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Has your brother-in-law considered investing in opportunity zones? That's what my dad did with his commercial real estate business to defer a huge capital gains hit. They can roll profits into qualified opportunity zone funds and defer taxes while also supporting economic development. Could be a double win situation if he's in a position to make those kinds of investments.
That's interesting - I've heard about opportunity zones but don't really understand how they work. Would this only help if he's selling property with capital gains, or can it help with his regular business income too? And are there any risks involved?
Opportunity zones primarily help with capital gains, not ordinary business income. If your brother-in-law sells property, equipment, or even business interests at a profit, he could defer those capital gains taxes by reinvesting in a qualified opportunity zone fund within 180 days of the sale. The main risks include market risks (as with any investment), liquidity constraints (funds typically have 10-year holding periods for maximum benefits), and potential regulatory changes since this is a relatively new program. There's also geographic limitation since investments must be in designated opportunity zones. I'd definitely suggest talking with both a financial advisor and tax professional before pursuing this strategy.
Has anyone mentioned cost segregation studies for construction business owners? We did this last year and it was a game changer. Basically an engineering firm analyzes all your business assets and breaks them down to accelerate depreciation. Our study cost about $15k but saved us over $120k in taxes the first year.
This is especially useful if your brother-in-law owns the buildings where his business operates. My construction company did a cost seg study on our headquarters building and main warehouse. We were able to reclassify about 35% of the assets from 39-year property to 5 or 7-year property. Massive tax deferral benefit.
Make sure you keep ALL your supporting documentation accessible for at least 4-5 years. My company claimed ERC in early 2022, got our refund about 3 months later, and then just received an audit notice last month asking for additional documentation proving our eligibility. We had everything organized (quarterly P&Ls showing revenue decline, employee counts by quarter, detailed wage calculations showing PPP vs non-PPP payroll, etc.), but I'm seeing forum posts from people who didn't keep good records and are really struggling with audits. The IRS is definitely increasing scrutiny on these claims.
That's concerning. What specific documentation did they request in the audit? Was it focused more on proving eligibility (the revenue decline) or on the wage calculations?
They wanted both types of documentation. For the eligibility part, they requested quarterly profit and loss statements for both 2019 and 2020 to verify our claimed revenue decline. They also asked for bank statements showing deposits that would substantiate our gross receipts. For the wage calculations, it was much more detailed. They requested payroll registers for all quarters claimed, documentation showing which employees' wages were claimed, evidence of how PPP funds were allocated to specific payroll periods, and health insurance allocation methodology. They even asked for copies of our PPP loan applications and forgiveness documentation to cross-reference. The most time-consuming part was providing a spreadsheet reconciling the qualified wages on our 941-X with our actual payroll records. I recommend creating and saving this type of reconciliation when you do your initial filing - recreating it a year later was a nightmare.
Anyone know the current processing timeframe for 941-X refunds? I submitted mine for Q2 and Q3 2020 about 12 weeks ago and haven't heard anything.
When I started my LLC, I was confused too. My accountant told me to just use cash basis because: 1. It's easier to understand (money in, money out - done) 2. Better for taxes usually (you can time income/expenses better) 3. Less bookkeeping hassle 4. Most small businesses use it Unless you have inventory or make over $26 million annually, cash method is usually fine. The IRS generally prefers small businesses use cash accounting anyway.
I heard businesses with inventory HAVE to use accrual. Is that true? I'm planning to sell handmade jewelry through my LLC and will have some materials on hand.
The real question to ask: How do you plan to run your business day-to-day? If you're mostly getting paid immediately for services (like a coffee shop, hair salon, etc.), cash basis makes more sense. If you send lots of invoices with payment terms, have significant inventory, or have business loans/financing, accrual might give you a clearer financial picture. Don't overthink it though - most accountants can help you change methods later if needed. Cash is simpler to start with.
That's super helpful! My business will be mostly project-based digital marketing with clients paying after work is completed, usually within 30 days. No inventory really, just my time and some software subscriptions. So it sounds like cash would be simpler to start with?
