• Skip to primary navigation
  • Skip to main content
Earmark CPE

Earmark CPE

Earn CPE Anytime, Anywhere

  • Home
  • App
    • Web App
    • Download iOS
    • Download Android
  • Webinars
  • Podcast
  • Blog
  • FAQ
  • Authors
  • Sponsors
  • About
    • Press
  • Contact
  • Show Search
Hide Search

Uncategorized

How Trump’s Pick to Run Medicare Paid No Medicare Taxes in 2023

Earmark Team · April 10, 2025 ·

Dr. Mehmet Oz—President Trump’s nominee to lead the Centers for Medicare and Medicaid Services (CMS)—paid no Medicare taxes in 2023 and only negligible amounts in 2022, according to recent reports. 

This revelation from a recent episode of The Accounting Podcast spotlights tax strategies used by wealthy individuals and raises questions about who funds our social programs.

The Limited Partner Exemption: Dr. Oz’s Tax Strategy

At the center of this controversy is a tax strategy known as the “limited partner exemption” to self-employment taxes. Here’s how it works:

Self-employed individuals typically must pay 15.3% in self-employment taxes, which includes 12.4% for Social Security (applied only to the first $168,600 of income in 2024) and 2.9-3.8% for Medicare. Unlike Social Security taxes, Medicare taxes have no income cap, making them a significant consideration for high-income earners like Dr. Oz, whose net worth is estimated between $100 and 300 million.

The limited partner exemption, found in Internal Revenue Code section 1402(a)(13), allows certain individuals to avoid these taxes. As Blake explained, “The provision excludes the distributive share of any item of income or loss of a limited partner as such, other than guaranteed payments from net earnings from self-employment.”

Dr. Oz employed this strategy through his limited liability company, Oz Property Holdings LLC. By classifying himself as a limited partner, he reportedly avoided approximately $440,000 in Social Security and Medicare taxes over the examined period.

“What is a limited partner? It’s ambiguous because the IRS and the Treasury regulations do not provide a clear definition of what a limited partner is,” noted Oliver. This ambiguity creates a significant gray area that can be exploited, especially since these rules were created before LLCs became common in the 1990s.

Democratic staff on the Senate Finance Committee have questioned Dr. Oz’s classification, arguing he couldn’t truly be a limited partner because he was actively involved in his business operations. A recent Tax Court case (Soroban Capital Partners L.P. v. Commissioner, November 2023) rejected the argument that limited partners can never be subject to self-employment tax, instead calling for a “functional analysis” of involvement. However, the court didn’t establish specific criteria for making this determination.

“The court didn’t make this easy and they didn’t establish any test on what a limited partner is, whether you’re actively involved in the business,” Blake observed. “So there you have that gray area that you can exploit like Dr. Oz, to not pay Medicare taxes.”

IRS Enforcement Challenges Amid Workforce Reductions

The Dr. Oz tax strategy story emerges as the IRS faces significant challenges. The Department of Government Efficiency (DOGE), led by Elon Musk, has proposed cutting the IRS workforce by 20% by May 15th—a reduction from earlier rumors of 50% cuts among the agency’s 90,000 employees.

These cuts would eliminate nearly 6,800 additional employees, in addition to the 6,700 probationary employees already let go and 4,700 employees who took voluntary buyouts under the “fork in the road” program.

“We know from years of covering this that every dollar you put into the IRS gets you back $12 in taxes that are going uncollected right now,” explained Blake. “And the tax gap is in the hundreds of billions of dollars a year. So if we actually want to solve the budget crisis, if we want to solve the debt problem in this country, we need to collect revenue.”

Without sufficient revenue agents to pursue complex cases involving high-income taxpayers, questionable tax strategies may continue unchecked. The legal battle over these cuts has already begun, with a federal judge ordering six federal agencies, including the Treasury Department, to rehire probationary employees who were fired last month.

The IRS also faces significant technological challenges. Jeff Johnson, a former IRS employee interviewed by Blake, described an antiquated system in which employees must use green-screen interfaces to access tax information—a tedious process that limits efficiency.

“IRS systems are extremely antiquated,” Oliver explained. “Jeff described having to log into a green screen system where you pull tax information, and it’s extremely tedious. You can print to PDF. That’s about all you can do.”

Blake argued that the solution isn’t simply more personnel: “This is a problem that actually can’t be solved with more people. It can only be solved with modern technology.” More efficient technology could potentially allow fewer agents to conduct more audits effectively.

