Quarterly: Oct 17 Financial Planning & Long-Term Tax Reduction in Light of the Tax Cuts and Jobs Act The Tax Cuts and Jobs Act (TCJA) that was signed into law in December of 2017 has created a unique and time-sensitive retirement planning opportunity that will sunset in 2025. Representing the most significant tax code overhaul the United States has seen in over three decades, the Tax Cuts and Jobs act brings the US into one of the lowest combined marginal tax rate environments this country has experienced since the late 1980’s. The chart below displays the highest and lowest historical marginal tax brackets in the United States. With the lowest marginal tax bracket as high as 25%, and the highest marginal tax bracket as high as 95%, today’s tax brackets are some of the lowest on record. The challenge with our low current tax rates is that Congress failed to curb spending, and our national debt is now growing at an accelerating pace. These two things: low tax rates and an accelerating national debt, are not sustainable long-term. With the Tax Cuts and Jobs Act scheduled to sunset at the end of 2025, some families will see their marginal tax bracket rise by as much as 9%. This short window, however, creates a unique opportunity to take advantage of our current tax rates and convert pre-tax retirement assets to tax-free accounts. Taking advantage of today’s low tax rates and positioning retirement assets in an account that the US government will never tax again can not only dramatically reduce your lifetime tax liability it can also significantly increase your likelihood of a safe and secure retirement. By taking the additional cash flow created from our General Tax Planning and growing the retirement savings in the “Never-To-Be-Taxed-Again Bucket,” we have the potential to dramatically reduce your life-time tax burden, reduce the paralyzing impacts of RMD’s (Required Minimum Distributions) and reduce the taxability of your Social Security Benefits. With the opportunities and challenges of the Tax Cuts and Jobs Act, Monotelo’s unique blend of expertise in tax law, retirement planning and wealth management can be a critical factor in helping you reach your short and long-term goals.

Frequently Asked Questions Monotelo Quarterly Tax Tips White Papers How To Avoid An Audit Do you have a PTN? EAs and CPAs What is your tax background? What records? Fees File electronically What if I get audited? Who will sign my return? When will I receive a copy of my return? How do I find you? Do you have a PTIN (preparer tax identification number)? What is your tax background? What records and other documentation will you need from me? How do you determine your fees? Can I file electronically? What happens if I get audited? Who will sign my return? When will I receive a copy of my return? How do I find you if I have a question or a problem after tax season is over? Do you have a PTIN (preparer tax identification number)? All of our tax preparers and client-facing staff who are involved in the return preparation process have their PTINS. Feel free to ask for the PTIN of any staff member involved in return preparation. What is your tax background? Most of our tax preparers are either CPA's or Enrolled Agents. A Certified Public Accountant (CPA) is certified by the state to act as a public accountant. A CPA is the only licensed qualification in accounting. To be certified, candidates are required to pass an exam. Most states also require an ethics exam or course as well as continuing education credits. A CPA may specialize in tax but not necessarily: there's a wide range of CPA services including accounting, auditing, financial planning, technology consulting and business valuation. An Enrolled Agent (EA) has earned the privilege of representing taxpayers before the Internal Revenue Service by passing a three-part comprehensive IRS exam. The EA status is the highest credential the IRS awards. EA's must adhere to ethical standards and complete 72 hours of continuing education courses every three years. What records and other documentation will you need from me? We will need all your W-2's, 1099's, 1098's and other verification of income and expenses in order to prepare your return. We do not need individual receipts. Please do not send any individual receipts unless we request them. You must retain all your receipts in case of an audit by the IRS. How do you determine your fees? Our fees are completely transparent - you can view our fees on our Fee Schedule . Can I file electronically? Yes, after your return is completed, you will receive E-file consent forms (Form 8879) and be given the option to have us electronically file on your behalf after