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The Plug: Tax & Accounting for Real Estate and Small Business

๐Ÿ—“๏ธ Weekly emails ๐Ÿ—‚๏ธ Accounting Basics ๐Ÿ’ฐ Tax Strategy and Structuring Basics ๐Ÿ™‡ Internal Controls for Small Business ๐Ÿญ Lessons learned as a partner and running CPA Firms

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The 7 Foundations of Tax Strategy

An unexpected benefit of writing this newsletter for the last 6 months has been the ability to clarify what I do and for whom. The best experiences I've had are when I'm walking alongside entrepreneurs on a path to meet their personal financial goals by lowering their cost of capital - quantifiable and not. This journey usually follows three steps unique to business owners: Get better accounting Get better tax strategy Get better business forecasting I spend a majority of my time on #2, but...

Confession - this is the second newsletter I wrote this week. The first one was a wrap-up of the last few weeks talking about how business owners can turn their business finances around in three steps - accounting, tax, and cash forecasting. But it felt bland AF so I'm shelving it for now. If you want to read it, let me know. This week, what's really been on my mind is partnership allocations. ๐Ÿ‘ฌ Mainly because we finally hit our stride and hit a record number of partnership returns filed for...

Last week, we talked about why basic accounting is critical to small business owners - including the extreme real example of having the business valuation move by 7 figures in the wrong direction. If you missed it, check out the previous issues link at the bottom of this email. ๐Ÿ‘‡ But accounting is the boring bit. Once we feel good about our reporting, nailing down the tax strategy is the next big project. ๐Ÿš๏ธ That's because taxes are the average highest single cost over the taxpayers lifetime....

โš ๏ธ First - welcome to the new layout of The Plug. I'm still bringing the core content but have added a section below for the latest tax and finance news & some ways I could use your help to grow the impact of this letter. As always, let me know what you think! โš ๏ธ Confidence is everything in business. As a business owner, your team is looking to you for leadership through good times and bad. ๐Ÿ” And while you can't always predict external impacts, there are some very simple steps you can take...

I've been asked by a few readers to do a deep dive on "basis" - and never one to shy away from nerd-level content ๐Ÿค“, what follows is as good as I've got. But what should be said first is that entire careers can be built on basis-specific and basis-adjacent niches. So this can't begin to touch on all the nuance and fringe cases. ๐Ÿซจ But we can get to a really good grasp of what it is, isn't, and why it should matter. Let's dive in. We'll cover the below and hopefully come out better for having...

It's officially K1 season. ๐Ÿ“… A time of year filled with anticipation, surprise, and regret - not unlike my wedding night (badum tss) ๐Ÿ‘ฐ. But it's also the time of year that many novice investors ๐Ÿ‘ถ in private companies and real estate deals start asking questions about their K1s - one of the main deliverables ๐Ÿซด they receive from what may be a significant investment they made. So today, we're going in on the most common questions I get from LPs: Why does the Capital Account Reconciliation look...

Interest expense is a part of life for nearly everyone. Unless you're a die hard Dave Ramsey (no hate here) ๐Ÿ‘ด๐Ÿป, you likely pay interest expense on your mortgage ๐Ÿก, credit cards ๐Ÿ’ณ, and auto loans ๐Ÿš—. And it's no less prevalent in business. Prior to 1986, all interest expense paid was generally deductible by everyone - people and businesses. Which, if you've ever looked at an interest rate chart for the 1980s, you'd see why this became a serious revenue raising opportunity for the IRS ๐Ÿ‘‡ Cue the...

Today we will be taking a pretty deep dive into an ownership structure common in real estate - the Tenancy in Common, or TIC. ๐Ÿข This may be overly deep if you don't care about real estate tax structuring - but it's exactly the thing I nerd out ๐Ÿฅธ about and enjoy so it's what you get today! Below, we'll talk about: What a TIC is and how it's used ๐Ÿคทโ™‚๏ธ What are the (lesser-known) rules to run a TIC for tax compliance ๐Ÿ”– What does tax filing look like for TIC and TIC owners ๐Ÿ“„ ๐Ÿšจ Before we dive too...

Every Cash Flow Statement I've seen from an accounting software sucks (looking at you, QBO)๐Ÿ˜ฟ. It's a shame because the Statement of Cash Flows (SCF) is one of the most practical financial statements to really understand the health of a business. ๐Ÿฉบ If you read the breakdowns of the downfall of Enron, the SCF and related party disclosures were throwing red flags ๐Ÿšฉ years before it all came down. So what is the SCF and how can you use it? Let's dig in ๐Ÿ‘‡ I created the meme above to demonstrate how...

๐ŸŽง Before we jump in - be sure to listen to Today in Tax Court: Gregory v. Helvering. It's the newest episode and I cover this landmark case on entity structure and business purpose doctrine. ๐ŸŽง Episode 6 - Gregory v. Helve... Jan 9 ยท Today in Tax Court 24:28 If you've been following me for a while, you'll know I preach that a core input of entity selection is what the balance sheet will look like. In general, you do not put appreciating assets in a S-Corp without very good reason. ๐Ÿ™…โ™‚๏ธ That...