 basis have their income tax, social security tax and FICA tax withheld from their paychecks. However, contractors paid on a 1099 basis typically don’t have anything withheld from their payments. If you receive a check for $500, you receive the full amount. Nothing is withheld for taxes. This means income taxes are your responsibility.

Your income will be reported to the IRS on Form 1099 and it is your responsibility to pay taxes on it. Many freelancers choose to pay quarterly estimated taxes. This breaks up your tax payments throughout the year and keeps you on the right side of IRS requirements.

Business Deductions

You will want to keep detailed records of your income and expenses. It’s also a good idea to categorize your expenses so you have a good idea of how much you are spending in each category (and certain expenses may be classified differently by IRS rules).

it’s much easier to do this as you go, instead of trying to play catch up when your tax return is due.

The business structure you choose, such as an LLC or corporation, may also require you to maintain separate funds in a business checking account or savings account. You may also wish to open a business credit card, which may offer unique rewards programs and itemized spending reports.

How to File Your Taxes

There are three ways to file your tax return:

  • DIY: Some individuals file their taxes completely on their own, manually filling out the IRS’s form 1040. Filers can mail in a physical copy of their documents or submit an electronic version.
  • Tax software: Alternately, you can file (sometimes for free) with some of the best tax software programs on the market. These services help you to seamlessly import documents, check for errors, and take the confusion out of tax preparation.
  • Professional: With a CPA or enrolled agent, you can get expert advice and professionally prepared taxes.

Which is best? This depends on your situation. If you have a simple tax return, the DIY route is a quick and easy way to go. Of course, you can also use tax software if you have a simple return. And if you have a lower income, you may be eligible to file your taxes free.

It’s only when your tax return becomes more complicated that you need to decide whether to use one of the more advanced tax software programs or hire a professional tax service. Keep in mind there is a big difference between going to a retail tax return office and using a professional CPA or enrolled agent.

Most tax situations can be handled with tax software. However, you may wish to hire an accountant if you are a small business owner, have multiple rental properties, or otherwise have a complicated tax situation.

How to Organize Your Tax Documents

Organizing your tax documents should be a year-round task. You should keep detailed records of everything related to your tax return. Personally, I recommend scanning everything into your computer and regularly backing it up. This ensures you have a long-term record and makes filing easier when tax season arrives.

Before you sit down to do your taxes, make sure you have everything you need. This will include:

  • Your Social Security Number, and the SSNs of everyone listed on your tax return
  • Bank account and routing numbers for electronic payments
  • Your EFTPS information if you file electronically
  • List of previously paid taxes: self-employment tax, estimated taxes, property taxes, etc.
  • W-2s, 1099’s, 1098’s and related tax documents
  • Interest paid on a mortgage or student loans
  • Charitable donation receipts, statements from donor-advised funds, etc.
  • Contributions to tax-deferred retirement accounts
  • Homebuyer tax credits
  • Child care and education costs
  • Medical costs and receipts (if you can deduct them)
  • Other related documents

This article provides a more in-depth guide to organizing your tax records.

When to File Your Taxes

January 27, 2020, is the first day you can officially file your 2019 tax return. Tax returns are normally due on April 15 each year, unless the 15th falls on a weekend or holiday.

If that is the case, the tax return is due on the following business day.

What happens if you don’t file your taxes on time? Don’t do it! Filing a tax extension is free, and you can do it at any time. Just be aware that you need to pay any money due by the tax deadline, or you may owe penalties or fees. The deadline to file your tax return if you filed an extension is October 15th.

How to File an Amended Tax Return

If you think you may want to amend a return, below are five places to start:

  1. Change in Status
  2. Math Errors
  3. Schedule A-Itemized Deductions
  4. Schedule D-Capital Gains & Losses
  5. Schedule C-Profit or Loss from Business

You usually have three years to file an amended tax return, dating from when you filed the tax return that needs correction. So if you didn’t take a credit on your most recent tax return, you can file your amended return and possibly get a tax refund for it.

The proper form for filing an amended tax return is 1040X. This guide has a more complete overview of when to file an amended tax return.