In another sign of internal conflict, William Paul, the IRS acting chief counsel, was demoted after reportedly clashing with DOGE over sharing tax information with multiple agencies.

Implications for Tax Professionals and Policy

Dr. Oz’s tax strategy raises important questions for accounting professionals and tax policy. The case illustrates how ambiguity in tax law creates opportunities for sophisticated planning that often benefits wealthy individuals.

“Just think about this,” Blake remarked. “How many people are doing this, classifying themselves as limited partners when they’re actually actively involved in the business? Probably lots, because it seems like it’s a fairly easy thing to do because of the gray area involved.”

This ambiguity persists despite the IRS proposing regulations in 1997 that would have formalized the definition of a “limited partner.” These rules were never finalized, leaving a persistent gray area.

The strategy bears similarities to S Corporation compensation planning, where owners must determine a “reasonable salary” to pay themselves, with the remainder potentially exempt from self-employment taxes. Both areas involve significant professional judgment.

Proper documentation is crucial for accounting professionals when employing such strategies. Blake recalled an interview with Jasmine DiLucci in which she pointed out that it doesn’t matter how clever your tax strategy is if you don’t execute it properly. This means having documentation to back up your tax position in case of an audit.

However, the likelihood of IRS challenges to such strategies is directly tied to enforcement capacity. “If you are helping really high net worth individuals avoid taxes, it’s actually great if you have all this ambiguity, and it’s great if you don’t have a lot of revenue agents going after you,” Blake noted.

Perhaps most significantly, Dr. Oz’s case only came to light because of his political nomination. As Blake observed, “I bet you this would never have come to light, and Dr. Oz would never have been audited and asked to pay this Medicare tax, Social Security tax, unless he had become political.”

Unfortunately, scrutiny of tax strategies often depends more on public visibility than systematic enforcement. For every high-profile case that receives attention, countless others likely remain unexposed.

The Tax Strategy Paradox

The irony is striking—someone who avoided Medicare taxes is now nominated to lead the Medicare system. While the strategy appears legal under current tax law, it raises questions about fairness in our tax system.

“I mean, we should be doing this, David. Nobody’s ever going to audit us,” Blake remarked half-jokingly—highlighting how enforcement gaps create opportunities for aggressive tax planning.

For accounting professionals, Dr. Oz’s case offers important lessons about documentation, enforcement realities, and ethical considerations when advising clients on tax strategies. As enforcement resources diminish, professional judgment and ethics become increasingly important safeguards for tax system integrity.

To hear the complete analysis of Dr. Oz’s tax strategy and its implications, listen to the full episode of The Accounting Podcast using the player above or listen here.

Peloton Co-Founder Sets Out to Create a Cost-Effective Alternative to ERP Systems for Startups

Blake Oliver · February 10, 2023 ·

Up until now, rapidly scaling mid- to large-size companies had no choice but to invest in enterprise resource planning (ERP) systems (think NetSuite, SAP, Oracle) in order to go public (IPO). But what if there was another option? One that doesn’t cost a fortune, doesn’t require a lengthy implementation process, doesn’t require time-consuming data migrations, and most of all has a simple, user-friendly interface.

That’s where Graham Stanton comes in. Graham is a co-founder of Peloton, a company that has become a household name for its technology-enabled fitness equipment and global subscription-based interactive fitness platform. He is also the co-founder and CEO of Avise, a software company that offers up a modern, cost-effective, and innovative alternative to ERPs.

You might be asking yourself, why would a Peloton co-founder with no formal accounting or finance background choose to create GL software? Let’s start from the beginning.

Peloton’s QuickBooks Journey

“It started with my co-founder, the CEO, sending me a spreadsheet of all the expenses the company incurred to date and saying we should probably do something with this,” said Graham on a recent episode of the Earmark Podcast. “It was pretty straightforward. There’s no revenue. There’s no accrual accounting. There’s minimal short-term liability. It really was just the cash we spent.”

But as time went on, Graham quickly realized that the company needed real accounting software. So they hired a CPA firm that set up Peloton on QuickBooks desktop. 

“I didn’t end up having a close relationship with this accounting firm to actually talk through how the business works and collaboratively figure out how to shape the accounting to represent the business as it was,” said Graham.

The accounting firm could file taxes, deliver GAAP compliance financials to investors and lenders, produce financial statements, and provide some degree of review, “but we couldn’t run the business off any of that,” remarked Graham. “And so that meant we ended up maintaining parallel systems; spreadsheets and databases that gave us more insight into the business but didn’t necessarily foot to the official financials.”

