I recently lifted the curtain on our unique (but old school) structure at Enduring Ventures.
Read on to learn how I plan to pay 0% cap gains, compound tax free for decades and give my investors and executives the same luxury. 👇🏻👇🏻👇🏻
As they say, good artists borrow, great artists steal.
Most of this strategy was pioneered by Warren Buffett. Who, it is worth noting, is much richer than all the private equity guys who keep saying he is old school and had lost his touch.
Five things you need to understand to build your tax efficient conglomerate:
1. QSBS 2. C Corp Dividend deduction. 3. C Corp redemptions 4. ESOPs 5. C Corp consolidation.
Sound boring? What’s not boring is Buffett’s effective 1% tax rate. Here’s how he achieved it.
1. QSBS.
If you purchase C Corp shares at “original issue” and hold them for 5 years, you pay no federal cap gains when you sell (up to first $10 million).
You can have your spouse and kids buy shares, further increasing the tax shield. ($10 million each!)
Google for details
There’s also no limit. So your parent C Corp can create subsidiary C Corps. Execs and investors and buy into these shares.
We have done two startups at Enduring Ventures. Our execs get QSBS, same as we do. So do early investors.
#2 - C Corp dividend deduction.
If one C Corp owns more than 80% of another, it can deduct the dividends received.
This is how Buffett is able to move the cash from his subsidiaries to head office and reinvest it in his highest return opportunities.
#3 C Corp Redemptions
How do you offer returns to you investors who may not want to hold forever? Easy.
Just have a structured share buyback program. Take 50% of free cash flow and repurchase shares at fair market value.
#4 ESOPs
Want to stay tax free above $10 million? Sell to your employees.
If you sell more than 30% of your C Corp to employees, you can roll your proceeds into any public or private company’s stock (eg Berkshire) and defer cap gains indefinitely.
#5 C Corp Consolidation
If a C Corp owns more than 80% of any subsidiary, it can consolidate financials.
So let’s say you have a profitable service business and a money losing startup. You can shield your profits by the startup losses.
So to pull this all together:
1. Setup parent C Corp. Founders buy all common stock. 2. Sell preferred shares to investors to raise capital 3. Buy or start companies as C Corp subs. 4. Compound. 5. Buy back shares out of cash flow from investors. 6. Much compounding
This whole free $10,000 if you were totally cool with taking a bunch of debt and didn’t rush to pay it back…
Some hot takes for every like until I get tired of it:
1. This is a shot across the bow on the college educated vs non-college educated voting divide.
The Dems have lost the hearts of all non-college educated folks for a generation.
2. What is the incentive structure here?
Don’t pay off your government-secured debt because you never know when a political party is going to need to win a midterm and pull the whole: “Oprah giving everyone a free car.”
The days of raising money on a pitch deck are over.
Even the earliest angel investors want to see traction.
But how do you get traction with no money?
Here are five examples:
Hardware Business:
Buy off-the-shelf hardware that approximates what you will build.
Sell it as a bundled product/service to the target audience at a markup. (Or at worst, a small loss)
SaaS:
Built a stupid simple application in Bubble, Zapier or equivalent (these are point and click) that solves the most basic part of the problem that you are trying to solve.