What Happens If You Miss the Tax Deadline?

Some people aren’t required to file a tax refund, especially if they have lower income. And you don’t technically need to file a tax return if the IRS owes you money. Of course, you can’t receive your refund if you don’t file your tax return. So it’s a good idea to go ahead and file. Finally, the longer you take to file your tax return, the longer you wait to receive your refund.

On the other hand, you definitely want to file your tax return if you owe the IRS money. If you are running out of time to file your return, you want to do three things:

  • File a tax extension,
  • Make estimated payments, then
  • File your tax return before the October 15 deadline.

What Happens If You Don’t File Your Tax Return?

OK, so you missed the deadline and you haven’t filed for an extension.

What happens if you let it slide? If you don’t owe any taxes, nothing happens. Of course, you won’t get a refund either, if the IRS owes you one. And some people aren’t required to file a tax return.

But if you owe money, you absolutely need to file your tax return.

What happens if you owe money and don’t file a tax return? Penalties and interest, my friend.

And they aren’t pretty!

Here is a rough outline of the penalties you may owe for failure to file or pay your federal taxes.

  • Failure to file or (FTF) penalty assessed at 5% per month or partial month up to a 25% maximum.
  • Failure to pay (FTP) penalty assessed at 0.5% per month or partial month up to a 25% maximum.
  • If both the FTF and FTP penalties are assessed, the FTF penalty is reduced by the FTP penalty.

The IRS may also assess penalties for underpaying your taxes, or not paying estimated taxes.

Underpayment penalties can be assessed at different levels, based on whether the IRS determines if there was criminal intent.

How to Pay Your Taxes

You can pay your tax bill by mail with a check, or online. Paying online is faster and more secure, but may come with a charge if you use your credit card to pay your taxes. You may consider sending checks by Certified Mail so you can ensure the check was delivered.

What if You Can’t Pay Your Taxes?

You still need to file your tax return or an extension, even if you are unable to pay your taxes. After that, you should contact the IRS to communicate to them that you are aware you owe money, but you are unable to pay it.

The IRS may allow taxpayers to have an extension to make the payment or to enter into a payment plan.

Note: the IRS may charge penalties or fees for these arrangements, so it’s still a good idea to pay your tax bill as soon as possible.

You can get creative to pay your tax bill if needed.

However, I would avoid payday loans and other high-interest short-term loans. You may try getting a personal loan from a bank, using a peer to peer lending company such as Lending Club, or possibly using a credit card.

What if I Don’t Pay My Tax Bill?

The IRS can file a Notice of Federal Tax Lien if you don’t pay your taxes. This can hurt your credit score and cause other financial and legal difficulties.

Failure to file your return or to pay your taxes can result in fines, ruined credit, or even jail time.

How to File a Tax Extension

Some people may discover they need more time to complete their tax return. This can happen if you have a complex tax situation, something changes in the previous or current tax year, or if you simply procrastinate. If this describes your situation, you can easily file for a free tax extension.

Note: filing a for a tax extension extends the deadline to file by 6 months, but it does not change the date you must pay taxes (if any are due). So it’s a good idea to at least estimate how much taxes you might owe, and send that amount to the IRS before the deadline. Then you can formally wrap up the paperwork after the fact.

Filing a tax extension is easy and free. Simply download IRS Form 4868, fill it out, and mail it to the IRS. Or, you can file an electronic extension through most of the major tax software programs, including TurboTax or H&R Block Online.

E-File your tax extension for free:

How to File your Tax Extension By Mail:

Filing an extension manually is also easy – just download the form and fill it out, either on your computer or by hand. Be sure to estimate the amount of taxes you think you will owe when you file your extension and be sure to pay that amount before the tax deadline.

These steps will guide you:

  • Download Tax Form 4868 from the IRS website.
  • Fill it out and send it in via mail.
  • Send in the estimated amount you owe. You will need to send in 90% of your actual total to avoid late fees or penalties.

Remember – you must request tax extensions. The IRS states tax extensions are automatic, but that you must request them by April 15th. After you request the extension, you have until October 15th to file your return. But remember, any money you owe is due by the tax deadline. Taxes filed after October 15th are late and may be subjected to additional penalties or fees.

