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Cash flow and retirement strategies for high-earning clients with variable incomes

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From doctors, lawyers and business owners to real estate professionals, consultants and entrepreneurs, retirement planning can be more complex for your high-earning clients who have large, but inconsistent incomes. Fortunately, I have some simple strategies to share that may help you maximize savings and prepare for a comfortable retirement.

Three-bucket strategy

I like to think in terms of three distinct “buckets” or asset pools. Each bucket serves a different purpose (e.g., short-term cash needs, intermediate-term growth needs and long-term growth).

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Bucket 1: Shorter-term for your immediate needs: Here your client should hold enough cash to fund up to two years’ worth of living expenses (i.e., their emergency cash or “rainy day fund”). It’s also where they want to have enough cash for pending purchases, low-risk investments and other short-term cash needs. This short-term bucket can typically contain short-term fixed income, money market funds, short-duration CDs and immediate annuities. Each client’s risk tolerance and cash flow situation will vary. There’s no one-size-fits-all formula for determining how much in liquid assets to keep in Bucket 1. Clients who work in real estate and business brokering, for instance, may earn just a few very large payouts a year after closing their deals. They might need a bigger cash reserve than an entrepreneur who has monthly fluctuations in their income, but not the same variability as the high-end real estate or business broker. Meanwhile, there are other high earners with inconsistent incomes who don’t want to fund large reserves. With their higher risk tolerance, they’re comfortable selling stocks or bonds from time to time when they need to raise cash for large expenditures. With this strategy, they know they’ll occasionally have to sell assets during market downturns to meet their needs.

Note: Whatever your risk tolerance and cash needs, make sure Bucket 1 is filled up first, before you move on to Bucket 2 and Bucket 3 (see below):

Bucket 2: Intermediate-term for future lifestyle needs: Here you want to continue to grow your client’s wealth to keep pace with inflation and to fund their future lifestyle needs five to 10 years out. This is also where we want short-term liquidity. We want to avoid investing in high-risk assets in Bucket 2 because they don’t want to get caught underfunded if a market downturn occurs right before they need the money. This mid-term bucket is where we typically include a balanced mix of traditional stocks and bonds, and opportunistic fixed-income strategies using CDs, preferred stocks and  convertible bonds.

Bucket 3: Longer-term for your dreams and legacy: This long-term bucket is where clients want to achieve long-term growth to fund their long-term cash flow needs (10 or more years into the future). Here’s where we’ll utilize a mix of annuities and stocks with higher potential return, which means they tend to be more volatile and less liquid. These assets can help you outpace inflation while also allowing your client to refill their immediate and intermediate buckets (i.e., Buckets 1 and 2 above). Bucket 3 is also where you may want to consider including assets that are not correlated to stocks and bonds, such as alternative investments (i.e., private equity, private debt, hedge funds, real estate), plus other deferred compensation strategies. 

Aim for consistency

Even during your client’s lower-income years, it’s very important that they keep contributing to their retirement account(s) to maintain consistent saving habits and to benefit from dollar-cost averaging.

That’s why we encourage many higher earners with inconsistent incomes essentially to create their own pensions. Doing so provides consistent, predictable cash flow throughout their lifetime — and their spouse’s. This is where annuities can come into play. 

Maxing out tax-advantaged accounts 

I always want my high-earning clients to contribute as much as possible to their retirement accounts, especially during their high-income years. That way, their money can grow tax-free for decades until it’s time to withdraw it in retirement. 

Other tax deferred compensation strategies

I’ve found that many entrepreneurs and other high earners with inconsistent incomes, either do not have traditional IRAs or 401(k)s — or they’ve maxed out their IRA, SEP or 401(k) and need a tax-advantaged way to sock away much more for retirement than the annual limit for 401(k)s and IRAs (age 50+). 

The key for high earners with inconsistent incomes is to take advantage of high-income periods to save and invest aggressively while maintaining discipline during leaner times. Teaming up with a qualified financial advisor can help create a personalized retirement plan and cash flow plan for your clients to help them navigate the complexities of irregular income.

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Accounting

Tax Fraud Blotter: Prep perps

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Bank job; the magic is gone; not a beautiful day in the Neighborhood; and other highlights of recent tax cases.

Washington, D.C.: CPA Timothy Trifilo has been sentenced to 20 months in prison for making a false statement on a mortgage loan application and for not filing an income tax return.

Trifilo worked in compliance for several large accounting and finance firms and recently was managing director at a tax firm where he specialized in transaction structuring and advisory service, tax compliance and tax due diligence.

For a decade, he did not file federal income tax returns nor pay taxes owed despite earning more than $7.7 million during that time. He caused a tax loss to the IRS of more than $2 million.

In February 2023, Trifilo sought to obtain a $1.36 million bank-financed loan to purchase a home in D.C. and was working with a mortgage company. After the company told him that the bank would not approve the loan without copies of his filed returns, Trifilo provided fabricated documents to make it appear as if he had filed federal returns for 2020 and 2021. On these returns and other documents, Trifilo listed a former colleague as the individual who prepared the returns and uploaded them for filing with the IRS. This individual did not prepare the returns, has never prepared returns for Trifilo and did not authorize Trifilo to use his name on the returns and other documents.