For a project-based digital marketing business with 30-day payment terms and no inventory, cash accounting would absolutely be simpler to start with. It'll align better with your actual cash flow (which is what you really care about when you're starting out), and the record-keeping is much more straightforward. You'll just record income when clients actually pay you, which makes tax planning easier too. If your business model changes significantly down the road or you grow substantially, you can always reconsider, but cash accounting is the right choice for your situation now.
One thing nobody's mentioned yet - if you're planning to grow significantly, the C Corp structure might have long-term advantages. I switched from S-Corp to C-Corp last year because: 1) We wanted to reinvest most profits into scaling the business 2) The flat 21% corporate rate was lower than my personal tax bracket 3) We're planning to seek outside investors eventually 4) We could provide better benefits (health insurance, etc.) The key is whether you plan to keep most money in the business. If you're regularly pulling out profits, you'll face that double taxation issue with C-Corps (corporate tax + dividend tax). Also worth noting: the timing of your entity change might trigger a "short year" for tax purposes, requiring multiple tax returns for the same calendar year. Can get complicated!
This is really helpful info. We're definitely planning significant growth - the reason we're putting half back into the business is for expansion. How complicated was the switch from S-Corp to C-Corp? Were there any unexpected consequences?
The switch itself wasn't too complicated - just filing Form 8832 to elect C-Corp tax treatment. The more complex part was adjusting our accounting systems and planning for the different tax treatment. The unexpected consequences were mostly around compensation strategy. As an S-Corp owner, I was focused on taking enough salary to appear "reasonable" to the IRS but not overpaying on payroll taxes. With a C-Corp, the incentives flip - higher salaries (which are deductible to the corporation) can sometimes be more tax-efficient than dividends. Another surprise was the estimated tax payment schedule for corporations is different from individuals. We had to adjust our cash flow planning to account for that.
Quick tip: Don't forget about QBI (Qualified Business Income) deduction! If you stay as a partnership or go S-Corp, you might qualify for up to 20% deduction on your pass-through income. This is HUGE and can make pass-through entities more attractive than C-Corps in many cases. C-Corps don't get this deduction. At $120k in profits (split between two people), you'd likely qualify for the full QBI deduction without running into the income limitations or service business restrictions.
Is the QBI deduction permanent though? I thought it was one of those temporary tax law changes that expires soon?
Payton Black
5 Consider asking your IRA provider if they offer a special "removal of excess contributions" service. Many of them have dedicated processes specifically for fixing these situations and can handle most of the calculations and paperwork for you. When I discovered I had made excess contributions to my Roth IRA for two years, Fidelity walked me through their correction process. They calculated the exact earnings attributable to the excess amounts and filled out most of the paperwork. I still had to file Form 5329, but having their documentation made it much easier.
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Payton Black
ā¢14 Would that still work if it's been more than 2-3 years? I thought there was some deadline for removing excess contributions without penalties.
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Payton Black
ā¢5 You're right that there's a deadline for removing excess contributions without the 6% penalty - it's typically by the tax filing deadline plus extensions (around October 15th) for the year of the contribution. Since the OP's situation involves contributions from 2020-2022, they would likely still owe the 6% penalty for each year the excess remained in the account. However, most IRA providers can still process the removal of excess contributions even after this deadline. The benefit is that removing the excess now stops the 6% penalty from continuing to apply to future years.
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Payton Black
17 Have you considered just leaving it alone? I'm not advising tax evasion, but realistically, the IRS is severely backlogged and understaffed. The chance of them specifically auditing your Roth contributions is pretty slim unless you're being audited for other reasons.
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Payton Black
ā¢2 This is terrible advice. The IRS receives direct reporting of IRA contributions from financial institutions. If their systems flag a mismatch between your reported income and Roth eligibility, it'll trigger an automated notice. Besides, the penalties compound the longer you wait. Better to fix it proactively than risk bigger headaches down the road.
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