What happens if you don’t file your taxes? Some people aren’t required to file a tax return (generally only if their income is too low). However, most people are required to file a tax return. If you are due to receive a refund, there is no penalty for not filing a return. However, if you owe money and don’t file a return, you will be subject to penalties, fees, and possibly even jail time if the government determines your actions were meant to defraud the government. This article provides more information about what happens if you don’t file your taxes.

Military Members and Overseas Citizens May Have Longer Extensions

Expatriates and some military members may qualify for additional tax extensions. This is especially true for military members who served in tax-free zones in the current or previous year.

This article provides additional information regarding military member tax deadline extensions. American civilians working overseas may also be able to file for a longer extension.

When to Expect Your Tax Refund

The table below shows an approximation of when your federal tax refund should be direct deposited into your bank account or the date your check will be mailed.

This table is based on previous tax return charts.

Remember, this is only an estimation and not a guarantee.

How to use this tax refund chart: This schedule only applies to tax returns filed electronically. The left column represents the date your tax refund was accepted by the IRS. This article has more information on when to expect your tax refund, including FAQs.

2019 Tax Refund Schedule (2020 Tax Season)

Tax Return Accepted By IRS before 11:00 am between… Direct Deposit Sent* Paper Check Mailed*
Jan 27 and Feb 02, 2020 10-Feb-20 14-Feb-20
Feb 03 and Feb 09, 2020 17-Feb-20 21-Feb-20
Feb 10 and Feb 16, 2020 24-Feb-20 28-Feb-20
Feb 17 and Feb 23, 2020 2-Mar-20 6-Mar-20
Feb 24 and Mar 01, 2020 19-Mar-20 13-Mar-20
Mar 02 and Mar 08, 2020 16-Mar-20 20-Mar-20
Mar 19 and Mar 15, 2020 23-Mar-20 27-Mar-20
Mar 16 and Mar 22, 2020 30-Mar-20 3-Apr-20
Mar 23 and Mar 29, 2020 6-Apr-20 10-Apr-20
Mar 30 and Apr 05, 2020 13-Apr-20 17-Apr-20
Apr 06 and Apr 12, 2020 20-Apr-20 24-Apr-20
Apr 13 and Apr 19, 2020 27-Apr-20 1-May-20
Apr 20 and Apr 26, 2020 4-May-20 8-May-20
Apr 27 and May 03, 2020 11-May-20 15-May-20
May 04 and May 10, 2020 18-May-20 22-May-20
May 11 and May 17, 2020 25-May-20 29-May-20
May 18 and May 24, 2020 1-Jun-20 5-Jun-20
May 25 and May 31, 2020 8-Jun-20 12-Jun-20
Jun 01 and Jun 07, 2020 15-Jun-20 19-Jun-20
Jun 08 and Jun 14, 2020 22-Jun-20 26-Jun-20
Jun 15 and Jun 21, 2020 29-Jun-20 3-Jul-20
Jun 22 and Jun 28, 2020 6-Jul-20 10-Jul-20
Jun 29 and Jul 05, 2020 13-Jul-20 17-Jul-20
Jul 06 and Jul 12, 2020 20-Jul-20 24-Jul-20
Jul 13 and Jul 19, 2020 27-Jul-20 31-Jul-20
Jul 20 and Jul 26, 2020 3-Aug-20 7-Aug-20
Jul 27 and Aug 02, 2020 10-Aug-20 14-Aug-20
Aug 03 and Aug 09, 2020 17-Aug-20 21-Aug-20
Aug 10 and Aug 16, 2020 24-Aug-20 28-Aug-20
Aug 17 and Aug 23, 2020 31-Aug-20 4-Sep-20
Aug 24 and Aug 30, 2020 7-Sep-20 11-Sep-20
Aug 31 and Sep 06, 2020 14-Sep-20 18-Sep-20
Sep 07 and Sep 13, 2020 21-Sep-20 25-Sep-20
Sep 14 and Sep 20, 2020 28-Sep-20 2-Oct-20
Sep 20 and Sep 27, 2020 5-Oct-20 9-Oct-20
Sep 28 and Oct 04, 2020 12-Oct-20 16-Oct-20
Oct 05 and Oct 11, 2020 19-Oct-20 23-Oct-20
Oct 12 and Oct 18, 2020 26-Oct-20 30-Oct-20

