Attorney Adam Williams co-founded Pennywise Tax Strategies with his CPA wife, Jackie—helping entrepreneurs save money on their taxes, avoid IRS headaches, and get a better grasp of their numbers.
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Guest Resources
Pennywise Tax Strategies – Go to Adam’s website and grab the free Seven Commonly Missed Tax Strategies free guide.
Tax Strategies Podcast – Tune into Adam’s podcast with CPA wife Jackie for ongoing tax-saving strategies.
3 Value Bombs
1. Your tax return holds secrets—line 24 of your 1040 shows your true bill. Don’t ignore it.
2. Tax strategy is not about evasion, it’s about year-round optimization and legal incentives.
3. Foundational steps like proper entity setup or leveraging your home can yield huge savings without changing your lifestyle.
Sponsors
HighLevel: The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies! Learn more at HighLevelFire.com!
Thrivetime Show: Attend the world’s highest rated business growth workshop taught personally by Clay Clark and featuring Football Star & Entrepreneur, Tim Tebow & President Trump’s Son Eric Trump at ThrivetimeShow.com/eofire!
Show Notes
**Click the time stamp to jump directly to that point in the episode.
Today’s Audio MASTERCLASS: Why Smart Entrepreneurs Never Pay Full Price on Taxes
[1:24] – Adam shares what he believes about success that most people disagree with.
- Not all success requires hustle all the time. Business success comes in seasons—sometimes it runs itself.
[2:18] – Adam talks about the 5 most commonly missed tax strategies.
- Choosing the right business entity (especially switching to an S Corp).
- Using the Augusta Rule to rent your home to your business.
- Reimbursing home office expenses with an accountable plan.
- Cost segregation studies for property owners.
- Leveraging retirement accounts and taking advantage of setup credits.
[10:11] – Adam tells how young you can put your kids on payroll.
- It depends on the child and business. Kids as young as 10–12 can often provide value, especially in marketing or modeling roles.
[11:24] – A timeout to thank our sponsors!
- Thrivetime Show: Attend the world’s highest rated business growth workshop taught personally by Clay Clark and featuring Football Star & Entrepreneur, Tim Tebow & President Trump’s Son Eric Trump at ThrivetimeShow.com/eofire!
- HighLevel: The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies! Learn more at HighLevelFire.com!
[14:04] – Adam talks about the #1 mindset shift about taxes.
- Tax strategy is legal and expected. The code incentivizes smart business behavior—especially for entrepreneurs. Stop thinking like an employee.
[16:03] – Shares talks about the difference between write-offs and credits.
- Write-offs reduce taxable income, saving only a percentage (your tax rate).
- Credits are dollar-for-dollar reductions of taxes owed, often more powerful.
[18:41] – Adam talks about the Entity selection breakdown and what difference does it make.
- Example: a $250K income as a sole prop might mean a $45K tax bill. Structuring as an S Corp could drop that to $33K—a $12K/year savings, forever.
[21:28] – Adam gives his final key takeaway.
- Look at your tax return (1040, line 24). Know what you’re actually paying.
[22:12] – Call to action.
- Pennywise Tax Strategies – Go to Adam’s website and grab the free Seven Commonly Missed Tax Strategies free guide.
- Tax Strategies Podcast – Tune into Adam’s podcast with CPA wife Jackie for ongoing tax-saving strategies.
[23:34] – Thank you to our Sponsors!
- Thrivetime Show: Attend the world’s highest rated business growth workshop taught personally by Clay Clark and featuring Football Star & Entrepreneur, Tim Tebow & President Trump’s Son Eric Trump at ThrivetimeShow.com/eofire!
- HighLevel: The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies! Learn more at HighLevelFire.com!
Killer Resources!
1) The Common Path to Uncommon Success: JLD’s 1st traditionally published book! Over 3000 interviews with the world’s most successful Entrepreneurs compiled into a 17-step roadmap to financial freedom and fulfillment!
2) Free Podcast Course: Learn from JLD how to create and launch your podcast!
3) Podcasters’ Paradise: The #1 podcasting community in the world!