you review and approve the return. What happens if I get audited? As Enrolled Agents and Certified Public Accountants, we are authorized to represent our clients before the Internal Revenue Service. We can respond to questions and represent you in front of the IRS. If there is an error on your return and it is our fault, we will fix the error, file an amended return on your behalf and you will not be charged for any amended return preparation fees. Who will sign my return? Your tax return will be signed by the person who performs the final review of your return. This person will have a PTIN and the PTIN will appear next to their signature. We can give you the name of the person who will be reviewing and signing your return at the time we receive your tax documents. When will I receive a copy of my return? You will receive a complete copy of your return after we finish preparing the return and the tax preparation fees have been paid. You can choose to receive an electronic copy, a physical copy or both. You will need a copy of your return to review it prior to filing or having us E-file on your behalf. How do I find you if I have a question or a problem after tax season is over? Our offices are open twelve months a year. If you receive a request from the IRS or your state department of revenue, we are available to meet in person, or connect by phone or email. Click Here to check out the IRS website for more resources in choosing a tax preparation firm

Monotelo Advisors Inc Tax Planning Engagement Letter Heading 1 Thank you for choosing Monotelo to assist you with your tax planning needs. Tax planning is a strategic approach to managing finances that aims to minimize tax liability and maximize savings. By organizing income, expenses, investments, and expenditures efficiently, individuals and businesses can take full advantage of tax benefits, deductions, and credits. Effective tax planning not only reduces the amount of taxes owed but also contributes to better financial health by freeing up resources for savings, investments, and future growth. This engagement letter outlines the scope of our services, your responsibilities, and our commitment to providing you with accurate and timely solutions. By agreeing to this letter, you authorize Monotelo to prepare a tax plan that will help to reduce your short-term and lifetime tax liability. We look forward to working with you to ensure that you retain more of your hard-earned money.

When planning your vacation be sure to familiarize yourself with the business travel rules to see if you can qualify some of your costs as business expenses. October 2018 MONOTELO QUARTERLY Quarterly: Oct 17 HOW TO DEDUCT YOUR VACATION TRAVEL AS A BUSINESS EXPENSE Taking a vacation can be expensive, so naturally the idea of deducting your vacation expenses on your tax return is an appealing idea. However, before you get carried away planning a lavish vacation with the hopes of writing off the entire cost, make sure to familiarize yourself with the requirements to qualify your expenses as business travel. To qualify for a tax deduction the trip needs to serve a legitimate business purpose. Handing out business cards on the beach does not count. There are 5 criteria your trip must meet to be a qualified business expense: Profit motive. The trip must serve a legitimate profit motive. This means that you can reasonably expect the trip to create profit either now or at some point in the future. Stay overnight . You can only deduct meal and lodging expenses when you are away from home overnight. “Rational Businessperson” test. Your trip will only qualify as a business expense if the business motive is strong enough that a rational businessperson would make the trip if business was the only motive. Primary purpose test. You can only deduct your travel expenses when your trip is primarily for business. This is determined by calculating the number of business days vs personal days of the trip. This may sound like a deal breaker, but it is easier to meet this requirement than you think. Maintain good records. If you do not properly document the business purpose of your trip, your travel expenses, or your actual business activities on the trip you will risk losing your entire deduction. Your trip expenses can be broken down into two general categories with different requirements to be deductible: Transportation Expenses Transportation costs include airfare, train tickets, or the cost of a rental car to get to your destination. These expenses are all-or-nothing, if the majority of your trip days are business days you can deduct all of your transportation costs. If the majority of your trip days are personal