Tax Refund FAQS

How long does it take to process a tax return? You will receive your tax refund faster if you e-file, since the IRA can process returns more quickly and accurately. Filing a paper return can take significantly longer and may result in errors since they must be manually entered into the IRS system.

How long does it take to get a tax refund? The IRS processes 90% of electronic tax returns within 21 days (their stated goal). Some people receive their tax refunds in as few as 8 days, and the majority receive their refunds within 10-14 days. Some refunds may take longer if there are errors or other problems.

Are there any known tax refund delays? There are federal laws that require the IRS to withhold tax refunds until Feb. 26, 2020, when the taxpayer claims either the Earned Income Tax Credits (EITC) or Additional Child Tax Credits (ACTC). Tax refunds that claim these credits after that date are processed as they come in. The IRS also announces other known delays through press releases.

When will my refund be in my bank account? You will receive your tax refund more quickly if you elect to have it directly deposited into your bank account. Some banks make these funds available immediately, while others may place a hold on the funds. Paper checks take longer, as they must be mailed, deposited, then cleared by your bank.

What day of the week does the IRS deposit refunds? ACH transactions are processed on each business day during regular office hours.

What day of the week does the IRS mail paper checks? The IRS mails checks on Fridays.

Year-End Tax Tips

Contribute to your retirement accounts. Most contributions to your defined contribution plans such as a 401k, 403b, TSP, etc., need to be made by December 31st.

You can also contribute to a Traditional or Roth IRA, SEP IRA, or Solo 401k plan after December 31st and still reduce your taxable income – as long as you contribute before the tax filing deadline.

Donate to charity. Any donations you make to a qualified charity can be deducted when you file your taxes next year. This includes donations such as tithing or giving to an organization such as Goodwill, or the USO.

Pay qualified business expenses. If you have your own business, you can write off certain expenses. I run a couple of websites, so for me, this would include prepaying for web-hosting, buying a new computer, paying for advertising, or other qualified business expenses.

Additional tips for saving money on your taxes:

  • Contribute to a Health Savings Account. Contributions to a Health Savings Account are made with pre-tax income.
  • Harvest your losses. You can sell losing investments and offset up to $3,000 of other income per year. Any additional losses can be carried forward to future years.
  • Prepay your mortgage and property taxes. If you itemize your taxes, you can deduct mortgage interest and your property taxes. If you make your January payment in December, you can deduct the interest for the tax year in which the payment is actually made.
  • Prepay other deductible expenses. You can also prepay other deductible expenses such as medical costs, student loans, etc.
  • Complete any deductible home improvements. Certain home improvements are tax-deductible if they improve your home’s energy efficiency.
  • Avoid mutual funds with high capital gains distributions. Capital gains distributions equal taxes, even if your fund lost money.
  • Contribute to a 529 plan for your kids. Many states allow deductions for 529 contributions.
  • Have a baby. Babies are great tax deductions!

In Conclusion

Filing with the IRS can be taxing, but with the knowledge from this guide in hand, you should be able to confidently approach your taxes as part of your full money management.

Making savvy financial decisions all year long can help you to save money at tax time as can being aware of changes to tax laws, deductions, and credits.

If you feel like you need additional resources, working with tax software or a financial advisor can simplify tax filing tremendously.

The post Federal Tax Guide For 2020 – Everything You Need to Know to File Your Taxes appeared first on Cash Money Life | Personal Finance, Investing, & Career.

TurboTax Review 2020 (2019 Tax Year) – Is TurboTax the Best DIY Tax Software?

Originally From:

TurboTax is the most popular tax preparation software on the market. I use this software myself and recommend it highly. The service is easy to use, even if you’ve never used tax preparation software in the past.

