Top 10 Crypto Tax Strategies of 2026 | Main Street Business Podcast | Mark J Kohler & Mat Sorens

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In this episode of The MainStreet Business Podcast, Mark & Mat break down the top 10 crypto tax strategies to implement! Crypto taxes can get complicated fast, especially when you're dealing with large cryptocurrency gains. The right crypto tax strategy can help you legally reduce your tax liability, manage capital gains, and make smarter decisions before you sell or move your crypto.

We cover cryptocurrency investors, including crypto tax loss harvesting, tax gain harvesting, long-term capital gains, Crypto Roth IRAs, crypto-backed loans, charitable remainder trusts, Opportunity Zones, S Corporations, bonus depreciation, and capital gains tax brackets.

If you're looking for ways to reduce crypto taxes, minimize cryptocurrency capital gains taxes, or build a more tax-efficient crypto investment strategy, these are important strategies to understand.

Whether you invest in Bitcoin, XRP, Solana, Ethereum, NFTs, Doge, or other cryptocurrencies, understanding cryptocurrency tax planning can help you keep more of your investment gains and avoid costly tax mistakes.

Learn how crypto tax strategies, cryptocurrency tax planning, crypto tax loss harvesting, Roth IRAs, and capital gains planning can fit into your overall tax strategy.

0:00 Crypto Tax Strategies Preview
0:29 Top Crypto Tax Strategies for 2026
1:52 How Cryptocurrency Is Taxed
2:11 Tax Gain Harvesting
3:40 Crypto and the Wash Sale Rule
4:14 Short-Term vs. Long-Term Crypto Gains
7:07 Crypto Tax-Loss Harvesting
9:51 Why Crypto Trading Is Not a Business
11:24 Crypto Roth IRA and Roth 401(k)
16:18 Why Holding Crypto for 12 Months Matters
17:41 The NFT Tax Trap
18:29 Charitable Remainder Trusts for Crypto
20:57 Borrowing Against Your Crypto Portfolio
22:21 Opportunity Zones and Crypto Gains
25:15 S Corporations for Crypto Income
26:34 The “Lazy 1031” and Bonus Depreciation
28:11 Using Capital Gains Tax Brackets
29:26 The Top 10 Crypto Tax Strategies Recap

Resources:
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Meet with a Real Lawyer on Zoom: https://kkoslawyers.com/contact-us/
Self Direct Your IRA or 401k- Buy a Business or Real Estate with Your Retirement Account (Directed IRA): https://directedira.com/appointment/
Keep Your LLC or Corp in good standing and Hide Your Address (Main Street Business Services): https://mainstreetbusiness.com/
Become a Certified Tax Advisor in Mark’s Program: https://mainstreetpros.com/

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