The bank approved the loan and Trifilo purchased the home.

Trifilo, who previously pleaded guilty, was also ordered to serve two years of supervised release and pay $2,057,256.40 in restitution to the IRS.

New York: Tax preparer Rafael Alvarez, 61, of Cortland Manor, New York, has been sentenced to four years in prison in connection with a decade-long, $145-million tax fraud.

Alvarez, a.k.a. “the Magician,” who previously pleaded guilty, oversaw the filing of tens of thousands of federal individual income tax returns that included false information designed to fraudulently reduce clients’ taxes. From around 2010 to 2020, Alvarez was the CEO, owner and manager of ATAX New York, also d.b.a. ATAX New York-Marble Hill, ATAX Marble Hill, ATAX Marble Hill NY and ATAX Corporation. This high-volume prep company in the Bronx, New York, prepared some 90,000 federal income tax returns for clients during this period.

Alvarez both prepared returns for clients and recruited, supervised and directed other personnel who in turn prepared returns. He oversaw what authorities called “a sweeping fraudulent scheme” where he and his employees submitted false information on clients’ returns. This information included, among other things, bogus itemized tax deductions, made-up capital losses, phony business expenses and fraudulent tax credits.

Alvarez recruited to ATAX and personally trained “impressionable, easily intimidated” workers. When some employees questioned Alvarez about his fraudulent tax prep, he threatened these employees about reporting his scheme.

He deprived the IRS of $145 million in tax revenue. 

He was also sentenced to three years of supervised release and ordered to pay the IRS $145 million in restitution and forfeit more than $11.84 million.

Philadelphia: Tax preparer James J. Sirleaf, 65, of Darby, Pennsylvania, has pleaded guilty to a multiyear scheme to help clients file false income tax returns to fraudulently increase their refunds, as well as to filing false personal income tax returns for himself.

Sirleaf, who previously pleaded guilty, was the sole owner and operator of Metro Financial Services; he prepared false and fraudulent 1040s for clients for at least tax years 2016 through 2019. On the returns he included false deductions, business expenses and dependent information.

He also filed false returns for himself for tax years 2017 through 2019, failing to fully report his income.

Sirleaf caused a tax loss to the IRS of $219,622.

Sentencing is Sept. 3.

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Summerfield, North Carolina: William Lamar Rhew III has pleaded guilty to wire fraud, money laundering, securities fraud, tax evasion and failure to file returns in connection with a $20 million Ponzi scheme.

From November 2017 to December 2023, Rhew defrauded at least 117 investors of at least $24 million. He induced victims to invest with his company, Chadley Capital, which would allegedly buy accounts receivable at a discount, sell them for a profit and provide consistently high rates of return. Rhew touted the company’s increasing deal flow and underwriting standards and claimed $300 million in transactions in 2023, consistent returns exceeding 20% per year and nearly 74% total growth over 24 months.

All Rhew’s representations were false. Instead of investing victims’ funds, Rhew used the money on personal expenses, including the purchases of a boat, a beach house and luxury cars, and to make “interest” and “withdrawal” payments to other victim-investors.

For 2018 through 2022, Rhew willfully failed to report nearly $9 million in income to the IRS.

He has agreed to pay almost $14.9 in restitution to the victims and $3,056,936 to the IRS.

Sentencing is Aug. 22. Rhew faces up to 20 years in prison, supervised release of up to three years and monetary penalties.

Miami: In related cases, three tax preparers have pleaded guilty to tax crimes connected to a scheme to prepare false returns.

Franklin Carter Jr., of Sanford, Florida, pleaded guilty to conspiring to defraud the U.S. and to not filing returns. Jonathan Carrillo, of St. Cloud, Florida, pleaded guilty to conspiring to defraud the U.S. and assisting in the preparation of false returns.

Diandre Mentor has pleaded guilty to conspiring to defraud the United States by filing false returns for clients.

From 2016 to 2020, Carter and Carrillo owned and operated Neighborhood Advance Tax, a tax prep business with a dozen offices throughout Florida. Mentor worked there between January 2017 and 2019. The conspirators inflated client refunds by fabricated deductions and held periodic training to teach Neighborhood employees how to prepare fraudulent returns.

In 2020, Mentor and his co-conspirators also started Smart Tax & Finance, which  expanded to 12 franchise locations throughout South and Central Florida. The next year, Carter, Carrillo and the co-conspirators started Taxmates, which operated out of the same offices that Neighborhood had used. Both firms prepared false returns for clients; many of those returns included false deductions.

The three also continued to teach franchise owners and employees how to prepare false returns for clients. In addition, Carter did not file personal tax returns for 2019 through 2021.

Carter and Carrillo caused a tax loss to the IRS exceeding $12 million. Mentor caused a tax loss to the IRS totaling $3,090,077.

