Two Accountants Talking Sh*t

About Two Accountants Talking Sh*t

Two Accountants Talking Sh*t is what happens when two seasoned accountants—Gary Milkwick and Mike Savage—finally say the quiet part out loud. After decades in the trenches helping entrepreneurs, cleaning up expensive mistakes, and hearing the same bad tax advice repeated year after year, Gary and Mike started this podcast for one simple reason: business owners deserve straight answers without the confusion, scare tactics, or accountant-speak. Each episode cuts through the noise and breaks down the real money conversations most professionals either overcomplicate… or completely avoid. From tax strategy and compliance to cash flow, deductions, audits, and scaling smart, Gary and Mike share the stories, lessons, and behind-the-scenes truths they’ve seen play out across thousands of businesses. Expect unfiltered conversations, real-world scenarios from real business owners, and practical insights you can actually use—because they’ve seen what works, what fails, and what costs business owners the most money when they get it wrong. Whether you’re starting your first business, growing your team, or trying to keep more of what you earn, this show helps you make smarter financial decisions, avoid costly surprises, and run your business with confidence… without needing a finance degree to understand it. If you’ve ever wished you could sit in on the conversations accountants have after clients leave the room—this is that conversation. Follow and listen to Two Accountants Talking Sh*t on Apple Podcasts, Spotify, or wherever you get your podcasts and leave a rating to support the show. Subscribe on YouTube to watch the full video podcast and join the conversation that helps business owners stop guessing and start growing smarter.

Publisher

Gary Milkwick, Michael Savage

Category

business

Language

en

Explicit

Yes

First episode

19 May 2026

Latest episode

16 Oct 2026

Latest episodes

6 episodes in the feed.

1. 

   16 Oct 2026

   Creators - Plan for Taxes or Go To Jail (only somewhat kidding)

   Making six figures as a creator doesn’t mean shit if you spend the IRS’s cut. Hosts Mike Savage and Gary Milkwick sit down with Andrew Bachman, founder and CEO of Creators Inc., to talk about what happens when internet money meets zero financial planning, from frozen payouts to tax bills nobody saved for. They unpack why your 1099 income isn’t all spending money, how estimated taxes and proactive planning can help keep you out of trouble, and why treating your content like a business matters long before the notices start showing up.

2. 

   24 Jul 2026

   Starting a Business Without Losing Your Sh*t feat. Entrepreneur Ona Verdine

   Thinking about starting a business but overwhelmed by LLCs, taxes, bookkeeping, and everything else? In this episode of Two Accountants Talking Sh*t, Gary and Mike sit down with Brooklyn salon owner Ona Verdine (@verdine.nyc) to discuss what it really takes to launch a successful business. From testing your idea before spending money to choosing the right business structure, hiring employees versus independent contractors, tax planning, recordkeeping, and avoiding common startup mistakes, this episode blends practical advice with plenty of laughs. Whether you're launching your first side hustle or growing an established business, you'll walk away with practical insights to help you build smarter—not just bigger. In This Episode Why your first question shouldn't be "Do I need an LLC?" The one question every entrepreneur should ask first: Can you sell it? How to validate a business idea before spending thousands of dollars. When you should form an LLC—and when you shouldn't overthink it. Why separating personal and business finances makes tax time easier. Simple bookkeeping systems that work for new businesses. Employee (W-2) vs. Independent Contractor (1099): what's best for your business? How salon owner Ona Verdine built a thriving business in less than a year. Why transparency with employees builds stronger teams. Understanding sales tax, payroll taxes, and business expenses. Why year-end tax planning can save business owners thousands. Can AI replace your accountant? Gary and Mike weigh in. Why having the right accountant reduces stress and helps you focus on growing your business. Key Takeaways Test your idea before investing heavily. Don't let perfection delay getting started. Good bookkeeping is about organization—not expensive software. The right business structure can save significant money in taxes. W-2 employees and 1099 contractors have very different legal and tax implications. Tax planning is a year-round strategy, not a last-minute task. AI is a great research tool—but it doesn't know your unique tax situation. The best investment a business owner can make is finding an accountant they trust. FREE Download How To Start A Business 90 day Checklist Download the FREE companion guide mentioned during this episode. Inside you'll learn: How to properly start your business LLC & EIN setup Business banking essentials Bookkeeping checklist Tax planning reminders Payroll basics Questions to ask your accountant Important deadlines every new business owner should know ⚠️ Legal Disclaimer The information discussed in this podcast is intended for general educational and informational purposes only and should not be considered tax, accounting, legal, or financial advice. Every individual's and business's circumstances are unique. Before making financial, tax, legal, or business decisions, consult with a qualified CPA, tax professional, attorney, or financial advisor who can evaluate your specific situation. Listening to this podcast does not establish a client relationship with the hosts or any companies with which they are affiliated. Subscribe & Never Miss an Episode New episodes of Two Accountants Talking Sh*t are released every two weeks. If you enjoyed today's conversation: ⭐ Follow the podcast on your favorite platform. ⭐ Leave a 5-star review. ⭐ Share this episode with another entrepreneur, freelancer, or small business owner. ⭐ Follow us on social media for practical tax tips, business insights, and behind-the-scenes content.

