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Ask the community...

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Jamal Brown

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One thing nobody's mentioned yet - make sure you keep the equipment separate from personal gym stuff if possible. I set up a dedicated space in my basement that's ONLY for business use (filming workout videos, client consultations etc) and a separate area for my personal workouts. Really helped avoid any issues with the biz/personal allocation percentages. My accountant said this physical separation makes it much easier to defend the deduction if you ever get audited. Also take "before" pictures of the space so you can prove it was set up specifically for business.

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Mei Zhang

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What about if you have limited space? I'm in a small apartment and can't really have "separate" areas - I'll be using the same corner for filming AND my personal workouts. Does that make the deduction impossible?

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Jamal Brown

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Having limited space doesn't make deductions impossible, but you'll need to be more careful with documentation. Track usage hours meticulously - note when you're using equipment for business (creating content, client demos) versus personal use. Take photos of your "business setup" with lighting, camera position, etc., then photos of normal personal use. You'll likely need to calculate a percentage based on hours of business use vs. total use. For example, if you use the equipment 10 hours weekly with 7 hours for business purposes, you could reasonably claim 70% business use. Just be honest and have documentation to back up whatever percentage you claim.

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Dont overthink this! Just buy whatever equipment you need, save the receipts, and let your tax person figure it out next year. That's literally what they get paid for lol. I started my tennis coaching business last year and bought rackets months before my first client, it all worked out fine on my taxes.

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This is terrible advice. "Let your tax person figure it out" only works if you've properly documented everything throughout the year. No tax preparer can magically make deductions legitimate if you haven't kept proper records.

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Evelyn Kelly

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Don't forget to look into your state and local tax incentives too! While the federal first-time homebuyer credit is gone, many states and even some cities offer their own programs. When I bought my first home, I discovered my city had a property tax reduction program for first-time buyers that saved me about $800 the first year. Worth checking Tennessee's housing authority website or calling your county tax assessor to ask.

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Thanks for the suggestion! I hadn't thought about local incentives. Did you find these through a specific website or resource? I'm wondering if there's a centralized place to check for TN-specific programs rather than calling around.

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Evelyn Kelly

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I found most of the local programs through my state's housing finance agency website. For Tennessee, try checking the Tennessee Housing Development Agency (THDA) website - they typically list all state and local homebuyer assistance programs. The other resource that was super helpful was actually my county's property tax assessor's office. I just called and asked if there were any programs for new homeowners, and they emailed me a list of everything available. Local credit unions sometimes have good information about these programs too, even if you didn't finance through them.

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Paloma Clark

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Just wanted to add that even if your mortgage interest and property taxes don't push you over the standard deduction threshold, make sure you're tracking them anyway! In future years as your mortgage interest grows (if you do any refinancing) or if tax laws change, you might cross that threshold. I've been keeping a spreadsheet of all house-related expenses since my purchase, which has made tax time way easier.

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Do you include regular home maintenance in that spreadsheet? I've heard conflicting things about whether things like a new water heater or roof repairs have any tax implications.

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Malik Thomas

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One strategy some cannabis businesses use is separating their operations into multiple entities. For example, having one company that directly handles the cannabis (subject to 280E) and another that handles real estate, equipment, intellectual property, etc. The non-plant-touching business can potentially take normal deductions while charging the cannabis business for services or licenses. This needs to be done very carefully with proper legal and tax advice though - the IRS is well aware of this strategy.

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NeonNebula

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Doesn't the IRS consider this tax evasion? I heard they've been auditing cannabis companies and looking specifically for these kinds of arrangements.

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Malik Thomas

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It's not tax evasion if structured properly with legitimate business purposes for each entity, appropriate transfer pricing, and proper documentation. The key is that each business must be a genuine operation with real commercial purpose beyond just tax savings. What the IRS looks for is sham arrangements where the separation is only on paper. You need separate books, bank accounts, operations, employees, etc. It's complex and definitely requires specialized cannabis tax and legal advisors to set up correctly. There have indeed been audits targeting improper versions of this strategy.

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Is anyone else getting nervous about these "schedule III" rumors? I'm skeptical anything will actually change after all the false starts. My dispensary has been operating for 3 years and I've just accepted that 280E is the cost of doing business. We focus on maximizing what we include in COGS instead of hoping for federal changes.