Several co-conspirators have also pleaded guilty, including Abryle de la Cruz, Emmanuel Almonor, Adon Hemley and Isaiah Hayes.

Carter and Carrillo each face up to five years in prison for the conspiracy charge. Carter faces up to a year for each failure to file a return charge; Carillo faces a maximum of three years for each charge of assisting in the preparation of a false return; Mentor faces up to five years in prison. All three also face a period of supervised release, restitution and monetary penalties.

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Accounting

Small business wage growth slowed in May

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Hourly earnings growth for small business employees dropped to a four-year low at 2.77% in May, while job growth was flat, according to payroll company Paychex.

The Paychex Small Business Employment Watch, which tracks U.S. business with fewer than 50 employees, found that three-month annualized hourly earnings growth fell to its lowest level in May (2.45%) since December 2020, when it was 1.66%.

“There seems to be a very limited amount of dynamism in small businesses right now,” said Frank Fiorille, vice president of risk management, compliance and data analytics at Paychex. “We’re not seeing blockbuster or torrid hiring, but we’re also not seeing major layoffs either. They’re in a frozen state. They don’t want to take any risks.”

The Midwest has represented the strongest region for small business employment growth for the past year, while the West continues to lag all regions and reported an index level below 100 on Paychex’s Small Business Jobs Index for the 14th consecutive month in May. 

“The Midwest is doing well, and the coasts are lagging a little bit,” said Fiorille. 

Construction dropped 0.68 percentage points to a jobs index of 99.69 in May, marking its lowest level since March 2021. Job growth in the leisure and hospitality industry remained in last place among sectors for the fourth month in a row at 98.18 in May.

Uncertainty over tariffs and the massive tax bill in Congress seem to be holding back small businesses, and accountants should keep a close eye on developments to advise their small business clients. “That’s the ballgame right now for everybody to watch,” said Fiorille.

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Tesla has $1.2B at risk from EV credits cut in Trump tax bill

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Tesla Inc.’s shares sank as Elon Musk and President Donald Trump’s simmering feud devolved into a public war of words between two of the world’s most powerful people.

Trump on Thursday said he was “very disappointed” by the Tesla chief executive officer’s criticism of the president’s signature tax policy bill. Musk fired back in several social media posts, saying in one that “without me, Trump would have lost the election.”  

The president later floated terminating federal contracts and subsidies extended to Musk’s companies and said that he had asked the Tesla and SpaceX leader to leave his administration, which Musk said was a “lie.” 

Tesla’s shares dropped 14% on Thursday in New York, the stock’s biggest decline since March 10. The rout erased about $150 billion from the electric-vehicle maker’s market value. 

The spectacle of the world’s richest person and the leader of the free world lobbing insults toward one another on social media marks a stunning breakup of a once formidable political alliance. 

Musk spent more than $250 million to help secure Trump’s return to the White House. Trump in turn deputized Musk to lead a sweeping effort to slash government spending and reshape the federal bureaucracy before the mercurial billionaire stepped back from that role last week.

At the same time, policies advanced by Trump and Republican lawmakers put billions of dollars at risk for Tesla, by far Musk’s largest business.

Trump’s massive tax bill would largely eliminate a credit worth as much as $7,500 for buyers of some Tesla models and other electric vehicles by the end of this year, seven years ahead of schedule. That would translate to a roughly $1.2 billion hit to Tesla’s full-year profit, according to JPMorgan analysts.

After leaving his formal advisory role in the White House last week, Musk has been on a mission to block the president’s signature tax bill that he described as a “disgusting abomination.” The world’s richest person has been lobbying Republican lawmakers — including making a direct appeal to House Speaker Mike Johnson — to preserve the valuable EV tax credits in the legislation.

Separate legislation passed by the Senate attacking California’s EV sales mandates poses another $2 billion headwind for Tesla’s sales of regulatory credits, according to JPMorgan. 

Taken together, those measures threaten roughly half of the more than $6 billion in earnings before interest and taxes that Wall Street expects Tesla to post this year, analysts led by Ryan Brinkman said in a May 30 report.

Tesla didn’t immediately respond to a request for comment.

The House-passed tax bill would aggressively phase-out tax credits for the production of clean electricity, and other sources years earlier than scheduled. It also includes stringent restrictions on the use of Chinese components and materials that analysts said would render the credits useless and limits the ability of companies to sell the tax credits to third parties.

Tesla’s division focused on solar systems and batteries separately criticized the Republican bill for gutting clean energy tax credits, saying that “abruptly ending” the incentives would threaten U.S. energy independence and the reliability of the power grid.

The clean energy and EV policies under threat were largely enacted as part of former President Joe Biden’s Inflation Reduction Act. The law was designed to encourage companies to build a domestic supply chain for clean energy and electric vehicles, giving companies more money if they produce more batteries and EVs in the U.S. Tesla has a broad domestic footprint, including car factories in Texas and California, a lithium refinery and battery plants.

With those Biden-era policies in place, U.S. EV sales rose 7.3% to a record 1.3 million vehicles last year, according to Cox Automotive data.

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