Ankur Nagpal Profile picture
Aug 5 13 tweets 3 min read Read on X
The single best thing you can do to save money on taxes in America is starting a business

It could be a small side hustle or a massive venture-backed company

Here are 5+ tax benefits for business owners that have recently gotten even more generous with the new tax bill:
1 - Pay zero taxes when you sell your startup

If you hold shares in a qualifying C-Corporation (most tech startups would count) for 5 years, you can now pay no taxes on $15M when you sell your shares

No federal taxes & in 40+ states, no state taxes as well

$15M tax free!
If a $15M deduction wasn't enough, you can do smart estate planning to multiply that to $15M, $30M or even $45M

If you don't hold shares for the full 5 years, you can "roll over" the pre-tax amount into another company & have the 5-year clock keep ticking

Unmatched by size!
2 - Deducting business expenses

If your tax rate is 30%, you get an effective 30% discount on anything you need to run your business

Any expense you incur specifically to run your business is fully deductible

And, you can also deduct things that W-2 employees cannot!
An example: a business owner can deduct their home office from their rent or mortgage

A W-2 employee using the same home office cannot take that deduction!

You can also pro rata apply that to cleaning, utilities, Internet, phone bills and other expenses you would incur
3 - Massive retirement plan tax deduction

It's your business so you can pick the best benefits for yourself

If you have no employees, you get access to maybe the most powerful retirement plan in America - a Solo 401k

Get a $70K tax deduction ($140K if you hire your spouse)
If you are earning mid 6-figures a year, you can combine a Solo 401k with a cash balance plan

These two plans can combine together to get you a tax deduction of literally hundreds of thousands a year

And can invest them however you like!
4 - Qualified Business Income (QBI) deduction

The new tax bill made a tax deduction of up to 20% for most business owners called QBI permanent

Applies to most LLCs and S-Corps

If you are a high earner, there are additional requirements to get the full 20%, check with your CPA
W-2 earners also have a cap on how much they can deduct for paying state and local taxes (SALT) from their federal tax return

But business owners have a workaround!

They can pay an optional state tax from their business (PTET) and work around this limitation
5 - Owning property and business losses

You can own physical property with your business like real estate or a vehicle attached to the business

As this property loses value over time (called depreciation), you can deduct this from your profit or income as a business owner
The new tax bill makes 100% bonus depreciation permanent

This means some property with a quicker depreciation schedule can be written off entirely upfront!

This gives you more dollars back, though you need to watch out for recapture whenever you sell the property
6 - Other things

I'm running out of space in this thread, so I'll quickly list some other business owner tax savings to think about:

- Using credit card points from your business for yourself

- Hiring family members from the business including kids + setting up a Roth IRA
- From next year, you can make tax-free contributions to your kids "Trump accounts"

- Rent your house to your business for up to 14 days a year & pay no taxes

- Using an S-Corp and paying yourself a salary to save on self-employment taxes

America is built for business owners

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More from @ankurnagpal

Jul 24
The new tax bill created Trump accounts for all children under the age of 18

If you are a high earner, here's how you can arbitrage these accounts to make your kids tax-free multimillionaires:
Trump accounts are special type of retirement account for your kids

They cannot get money out until the age of 18

Between age 18 and 59.5, while they can get money out, they have to also pay a 10% penalty on top of taxes unless it's for a qualified expense

So, why contribute?
The most powerful feature is you can contribute up to $5,000 for your kids every year until age 18 *without* them needing any earned income

If you want to set up a custodial Roth IRA, they can only contribute after they earn

This results in many more years of early growth!
Read 6 tweets
Jul 17
70 million Americans will soon get access to an Invest America account

This "Trump account" is a brand new tax-advantaged account and most people are sleeping on just how powerful they can be

Here are 5 little known strategies to leverage it to its maximum potential:
Strategy 1 - You can open these accounts for kids you already have

While the government is giving a free $1,000 to kids born between 2025-28, these accounts aren't just for them

All children under the age of 18 are eligible to have one... that's over 70M Americans!
Strategy 2 - Parents can contribute $5,000 per year per child

Unlike a custodial Roth IRA, parents can contribute after-tax into these accounts even if the kids have NO earned income

This allows you to conceivably contribute at least $90,000 over the next 18 years!
Read 9 tweets
Jul 16
I may have found a cool tax loophole with the new Trump accounts

High earners can potentially use this account type to set their children up with millions of dollars of tax-free money in retirement

Here's how this could work:
Caveat: This is based on my interpretation of the law as it's written

Please cross-check me & be gentle in the comments. It also only makes sense for high earners with kids

I'm not a tax professional and this is not tax advice &for educational / informational purposes only
Trump accounts are ultimately a special type of retirement account for your children

Everyone is focusing on how these accounts are given a free $1,000 from the federal government

While that's cool, that's not what I believe to be the most powerful feature of these accounts...
Read 11 tweets
Jul 8
You could own 5% of a tech startup that eventually sells for $200M

Yet, you could walk away with absolutely nothing from the sale

Here's why you should always ask these 5 questions about any equity you get granted in a startup:
Question 1: What is the total liquidation preference on the company?

This is typically the total money raised & the minimum a company needs to sell for before you see ANYTHING

If the company has raised over $200M, you'd make nothing on your equity if it sold for $200M
Question 2: What is the present value of my equity?

Companies will tell you how many shares you have & what your strike price is

You can ask for the latest preferred price (share price at the last financing round)

And use the difference to calculate your equity value today
Read 6 tweets
Jul 4
The new tax bill that just passed into law is the single most significant piece of legislation we have had in 8+ years

Here is everything you should know as a high-income professional or business owner:

Bookmark this thread as I'll be updating it over the weekend
Background: I have run a startup for the last 3 years that helps business owners and high-income professionals be smart about taxes

So this is an area I know a thing or two about

This is also not a political post, and none of this is an endorsement for any specific policy
1 - America's biggest tax break for startup founders & investors gets even more generous

QSBS allows C-Corp shareholders to pay no taxes on exit

This bill raises the limit to $15M, has partial benefits kick in after 3 years & allows a company to qualify up to $75M in assets
Read 14 tweets
Jun 16
A crazy tax loophole for business owners in high tax states like New York & California:

You can pay a fully optional tax to your state from your business

And use this to bypass thousands of dollars in personal taxes every single year

Here's exactly how this works:
The 2017 Trump Tax Cuts and Jobs Act (TCJA) was a slap in the face to taxpayers in high tax states

Previously, you could fully deduct your state taxes from your income for federal tax purposes

But, the TCJA limited ALL state & local tax deductions to $10K total!
Imagine being a truly high income earner in New York making $1M

You're paying $100K+ in state taxes, but can only deduct $10K from your federal taxes if you itemize

It's worse if you married since then your *combined* limit stays the same, at a collective $10K between you both
Read 6 tweets

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