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It's not just rumors at this point - the DEA formally proposed rescheduling to Schedule III in May. That's significant progress. But you're right to be cautious about timeline expectations. The regulatory process isn't quick. Smart to focus on what you can control with COGS optimization in the meantime.

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Ryder Greene

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Quick tip from someone who's been carrying forward losses for years: create a simple spreadsheet to track your capital loss usage over time. Mine has columns for: - Tax year - Beginning loss carryover amount - Amount used this year ($3K max against ordinary income) - Remaining carryover to next year I attach a copy to my tax records each year. Makes it super easy to see how much I've used and how much I have left. Also helpful if you switch tax preparers or software - you'll have your own record to verify the numbers are correct.

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Does your spreadsheet also track when you have new capital gains that offset some of the carried loss? That's what's confusing me - I had a $18K carryover loss but then made $5K in gains this year, so I'm not sure how to calculate what's left.

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Ryder Greene

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Great question! Yes, my spreadsheet has an additional column for current year gains/losses. If you have a $18K carryover and then make $5K in gains, those gains are first offset by your carryover loss. So your $18K would be reduced by the $5K in gains, leaving $13K. From that $13K, you can then deduct up to $3K against ordinary income this year, leaving $10K to carry forward to next year. The key thing to remember is that current year gains get offset first before you apply the $3K against ordinary income. This is exactly why having your own tracking system is so helpful - tax software sometimes doesn't clearly show how this calculation was done.

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Watch out - I messed up my capital loss carryover a few years ago and it caused a huge headache. Make sure you're using Schedule D correctly. My mistake was that I had a carryover loss but also had some small gains in the new tax year, and I didn't realize the gains had to be offset by the carryover first before taking the $3K deduction. Also, tax software doesn't always handle carryovers well. TurboTax asked me to input my carryover amount but didn't explain where to find that number from my previous return. I guessed wrong and had to file an amended return later.

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AaliyahAli

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Which tax software do you recommend for handling capital loss carryovers? I've been using H&R Block but I'm not confident it's tracking my carryover correctly.

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One thing nobody's mentioned yet is that there's a middle ground option too - you could be a sole trader WITH limited liability insurance. I run a small medspa and that's what I do. My accountant ran the numbers and I save about £6,700 a year in taxes by being a sole trader vs limited company (this will vary based on your profit level and how much you need to take out of the business). I then pay about £1,200 a year for comprehensive business liability insurance that covers me for up to £2 million. So I get most of the protection while keeping the tax benefits and simpler admin of being a sole trader. Something to consider!

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Isaac Wright

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Does the liability insurance actually protect your personal assets though? I was told insurance has coverage limits and exclusions, while a limited company provides a more complete separation between business and personal assets?

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That's a fair question. The insurance does have limits and some exclusions (like if I was found to be grossly negligent or committed fraud). A limited company gives more comprehensive separation between personal and business assets. For me, it came down to a risk assessment. With the procedures I do, the worst-case realistic claim would likely be covered by my insurance limits. But if you're doing more invasive procedures with higher risk, the limited company route might give you better peace of mind. It's definitely a personal decision based on your specific risk profile.

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Maya Diaz

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Has anyone here actually switched from limited company to sole trader? I'm also wondering about the process for that. My accountant mentioned something about a "deemed withdrawal" where I'd have to pay tax on all the retained earnings in the company as if I'd taken them as income? That sounded expensive if true.

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Tami Morgan

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I did this last year. Yes, there's a process called "striking off" your limited company, and any assets left in the company (including cash) are treated as capital distributions to shareholders. If you have significant retained earnings in the company, there could be a tax hit when closing down. In my case, I had about £35,000 in the company and ended up paying around £6,300 in taxes to extract it all when closing down. If you're considering switching, it might be worth planning ahead and gradually extracting money from the company in the most tax-efficient way before closing it down.

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Maya Diaz

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Thanks for sharing your experience. That's really helpful information! The tax hit on extraction does sound significant. Did you notice any other unexpected challenges when switching? And have you found the sole trader structure to be better for your situation overall?

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