I had an idea yesterday to timestamp summit strategy sessions with text messages. In the classroom there is an education module on summit strategy sessions but no implementation module yet. That’s because I’ve been thinking about the best way to implement. And the best answer I’ve come up with is a text based system. This does a few things simultaneously: 1, starts automatically (no willpower or remembering required) 2, creates a verifiable, contemporaneous log through third party time stamps 3, guides the discussion with the framework. 4, makes sure you hit the actionable decision thresholds I think this could be a huge unlock for people

A new tax court decision came down the other day throwing out a conservation easement on the grounds that their highest and best use valuation was unrealistic. There are multiple failure points for conservation easements. - Does the property actually exist? - Does the person who is claiming the easement actually own it? - Is the market value impact realistic? This particular case was on that last one. Like everything on the so-called Dirty Dozen list it is generally not that these strategies don't exist or aren't valid. It's usually more a case of bad actors ruining the neighborhood for everyone else.

SpaceX Filed Their S-1 — Here Are 4 Tax Moves to Make Before Your Liquidity Event SpaceX just filed their S-1. The IPO roadshow starts in June. If you or anyone you know has equity in a company that's going public — or if you're sitting on any large capital gain — the planning window is right now. I jumped on a quick live stream to break down four strategies the financial media isn't covering. Watch it here in the attachment The 4 Moves #1 — ISO vs. NQSO: Know What You Have Before You Exercise Most people don't know which type of option they hold — and the difference is massive. - NQSOs (Non-Qualified Stock Options): Taxed at exercise as ordinary income. A $999K gain on 10,000 options can land you in the 37% bracket before you've sold a single share. The planning window is before you exercise. - ISOs (Incentive Stock Options): Taxed at sale, not exercise. Long-term capital gains treatment, but watch for AMT. Planning window is also before exercise. - RSUs: Included in your W-2 at vesting. Your employer withholds at 22% — but if your total comp puts you in a 35% bracket, you're already 13% short before April. The move: Figure out what you have and when your taxable event hits. Then plan around that date. #2 — QSBS: The 100% Federal Exclusion Most People Miss If you were an early employee or original investor in a C corp with less than $50M in assets at the time you got your shares, and you've held for at least 5 years — you may qualify for Section 1202 exclusion. - Excludes up to $10M in federal gains for shares acquired before 2025 - Increased to $15M for shares acquired after 2025 (One Big Beautiful Bill Act) - Applies only to C corps, not S corps or LLCs - Only works on stock sales — asset sales don't qualify This is the holy grail of small business tax planning. I've only seen it actually work twice in my career — but when it applies, it's extraordinary. #3 — CRT & DAF: Move the Asset Before the Sale Instead of selling appreciated stock and paying tax on the gain, you can contribute it to a trust or fund before the sale.

If you're a business owner with kids ages 13–17, this week's Coffee Break covers one of my favorite strategies — and a new 2026 twist that makes it more powerful than ever. The highlights: - Your operating company pays a management fee to a family partnership (1065), which employs your teen as a digital content specialist — real work at real market rates (~$40/hr) - Minor children employed by a parent partnership are exempt from Social Security, Medicare, and unemployment taxes - In 2026, the math stacks to $26,100 per child, zero tax: $16,100 standard deduction + $7,500 IRA contribution + $2,500 Trump Account employer contribution (new from the OBBBA) - At the 24% bracket, that's roughly $9,874 in annual tax savings per kid — funded by money that was going to the IRS anyway - That IRA + Trump Account, left to grow from age 13, compounds to $3M–$10M by retirement - GoHighLevel automates the contemporaneous work logs that make this bulletproof in an audit Full replay, transcript, and slide deck are attached. Webinar with the full implementation walkthrough coming in the next few weeks. As always — educational only, run implementation by your tax advisor. This concept builds on the standard FMC module already in the classroom: https://www.skool.com/tax-strategy-network/classroom/44ced450?md=fa6294044cb940989cbb0dd895d15dfc

I just uploaded the module on the education portion of the Summit Strategy Sessions. A lot of people have heard about this strategy under different names: - the Master's Strategy - the Augusta Rule - a 280A Strategy All of these are referring to the same thing. The Tax Sherpa version is the Summit Strategy Sessions because the two things that people screw up on this strategy all the time are: 1. Picking the right number for creating the tax deduction 2. Creating an actual business-related activity that enables the deduction for the operating business The Summit Strategy Sessions handles both of those and creates a defensible framework for running your business better. https://www.skool.com/tax-strategy-network/classroom/a284be55?md=37f88ac0851249e08f7d469c94570d9a