They ask questions – in plain English – and all you need to do is gather your tax documents and input the required information. Sometimes you don’t even need to do that. TurboTax can often import information from online sources, making tax preparation even easier.

What’s New for the 2019 Tax Year

TurboTax added their fifth version, TurboTax® Live, for the 2017 tax year. This is the third year this service will be available to taxpayers. The “live” part of the title refers to live assistance by a CPA or an enrolled agent (EA). With this version, you prepare your tax return the same way you would with the other TurboTax versions. But you’ll have a tax specialist available and live to help you with any complications.

Once your tax return is done, it will be reviewed by a CPA or EA, who will make any necessary changes prior to filing. That will ensure that your tax return is done right, and includes every deduction you’re entitled to.

Why Use TurboTax to Prepare Your Taxes?

No tax knowledge is required. TurboTax is an extremely user-friendly program. It will ask you all of the necessary questions, and all you need to do is input the information. You don’t have to know anything about preparing taxes whatsoever. TurboTax has a large volume of tax preparation resources, including live-support on the premium versions.

100% Accuracy Guarantee. TurboTax runs thousands of error checks and then double-checks your tax return before you file. If you receive an IRS or state penalty or interest charge because of a TurboTax calculation error, TurboTax will pay the cost.

Audit Support Guarantee. This guarantee applies to every TurboTax return. It entitles you to free one-on-one audit guidance from a trained tax professional. They’ll help you learn what to expect, and how to prepare for the audit. If need be, you’ll even have access to their Audit Defense program, which will provide you with full-service audit representation.

QuickBooks interface. TurboTax and QuickBooks are both products of Intuit, so you can import information directly from QuickBooks into TurboTax. This will enable you to prepare for income tax filing all year long if you are a QuickBooks user. It will simplify documentation collection, and make tax preparation much easier for the self-employed.

Search for over 400 tax deductions. The federal income tax code is incredibly complicated. There are hundreds of tax deductions, and even seasoned tax professionals struggle with knowing them all. But TurboTax will help you to find any you’re entitled to.

Electronic Filing will help you get your refund faster. Filing your tax return electronically is faster, safer, and more accurate than filing your tax return on a paper form. And since the IRS computers can process electronic returns more quickly, you should receive your tax refund faster (if you are owed money by the IRS).

There’s also the TurboTax Military Discount:

TurboTax Free Edition

$0 for federal, $0 for state, $0 to file. It’s the TurboTax free version, and it’s available only if you file 1040EZ or 1040A, which are the very simplest tax returns.

You will qualify for the TurboTax Free Edition if you have W-2 income, Earned Income Tax Credit (EIC) and child tax credits. If your situation is more complicated, you may need to purchase one of the other TurboTax versions.

The TurboTax Free Edition works like other TurboTax versions with basic tax preparation. It uses the same question and information input format. But you also have access to the following features:

  • Snap. Tap. Done. This feature enables you to take a photo of your W-2s with your mobile device for automatic input. You may also be able to directly import your W-2 information if your employer is one of the more than 1 million companies that make their W-2s available online.
  • If you used TurboTax last year, all of your information will automatically be transferred into the current year, simplifying tax preparation.
  • Answers 24/7. TurboTax has a large database of tax-related information that you can access. You can also get online answers from TurboTax specialists or other customers.

CompleteCheck. TurboTax will run a comprehensive review of your return before you file to make sure that nothing gets missed.

In order to be eligible for TurboTax Free Edition, you must earn less than $100,000 from W-2 sources. It’s not for people who have business income or 1099 income. You’re also ineligible if you have any capital gains income, or need to file Schedule A for itemized deductions.

The free version does support common IRS schedules and forms, including Schedule B (interest and dividend income) and Schedule EIC (earned income credit).

TurboTax 2019 Review


TurboTax Deluxe – Price: $40 + $40 per State

The Deluxe package is the most popular TurboTax version. It’s for more complicated returns, including those with itemized deductions and incomes exceeding $100,000. However, it does not accommodate investments in rental property or self-employment.