you cannot deduct any of these costs. Life Expenses Life expenses include your daily meals and lodging. Unlike transportation expenses you do not need to meet the majority of business days threshold to take life expenses. Instead you simply take the life expenses for each business day of the trip. What Counts as a Business Day? It may be easier than you think to qualify most of your trip as business days. Each day of the trip only needs to meet one of these criteria to qualify as a business day: Work more than four hours. You have a workday when you spend more than half of normal work hours pursuing business. Since a normal workday is eight hours you only need to work for more than four. Presence-required day. If you are required to be at a destination on a specific day for a legitimate business purpose. For example, if you have a meeting with a client in another city on Tuesday, then Tuesday qualifies as a business day even if that is your only business activity for that day. Travel day. Days you spend traveling to or from your business destination count as business days as long as you are traveling in a reasonably direct route. Weekends and holidays. If a weekend or holiday falls in between two business days you can count those days as business days as long as it would not be practical to return home in between the two business days. If you live in California and have meetings in New York on Friday and Monday, it would not be practical to return to California for the weekend. Therefore, all four days count as business days. Saved-money-on-travel days. If you arrive at a destination a day early or leave a day late in order to save on your travel expenses you can count the extra day as a business expense as it served a legitimate business purpose of reducing your travel costs. Summary The rules governing business travel allow for some freedom to deduct vacation time as business expenses, but do not provide a blank check to write off an entire vacation simply because you spent a few minutes discussing business. You need to find the right balance between work and relaxation, properly document your work activities, and maintain records of all your expenses. Previous Article

TAX PREP CHECKLIST PERSONAL INFORMATION Name, Address, and Social Security Number (SS#) Your spouse's full name and SS# Alimony paid & full name and SS# of ex-spouse Proof of health insurance (Form 1095-A, 1095-B, 1095-C) INFORMATION FOR OTHERS ON RETURN Dates of birth and SS#s Childcare records including tax ID of childcare provider Income of other adults in your home Form 8332 showing custodial parent is releasing their right to claim a child to you (if applicable) EMPLOYEE INFORMATION Form W-2 RETIREMENT INCOME/IRA INFORMATION Pension / IRA annuity income (Form 1099-R) Social Security information (Form 1099 SSA) Form 5498 showing IRA contributions SAVINGS & INVESTMENTS Investment & dividend income (1099-INT, 1099-DIV, 1099-OID) Income from sales of stock or other property (1099-B, 1099-S) Dates of acquisition and records showing cost basis of property sold if not reported on 1099-B RENTAL PROPERTY INCOME Records of income and expenses Rental asset information (cost, date placed in service, etc) SELF EMPLOYMENT INFORMATION Forms 1099-Misc and Schedules K-1 Records of all expenses OTHER DEDUCTIONS AND CREDITS Mortgage interest statement (Form 1098) Real estate and personal property tax records Records of charitable contributions (church, 501c(3), etc.) Records of non-cash donations (Am-Vets, Goodwill, etc) Amounts paid for healthcare, insurance, doctors, etc Miles driven for charitable or medical purposes Records of energy-saving home improvements HSA contributions (Form 5498-SA) Records of estimated tax payments made EDUCATION PAYMENTS Forms 1098-T from educational institutions Summary of all itemized education expenses Records of any scholarships received Forms 1098-E if you paid interest on student loans OTHER INCOME Unemployment income State tax refund (Form 1099-G) Amount of alimony received HSA & long-term care reimbursement (1099A, 1099-LTC) Jury duty records Hobby income and expenses/prizes and awards Save as PDF Have all of your tax doc's? Upload your doc's online, and start your return from home. Get started