3. 

   26 Jun 2026

   NIL Money & Taxes: What Every Student Athlete Needs to Know

   What happens when college athletes suddenly start earning six- and seven-figure NIL deals? In this episode of Two Accountants Talking Sh*t, Mike and Gary break down the rapidly evolving world of Name, Image, and Likeness (NIL) agreements and the tax implications many student-athletes never see coming. The conversation explores how NIL income can effectively turn college athletes into business owners overnight, often without proper tax planning, withholding, or financial education. Mike and Gary explain why NIL earnings are often subject to self-employment tax, how athletes may be able to deduct legitimate business expenses such as training, coaching, travel, and marketing, and why forming an LLC or other business entity may help support long-term financial goals. They also discuss the growing complexity of multi-state taxation as athletes travel for appearances, endorsements, camps, and promotional events. Many athletes may owe taxes in multiple states, creating additional filing requirements and potential surprises at tax time. Beyond taxes, the hosts examine the broader economics of college sports, including whether state income tax rates could influence recruiting decisions and how schools in no-income-tax states may gain a competitive advantage in the NIL era. Topics covered include: • NIL tax basics for college athletes • Self-employment tax explained • LLCs and business entities for athletes • Tax deductions for NIL income • Multi-state tax filing issues • Royalty income vs. earned income • NCAA and NIL financial planning • How taxes could impact recruiting • The future of NIL legislation and tax law This episode is essential listening for student-athletes, parents, sports agents, college recruiters, coaches, and anyone trying to understand the business side of modern college athletics. Whether you're a college athlete, parent, coach, creator, or entrepreneur, this episode explains the business side of NIL in plain English. Because that NIL check might feel exciting... until tax season shows up.

4. 

   12 Jun 2026

   Contractor Confessions, Tax Nightmares & Real Talk with Grant Lang

   In this episode of Two Accountants Talking Sh*t, Gary and Mike sit down with Grant Lang, a seasoned contractor and lifelong entrepreneur with more than 40 years of business experience. From roofing and dumpster companies to restaurants and poker tournaments, Grant shares unfiltered stories about building businesses, learning hard lessons, and navigating costly tax mistakes along the way. Together, they discuss what happens when business owners don't understand their tax obligations, why so many contractors get blindsided by the IRS, and how a little planning can save thousands of dollars. WHAT YOU'LL LEARN • Why many new business owners are shocked by their first tax bill • The importance of setting aside money for taxes throughout the year • Why quarterly estimated tax payments matter • How poor tax planning turns into expensive tax problems • Common tax mistakes contractors and self-employed professionals make • When an LLC or S-Corp may help reduce taxes and protect assets • Frequently missed business deductions and write-offs • Common IRS audit red flags every entrepreneur should know KEY MOMENTS • Grant's surprise tax bill after a successful business year • The $22,000 IRS bill caused by an unreported gambling win • Building and franchising a valet business as a teenager • Navigating the challenges of the dumpster industry • Creating multiple successful businesses without ever having a traditional W-2 job GUEST SPOTLIGHT: GRANT LANG Grant Lang is a lifelong entrepreneur with more than four decades of experience in construction, roofing, waste management, hospitality, and business ownership. His journey highlights the reality many entrepreneurs face: learning through experience, making mistakes, adapting quickly, and continuing to grow. If you're a contractor, freelancer, or business owner: • Treat yourself like a business • Work with a proactive tax professional, not just a tax preparer • Plan ahead instead of reacting at tax time • Remember: the IRS always gets paid—make sure you're prepared CONNECT & FOLLOW Instagram: https://www.instagram.com/twoaccountantspodcast TikTok: https://www.tiktok.com/@twoaccountantspodcast YouTube: https://www.youtube.com/@TwoAccountantsPodcast Listen on Apple Podcasts, Spotify, Amazon Music, iHeartRadio, or wherever you get your podcasts. DISCLAIMER The information discussed in this podcast is provided for educational, informational, and entertainment purposes only and should not be considered tax, legal, accounting, or financial advice. Every tax situation is unique. Before making any financial, tax, or business decisions, consult with a qualified tax professional, CPA, attorney, or financial advisor regarding your specific circumstances. Views and opinions expressed by guests are their own and do not necessarily reflect those of the hosts, producers, or affiliated organizations. For personalized tax guidance, contact 1-800Accountant or another qualified tax professional.