It includes all of the features of the free version, plus the following:

  • Start for free, and pay when you file.
  • Deduction Finder. Search for more than 400 tax deductions and credits to maximize your refund.
  • If you used TurboTax last year, all of your information will automatically be transferred into the current year, simplifying tax preparation.
  • One-on-one help. A TurboTax specialist will provide customized answers to your questions and guide you by drawing on your screen.
  • Your TurboTax fee can be paid out of your federal tax refund. A Refund Processing fee of $39.99 applies to this feature.
  • Learn more at the TurboTax website.

TurboTax Premier – Price $70 + $40 per State

TurboTax Premier includes all of the features of the Free and Deluxe versions. It is specifically for those who have investments in rental property.

Features specific to the Premier version include:

  • Covers stocks, bonds, employee stock plans, and other investment income.
  • Automatically imports investment income – including cost basis – from thousands of participating financial institutions. If you’re an active trader, you’ll appreciate TurboTax Premier for this reason alone!
  • Enables you to complete Schedule E to report income from rental real estate, royalties, partnerships, S corporations, estates, trusts, REMICs, etc.
  • Deducts expenses related to a mortgage refinance, including mortgage points and appraisal fees.
  • Learn more at the TurboTax website.

TurboTax Self-Employed – Price $90 + $40 per State

TurboTax Expense Estimator

TurboTax Self-Employed has all of the features and benefits of the Free, Deluxe and Premier plans. It’s specifically for taxpayers who earn income from self-employment. That includes independent contractors, freelancers, and business owners.

Features specific to the Self-Employed version include:

  • Providing guidance on industry-specific deductions for your particular business.
  • Easy recording of expenses and mileage tracking through QuickBooks Self-Employed. The app also allows you to track business mileage from your mobile phone.*
  • Help to determine your home office deduction and standard mileage versus actual expenses for your automobile usage.
  • Identification of tax-deductible business startup expenses.
  • Set-up depreciation on business asset purchases.
  • Prepare and print unlimited W-2 and 1099 tax forms for your business employees and contractors.
  • Learn more at the TurboTax website.

*QuickBooks Self-Employed also enables you to snap pictures of your business receipts using your mobile phone. You can store those receipts, and keep a permanent record of your business expenses as they occur.

TurboTax® Live – Price $50 – $170 (+ $40 per State)

Here’s your chance to fire your CPA!

TurboTax Live is like hiring a CPA to prepare your income taxes, but at just a fraction of the price. It offers all of the features of the other four TurboTax versions. But it also provides you with advice from a CPA or an enrolled agent (EA), both on-demand and for a final review. This makes it easy to ask questions about more complicated topics, such as the Alternative Minimum Tax.

You can quickly and easily connect to a tax expert, simply by clicking “Expert Help” in the program. You can get help with personal and work income, as well as complex tax situations.

On the final review of your return, TurboTax tax experts will make any necessary changes, and back your return with their 100% Accuracy Guarantee.

If your tax return is complicated, or if you feel that you lack sufficient understanding, TurboTax Live is the version for you. You’re performing the actual information input, but it’s like having a CPA working at your side as you do.

This version is also ideal for those who have complicated business tax situations, multiple rental real estate properties, or K-1 income from several partnerships or S corporations. A CPA will charge $1,000 or more to prepare some of these returns. But with TurboTax Live, you can get a similar level of service for under $200.

Should You Use TurboTax to Prepare Your Income Taxes this Year?

You can prepare your income taxes on TurboTax in less time than it takes to get your tax information together for a CPA. TurboTax will cost hundreds of dollars less than a CPA, and generate a similar result. This is a perfect platform for a tax novice. There’s absolutely nothing scary about this program, even if you’ve never prepared a return online before.

If you want a tax return that’s 100% accurate, and provides you with all of the deductions you’re entitled to, TurboTax is an excellent choice. If you’d like more information, or you’d like to sign up for the service, visit the TurboTax website.

The post TurboTax Review 2020 (2019 Tax Year) – Is TurboTax the Best DIY Tax Software? appeared first on Cash Money Life | Personal Finance, Investing, & Career.

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