THE IMPACT OF YOUR PENSION On Your Social Security Benefits Many public sector workers do not pay into Social Security because they pay into a separate state or local pension fund. Since Social Security benefits are based on the Social Security wages earned during working years, public-sector workers who do not pay into Social Security will not be eligible for Social Security benefits at retirement. There are other public sector workers however, who have paid into the Social Security pool because they work second jobs or began working in the public sector later in life or retired and began a second career. Public sector workers who have paid into Social Security can qualify for benefits on top of their pension, but those benefits may be reduced based on the number of years they paid into Social Security. How Are Social Security Benefits Calculated? Social Security benefits are based on your average wages for your 35 highest earning years. If you pay into Social Security for 29 years, your benefits will be calculated using the 29 working years plus 6 years of zero wages. Your annual wages are also adjusted for inflation to prevent your early earning years from hurting your benefits. After adjusting for inflation and averaging your 35 highest years, your annual wages are divided by 12 to produce your Average Indexed Monthly Earnings (AIME). Your monthly benefits are calculated using 3 percentage brackets of your AIME: 90% of the first $926 of AIME, 32% of the next $4,657 of AIME and 15% of AIME after that. Example: If you work for 35 years and have average adjusted wages of $72,000 per year, your Social Security benefit calculation will use $6,000 for your Average Indexed Monthly Earnings and calculate your benefits as follows: $926 x 90% = $833.40 + $4,657 x 32% = $1,490.24 + $417 x 15% = $62.55_____ $6,000 = $2,386.19 monthly benefits How Your Pension May Limit Your Social Security Benefits If you receive a pension from an employer that does not withhold Social Security taxes, your benefits may be reduced by the Windfall Elimination Provision (WEP). This provision reduces monthly benefits by reducing the first bracket benefits from 90% down to 40% in 5% increments depending on the number of years worked. If you paid into Social Security for at least 30 years with "substantial earnings," then the WEP limitation will not apply. But if you paid in for less than 30 years of substantial earnings the first bracket percentage will be reduced by 5% for each year under 30 until it bottoms out at 40% for 20 years of contributions. This limitation can reduce your base Social Security benefits by as much as $5,500 per year. Example: To demonstrate how this limitation reduces your benefits we have calculated the monthly benefits you would receive if your AIME was $6,000 under two scenarios: 1) where you have 30 years of substantial Social Security wages and 2) where you only have 20 years of substantial Social Security wages: The lower percentage applied to the first $926 of wages when the WEP limitation applies reduces your benefits by $463 per month or $5,556 per year. What Can You Do to Eliminate the Pension Penalty? The Equal Treatment of Public Servants Act of 2019 was recently introduced in congress to repeal the WEP limitations by replacing them with a new formula that treats public servants more favorably. With the bill’s future uncertain, we want to focus on steps you can take right now. The first step in the process is to determine your Social Security benefits by creating an account at www.ssa.gov . This account will allow you to view your estimated benefits based on your prior work history. Be aware that the estimates provided by the Social Security Administration will not account for any WEP limitation that may apply to you. After you find your estimated benefits you will need to subtract $46.30 per month for every year short of the 30-year window of substantial earnings. If you are more than 10 years short of the 30 year mark, only subtract amounts for the first 10 years that you are short. If you are short of the 30-year threshold, you may want to consider working a few extra years at a part-time job or starting a new career at retirement. These additional years of contributions will not only increase your potential Social Security benefit, they will also decrease the limitation put on those benefits by the Windfall Elimination Provision. What Constitutes "Substantial Earnings" Substantial Earnings are a separate calculation from the calculation of year paid into Social Security. To qualify for a year’s worth of Social Security earnings, you only need to earn $5,880 of wages. To qualify for substantial earnings, you need a total of 26,550 of wages subject to Social Security. The table below will show the substantial earnings test. To discuss this further, please reach out to one of our team members at (847) 923-9015. Save as PDF Read More Articles Failing to order your affairs to minimize your tax burden could cost you significant money - so don't wait to take action. If you have additional questions or need some planning help, please reach out to us.