5. 

   30 May 2026

   Coachella Money Explained: Taxes for Influencers, Artists & High Earners

   In this episode of Two Accountants Talking Sht*, Gary and Mike break down complex tax topics in a way that’s clear, practical, and entertaining. From Coachella’s billion-dollar economic impact to hidden tax risks for influencers, athletes, entrepreneurs, and high earners, this conversation changes the way business owners and creators should think about money and taxes. The biggest takeaway? If you’re making money outside of a traditional paycheck — whether as a freelancer, creator, contractor, side hustler, or entrepreneur — the IRS considers you a business, and you need to operate like one. What You’ll Learn Why “Everyone Is a Business” If you earn income outside of a W-2 job, the IRS treats that income like business income — and your tax strategy should reflect it. The Real Economics of Coachella Coachella generates an estimated $200M in revenue, with media exposure valued at more than $1B, creating huge financial opportunities — and major tax implications. How Taxes Impact High Earners A massive payday can shrink quickly once federal and state taxes are applied, especially in high-tax states like California. What Is the “Jock Tax”? Athletes, entertainers, and performers can owe taxes in every state where they work — not just where they live. Influencer Tax Risks Many creators don’t realize they may need to file taxes in multiple states depending on where income is earned. Maximizing Deductions Tracking legitimate business expenses is one of the most important ways to reduce taxable income. SALT Deduction Changes The State and Local Tax (SALT) deduction cap increased from $10K to $40K, potentially changing tax planning strategies for many earners. Why Estimated Taxes Matter Quarterly tax payments are required for many self-employed earners, and missing them can trigger penalties and interest. Extensions Don’t Delay Payment Filing an extension gives you more time to file your return — not more time to pay taxes owed. Key Takeaway Whether you’re an artist, entrepreneur, influencer, freelancer, contractor, or side hustler, understanding how taxes work — and treating your income like a real business — can help you avoid expensive mistakes. Who This Episode Is For Small business owners Entrepreneurs Freelancers Influencers and creators Gig workers Side hustlers Independent contractors Anyone earning income outside a traditional 9-to-5 job About the Hosts Gary Milkwick Gary Milkwick is the Chief Financial Officer at 1-800Accountant and a CPA specializing in tax strategy and small business operations. He previously worked at PwC and holds an MBA from UCLA Anderson School of Management and a Master of Accountancy from Brigham Young University. Mike Savage Mike Savage is the Founder and CEO of 1-800Accountant, a tech-enabled accounting firm helping small businesses simplify bookkeeping, taxes, and financial management through virtual services and flat-rate pricing. He began his career at PwC and was recognized as a Glassdoor Top CEO in 2018. Disclaimer This podcast is for informational and entertainment purposes only and does not constitute tax, legal, or financial advice. For advice specific to your situation, consult a qualified tax professional or contact 1-800Accountant. Like the podcast? Share it with a friend and leave a positive review.

6. 

   19 May 2026

   Two Accountants Talking Sh*t Trailer

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

10 ratings

Spotify

5.0 / 5

3 ratings

Contact Two Accountants Talking Sh*t

Guest appearances

Books guests

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