Graham and his team at Peloton were laser-focused on operational data, things like customer acquisition cost (CAC), monthly recurring revenue (MRR), and lifetime value (LTV), none of which could be tracked in Quickbooks. 

“We had a homegrown e-commerce system for better or for worse,” explained Graham. “And we had an AWS Redshift data warehouse that could ingest all the data and various other external systems that would be aggregated via spreadsheets, but it would always go in different directions. The data would be pulled together by different groups of analysts, maybe by an FP&A, maybe by business intelligence. And then it would go to the accountants who were sort of at the end of the queue. That meant no decisions were really made based on what the accountants did.”

Moving Off QuickBooks Was “A Painful Experience”

That’s when Graham had the idea to move off of QuickBooks to NetSuite. The hope was to be able to bring in all of this operational data from disparate systems as well as the historical accounting data from QuickBooks into one centralized system that also had all the necessary internal controls to be Sarbanes-Oxley (SOX) compliant to eventually take Peloton public.

“It was a lengthy process and the business was complicated,” said Graham. “And so the NetSuite team rightly told us that we’re going to need to work with some good implementation consultants. And then that got complicated, and we realized we now needed people to manage the implementation consultants. So we hired enterprise IT, and then enterprise IT said this was fairly complicated and we were going to need other consultants as well. And it very quickly turned into this big hairy operation just to get us onto NetSuite. Meanwhile, none of this really addressed the core underlying problems of clarity, of getting the books closed in a timely manner.”

Although he noted that many other companies have found success using NetSuite, Graham confessed that it was a mismatch for the complexity, newness, and exponential growth of the business. And ultimately, after a multi-year migration effort, the team at Peloton ended up scaling down the scope of the ERP to just the financial reporting side of the business.

Reflecting on what he calls a ‘painful experience with a less-than-ideal end result’, Graham started to ask the question: What if there was a better approach entirely?

Staying on QuickBooks Regardless of Future Business Growth 

“What if there was an easy system that could check the box for Sarbanes-Oxley requirements, that could help get the close process wrangled, that could be a grown-up real repository that has data, that could support better reporting to actually support the business coming out of the GL, but didn’t try to be the end all operational system?” thought Graham. “And ultimately, what if that software wouldn’t require a migration and could sort of handle that automatically?”

And that brings us to Avise. It’s common knowledge that QuickBooks or Xero (or whatever GL software you use) has its limitations and that once you get to a certain size your only real option is to switch to an ERP system. But Avise solves the issues that QuickBooks simply can’t. 

Avise plugs directly into QuickBooks via the API to consolidate data across multiple entities within the General Ledger. It allows companies to get OpEx reports and speed up month-end close with task management, collaboration, and the ability to automate accrual, deferred revenue and fixed asset schedules. It also does flux analysis to assist in forecasting, budgeting, and maintaining corporate integrity. 

This allows fast-growing companies to spend less time on accounting busy work and more time on meaningful business growth, stay SOX compliant, and go public without spending time and resources on a large and costly ERP migration.

To learn more about how Avise can help you extend the life of your GL software, head over to earmarkcpe.promo/avise.

You can check out more episodes of the Earmark Podcast here. And if you’d like to find out how you can earn free CPE credits for listening to this episode and others, visit earmarkcpe.com to download the app today.

Welcome ACPEN to Earmark CPE

Blake Oliver · February 3, 2023 ·

We’re pleased to partner with Accounting CPE Network (ACPEN) to bring select premium courses to the Earmark CPE app! ACPEN is the largest provider of streaming video webinars for continuing education for CPAs in the United States.

The first course is “Single Audit Nuts and Bolts,” by Frank Crawford and Drummond Kahn. You can earn 1 governmental auditing credit for this premium course (available for an additional fee) on Earmark CPE.

Register For The Course
GET THE APP

Earn CPE for The Capital Contribution Podcast

Blake Oliver · February 2, 2023 ·

There’s a new channel on Earmark CPE!

Don’t miss this episode of Yuri Kapilovich, CPA‘s podcast, “Capital Contribution,” which features an interview with accounting M&A and consulting expert Allan Koltin.

And you can earn free CPE for listening with the Earmark CPE app!

Register For The Course
GET THE APP

Copyright © 2025 Earmark Inc. ・Log in

  • Help Center
  • Get The App
  • Terms & Conditions
  • Privacy Policy
  • Press Room
  • Contact Us
  • Refund Policy
  • Complaint Resolution Policy
  • About Us