Why 401k Plans Are Sub-Optimal

TAX IMPLICATIONS of the AMERICAN JOBS PLAN President Biden recently unveiled his new infrastructure plan which includes significant tax hikes for corporations and higher-net-worth families. While the plan has not been passed through congress, we thought we would share a quick overview of what is likely to come if there is a shift in tax policy. The plan includes over $2 trillion in proposed infrastructure spending over the next 15 years. To offset this additional spending the plan imposes significant tax hikes on corporations and higher-net-worth families. The plan also includes a number of changes to corporate tax law while modifying the Tax Cuts and Jobs Act that was passed in 2017. Increased Corporate income tax rate from 21% to 28%... While the 7% corporate tax hike may translate into lower stock prices, reduced 401(k) matching, fewer bonuses, fewer raises and fewer stock grants for employees, another impact is likely to come from the income phaseouts on Roth and traditional IRAs. In addition to these proposed changes is a significant tax increase on those making over $400,000 a year. Higher income, capital gains and estate taxes… President Biden campaigned on taxing the wealthy and he’s now beginning to deliver on that promise. White House press secretary Jen Psaki said that the $400,000 threshold for higher taxes would be for families. That implies that individuals surpassing the $200,000 threshold are also likely to face higher taxes. The changes that U.S. taxpayers are facing provide Monotelo with a significant opportunity to demonstrate our value. By getting creative and thinking outside the box, we can equip you to take proactive steps to reduce your short-term and lifetime tax burden. If you would like to learn more about the specific changes that are being proposed, please see below. Warning! There is a fair amount of tax speak here! The proposed tax plan includes the following changes: Imposes a 12.4 percent Old-Age, Survivors, and Disability Insurance (Social Security) payroll tax on income earned above $400,000, evenly split between employers and employees. This would create a “donut hole” in the current Social Security payroll tax, where wages between $137,700, the current wage cap, and $400,000 are not taxed. Reverts the top individual income tax rate for taxable incomes above $400,000 from 37 percent under current law to the pre-Tax Cuts and Jobs Act level of 39.6 percent. Taxes long-term capital gains and qualified dividends at the ordinary income tax rate of 39.6 percent on income above $1 million and eliminates step-up in basis for capital gains taxation. Caps the tax benefit of itemized deductions to 28 percent of value for those earning more than $400,000, which means that taxpayers earning above that income threshold with tax rates higher than 28 percent would face limited itemized deductions. Restores the Pease limitation on itemized deductions for taxable incomes above $400,000. Phases out the qualified business income deduction (Section 199A) for filers with taxable income above $400,000. Provides renewable-energy-related tax credits to individuals. Expands the estate and gift tax by restoring the rate and exemption to 2009 levels. Expands the Child and Dependent Care Tax Credit (CDCTC) from a maximum of $3,000 in qualified expenses to $8,000 ($16,000 for multiple dependents) and increases the maximum reimbursement rate from 35 percent to 50 percent. For 2021 and as long as economic conditions require, increases the Child Tax Credit (CTC) from a maximum value of $2,000 to $3,000 for children 17 or younger, while providing a $600 bonus credit for children under 6. Reestablishes the First-Time Homebuyers’ Tax Credit, which was originally created during the Great Recession to help the housing market. Biden’s homebuyers’ credit would provide up to $15,000 for first-time homebuyers. Source: www.taxfoundation.org If you would like to learn more about how these changes will directly impact you or how to proactively address these changes so your financial security is not put at risk, please reach out to us at info@monotelo.com or 800-961-0298. Failing to order your affairs to minimize your tax burden could cost you significant money - so don't wait to take action. If you have additional questions or need some planning help, please reach out to us.

How to Save for Your Child Education Year-end Review of Your Retirement Accounts Will VS Trust: Which is Right for You Beware of Hedge Fund Managers Bearing Gifts The Fallacy of the Formula Five Things That Every IRA Owner Should Know Roth vs Traditional IRA: Which One Is Right For You Six Myths About Health Savings Account RETIREMENT ARTICLES Avoid the Hidden Traps of Retirement Plan Loans 5 Things You Can Do Right Now to Help Improve Your Retirement Years Financial Planning & Long-Term Tax Reduction in Light of the Tax Cuts and Jobs Act Profiting From the Failure of Active Managers Overcoming Our Cognitive Biases Our Planning Process We are always researching for tax tips and strategies that our clients can implement to lower their tax liability and improve their financial position. See below for a few simple tips that can be applied to your individual situation. Avoiding the 10% Threshold for Medical Expenses

