Smash or Pass [the Tax Bill] ✍️



Every December, I talk to business owners who are scrambling to cut their tax bill at all costs.

Buy a new truck. 🚚

Don't deposit checks from customers. πŸ—„οΈ

Prepay invoices to vendors (my favorite as a vendor, personally). πŸƒβ€β™‚οΈ

But when does it make sense to take the medicine and pay the tax? It all depends on (1) what you want to retire with, and (2) how you'll make it.

Let's talk Tax Strategy 301. ‡️

The Benefits of Paying the Tax - Low Tax-Cost of Basis

Paying a 🀏 little tax now can save more 🀲 in taxes later.

When you recognize taxable income, that establishes tax basis for you in that asset.

And an under-appreciated concept in tax planning is tax-cost of basis. πŸ’°

For example:

In a low income year, I accelerate another $10,000 of income from a discretionary bonus. After tax at 12%, that $10,000 turns into $8,800 cash.
​
In the following year, I have a big income year and donate that same $8,800 cash to a charity. That $8,800 saves me 37% in taxes, or $3,256. The cost of that $8,800 was $1,200 - but the tax savings nearly tripled the cost.
​
Compare that to if I recognized the $10,000 in a high income year AND donated in that same year. The tax rate applied to that income would be 37% - the same as the deduction rate. Making it a wash.

This is how you play the bracket game πŸ€ - but where is the breakeven?

Know Your Number and How You'll Get There

Step 1 is knowing how much money you'll retire with. 🏦 Once you have this, work backwards with Step 2.

Step 2 is figuring how you'll get to that number. πŸ—ΊοΈ This takes planning and foresight - something needed if you care about lowering your tax-cost of basis.

There are many ways to build wealth, and a part of the strategy system we use is to put taxpayers in avatars πŸ‘Ύ (helping us identify commonly grouped tax strategies for any given taxpayer):

  • W2 job - funding 401(k) and post-tax brokerage accounts
  • Real estate ownership - growing a portfolio, adding value, exiting with property sales
  • SMB ownership - buying or growing a business, taking distributions, exiting with a sale
  • Inheriting everything you'll ever need to survive on

Which one you are - or what blend of them you are - drives what your "Lifetime Effective Tax Rate" (LETR). 🀯 Your LETR is the average tax rate you'll pay on income while you're on this side of heaven

A W2 employee will compound wealth at an average higher tax rate than a real estate owner 🏒 - whose income events are more eligible for capital gains rates (lower than ordinary rates).

Inheriting assets πŸ₯„ comes with a cost to the estate but not the person inheriting the property (unless it's retirement accounts). So that will come at a lower tax rate than a SMB owner.

Putting It All Together

Okay, so what if you don't have the time to put all this down and plot it out.

Let's establish some likely averages for each type of wealth accumulation style that you can take into end of year meetings and know do you smash or pass (the tax bill). πŸ“²

  • W2 job - will retire with $5 - 7 million of 401(k) + brokerage at an average lifetime rate of 32%
  • Real estate ownership - will retire with $10 - $20 million of brokerage assets at an average lifetime rate of 25%
  • SMB ownership - will retire with $7 - $12 million of brokerage assets at an average lifetime rate of 27%
  • Inheriting - if estate is untaxed (because under the lifetime exemption) then this is 0%

Any time someone in a W2 job gets a chance at a big income event at 20%, there's a good chance they should pay the tax. 🏧

When a real estate owner has an opportunity for a major income / fee event, they should probably defer πŸ”„ as much as they can.

You get the picture with these estimates - but they are just estimates. Everyone's case is different and everyone should talk to a professional before deciding anything. πŸ—£οΈ

The Takeaway

Paying the tax isn't always a bad thing.

It can establish a very low-cost tax basis which can provide tax benefits triple that cost in a future year.

But the critical component is perspective and a plan of how you'll get where you want to get to.

🫑


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The Plug [Newsletter]

I've been a CPA for nearly 20 years - serving private small business and real estate the entire time. I take the lessons learned in serving and now running a small business and share them here. For business owners, investors, and advisors looking to lower their cost of capital, subscribe for delivery straight to your inbox πŸ‘‡ Also on YouTube at PlugAccountingandTax!

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