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Social unrest, unemployment, COVID 19, the election… there are a multitude of items we could address in our October update. While there are a multitude of things we could address, I want to focus today’s discussion on the bond market. The reason why I want to focus on bonds is because bonds play a critical role in running a balanced portfolio. The inverse relationship that stocks and bonds have experienced in the past has allowed investors to structure portfolios with higher levels of stability. That’s because bonds have historically acted as a shock absorber. When stocks were down, bonds were usually up and when stocks were up, bonds were oftentimes down. However, the “shock absorber” role that bonds have played to offset stock market risk can no longer be relied upon, so this requires a major shift in our thinking. Executive Summary With stock market valuations near all-time highs, the risk of a stock market correction is heightened. The fixed income side of a balanced portfolio (the bonds) will no longer provide protection against a correction in the equity markets. Declining rates have removed most of the income from bond portfolios and have added significant risks if rates were to rise. Bonds (and “balanced portfolios” that hold bonds) may face significant headwinds in the future. Finding solutions to this real problem is key to achieving your long-term goals. What’s Changed? As global interest rates have declined over the past 12 months, the search for income has become incredibly challenging. We believe that one of the biggest sources of protection to the traditional 60/40 portfolio (60% stocks, 40% bonds), has now become a risk. A 40% allocation to a mixture of Treasury bonds and high-quality corporate bonds has historically served investors well. That’s because bonds were effective at creating income, providing a diversified source of return and providing capital preservation in times of uncertainty. But we believe core fixed income is not equipped to meet these goals going forward. After four decades of declining interest rates and the massive fiscal and monetary response to the health crisis, rates are hovering near zero throughout the world. Not only do low rates rob investors of needed income, the historic assumption that bonds will provide a form of protection is no longer valid. Income If you search for income in today’s bond market, prepare for a long, unfruitful journey. Domestic and global bond indices yield between .6% and 1.2% across the globe. Where exactly is the income in core fixed income? Rates have steadily declined for the past few decades, but have significantly declined over the past 12 months — and there is little room left for rates to fall much further Rates have been falling for nearly four decades, but the collapse in interest rates over the last 12 months have left little room for rates to fall much further. The end result is that bond prices have a limited capacity to rise. Not only is there little room for bond prices to rise, there is tremendous room for bond prices to fall, especially if interest rates rise in the future. In the interest of full disclosure, rising interest rates in the near term is not a major concern of ours. We are simply stating that there is significant downside risk with little upside reward. This can be observed by the chart below. If rates rise, all the return that was recently captured by the bond market from price appreciation (the black area), is likely to be given back by price depreciation. Interest rates can do three things in the future. They can go up. They can go down. Or they can stay the same. If rates stay the same, we collect a paltry 1% yield on our bond portfolio and our bond prices remain stable. If interest rates go down, we collect the 1% yield with a small amount of price appreciation (because rates cannot fall very far from 1% unless they go negative). And if they go up, we collect our 1% yield, but we are subject to significant risk of price declines. Not a whole lot of upside, but quite a bit of downside risk! Unlike stocks, which theoretically have unlimited upside potential, bond returns are capped by the amount of interest income they produce over the life of the investment. For example: If you bought a 10-year treasury with a 5% yield back in 2000, your bond would produce 50% income over the 10-year life of the bond (10 years of coupon payments * 5% yield = 50%). If rates were to go to zero, your bond would go from a price of par (100) to 150. It could not go above the 150 unless rates went below zero. If you bought a 10-year treasury bond in today’s world at a 1% yield, and interest rates dropped to zero tomorrow, your 10-year treasury would now be worth 110 (1% yield for 10 years in a 0% interest rate environment = 10 points of price appreciation). Your bond could not go above 110 unless interest rates dropped below zero. If instead of rates falling, rates began rising, that price change we just described would turn into price depreciation. And bond prices have way more room to move down rather than up when you are beginning at a 1% yield. That is why bonds have higher levels of risk today than ever before. But it’s not just bonds that have increased sensitivity to interest rates. The performance of the tech and consumer discretionary sectors have also benefitted from our low-rate environment. These sectors now make up a much larger portion of the overall market, and that means that equity portfolios may also be sensitive to rising interest rates. Diversification Bonds have been a pretty effective hedging tool against past stock market corrections. When equity markets experienced signs of turmoil, central banks generally stepped in to lower rates, and bond prices responded positively to the new, lower interest rates. We believe that this relationship can no longer be relied upon, because there’s very little room to lower rates further. That means one of the most-valuable diversification benefits of holding bonds is severely diminished. Inflation It’s very difficult to accurately predict future inflation, but we can say this: if inflation were to resurface, bonds will not do well. The paltry income will not offset the purchasing power risk, and bond prices will decline when interest rates rise. In Summary With interest rates near zero, the upside of holding bonds is low, and the downside of holding bonds is high. The one reason to hold high-quality bonds in today’s environment is that they will be one of the few assets to hold their value if we see another significant equity market correction. In times of uncertainty, high-quality bonds will always be the preferred asset. While that is a very good reason to hold bonds, the other risks of holding a traditional bond portfolio have become too great to ignore. Not only has income diminished significantly from a traditional bond portfolio, bonds may no longer provide the needed buffer during times of economic turmoil and they face greater downside risk in scenarios when interest rates rise. If core fixed income is no longer able to serve the role it has played in the past, investors will need to use different approaches to accomplish their goals. If you would like to explore options that can help reduce the risks we mentioned here, register for our November webinar or schedule a no-obligation 20-minute strategy call and we can provide more insight into potential solutions. Read more articles THE HIGH RISK OF OWNING BONDS TODAY Failing to order your affairs to minimize your tax burden could cost you significant money - so don't wait to take action. If you have additional questions or need some planning help, please reach out to us.

One step away to save on your taxes. Schedule a quick 10-minute, no-obligation consultation. AVOID THE HEADACHES and Penalties Associated with 1099 Reporting When a small business hires an employee, there are a number of expenses that are incurred in addition to the hourly wage. This could include the employer-provided benefits, office space, along with the technology and other tools required to do the job. The employer will also have to make required payments and contributions on behalf of employees, including: The employer's share of the employee's Social Security and Medicare taxes, which totals 7.65% of the employee's compensation State unemployment compensation Workers' compensation insurance Depending upon the industry, the additional contributions could increase your payroll costs by 20% to 30% - or more. You can avoid these expenses by hiring an independent contractor to do the same work. The additional contributions could increase your payroll costs by 20% to 30% - or more. However, there are certain requirements that must be followed in order to avoid the headaches and penalties associated with 1099 reporting. WHAT AND WHEN DO I HAVE TO FILE? Businesses are required to report all income to the IRS for its employees and any independent contractors. For employees, a W-2 is required to be filed. Independent contractors on the other hand, get a little more complex. To make matters worse, congress recently passed the Path Act, and moved up the filing deadline for W-2's and certain 1099's. The required date to provide W-2's and 1099's to employees and independent contractors is January 31. The deadline for submitting these forms to the government is also January 31. THREE STRATEGIES TO AVOID 1099 HEADACHES The easiest way to avoid the penalties, and filing headaches caused by issuing 1099's to independent contractors is to structure your business activities to minimize the number you must issue, and prepare them in advance, if you do have to issue them. STRATEGY #1: Choose contractors that operate as corporations. Your business is not required to issue 1099's for payments made to corporations, S corporations, or LLC's that elect corporate status for tax purposes (unless the corporation collects attorney fees or payments for health and medical services). STRATEGY #2: Make payments to independent contractors with a credit card, or a third-party payment network like PayPal. Shift the burden of reporting this income to the credit card company or the third-party network. They are required to report the payments on Form 1099-K. STRATEGY #3: Require the independent contractor to provide you with a W-9 upfront before making any payments to them. Here are the benefits: You will know if a 1099 filing is required, because their business type is disclosed on the W-9. You will know whether an LLC is classified as a corporation for federal tax purposes, and excluded from 1099 reporting. By getting the W-9 upfront, it eliminates the need to chase the contractor down for the required information if you need to file a 1099. Once the contractor is paid, your leverage for getting the information is gone. If an independent contractor refuses to provide you with a taxpayer identification number (TIN), and you pay the contractor more than $600 during the calendar year, then you are required to withhold federal income tax on payments made to that contractor. If you do not withhold, your business owes the tax, and it is on you to prove the contractor paid the tax. Save as PDF