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This thread has been incredibly comprehensive and helpful! I've been running a small home repair business for about a year now, and I'm considering adding pool maintenance services during the summer months. Reading through everyone's experiences really confirms that I can use my existing EIN for both businesses. What strikes me most from all the shared experiences is how critical the organizational foundation is - separate bank accounts, meticulous record keeping, and proper quarterly tax planning seem to be the pillars of success when managing multiple businesses under one EIN. The DBA discussion has been particularly enlightening since "Mike's Home Repairs" and "Mike's Pool Service" would definitely present better to clients than just using my personal name. One thing I'm curious about that relates to several comments here: since both of my businesses involve going to customers' homes but have different liability exposures (general contracting vs. pool chemicals and equipment), has anyone found that insurance companies view these as requiring separate policies, or can they typically be bundled under one comprehensive coverage plan? I want to make sure I'm properly protected for both slip-and-fall risks during home repairs and potential chemical/equipment issues with pool maintenance. Also, I appreciate all the insights about business licenses - it sounds like I'll need to check whether my general contractor license covers pool maintenance or if that requires separate certification in my state. Thanks to everyone who shared such detailed real-world advice - this practical guidance is invaluable!
Great question about insurance coverage for different types of home service businesses! I actually have a similar situation with my landscaping and handyman services, and I found that most insurers prefer separate policies because the liability profiles are quite different. General contracting involves risks like property damage from tools, potential injuries from construction activities, and structural liability, while pool maintenance has unique exposures like chemical storage/handling, equipment malfunction, and specialized safety requirements around water features. My insurance agent explained that while they could technically write one policy, having separate coverage ensures you get appropriate limits and specific protections for each type of work. Pool service insurance often includes specialized coverage for chemical spills, equipment liability, and even coverage if you accidentally damage pool equipment. General contracting coverage focuses more on tools, property damage, and general construction risks. The cost difference wasn't huge compared to trying to get one policy with enough coverage for both risk types. Plus, having distinct coverage makes it cleaner if you ever need to file a claim - there's no question about which business activity is covered. Definitely check with your state about licensing requirements too. In many states, pool maintenance requires specific certification for chemical handling, which is separate from general contractor licenses.
This has been such a valuable discussion! I'm currently running a small event planning business and I'm thinking about adding wedding photography services since I have the skills and equipment. After reading through everyone's experiences, I'm confident I can use my existing EIN for both businesses. The recurring themes about organization really hit home - separate bank accounts, detailed record keeping, and quarterly tax planning seem absolutely essential. I'm particularly grateful for the DBA insights since "Memorable Moments Events" and "Memorable Moments Photography" would definitely create clearer brand identity for clients than just using my personal name. One question that builds on the insurance discussion: since event planning involves coordinating vendors and managing large gatherings, while photography involves equipment and potential copyright issues, these seem like they'd have quite different professional liability needs. Has anyone dealt with getting coverage for businesses that both involve events but have such different service components? I'm wondering if one comprehensive policy could cover vendor coordination, event management, photography equipment, and potential copyright issues, or if I'd need separate policies for each business activity. The licensing discussion has also been really helpful - I'll need to check if my event planning license covers photography services or if I need additional permits for commercial photography in my state. Thanks to everyone for sharing such detailed, practical experiences - this thread is an incredible resource for anyone considering multiple sole proprietorship businesses!
You're asking a really smart question about insurance for event-related businesses with different service components! I actually work in the events industry and have dealt with this exact situation. Event planning and photography definitely have overlapping but distinct liability needs. Event planning typically requires general liability for vendor coordination, professional liability for planning mistakes, and sometimes liquor liability depending on your services. Photography adds equipment coverage, errors & omissions for missed shots or delivery issues, and potentially copyright/media liability. Most commercial insurers who specialize in event services can actually write a comprehensive policy that covers both activities, since they're related and you're likely serving the same client base. The key is finding an agent who understands the events industry - they'll know how to structure coverage that addresses venue liability, vendor coordination, equipment protection, and professional services under one policy. That said, you might want to get quotes both ways (combined vs separate policies) to see what makes more sense cost-wise. Some insurers offer package deals for related event services that can be more affordable than trying to piece together separate coverages. For licensing, most states treat commercial photography and event planning as separate activities requiring different permits, so definitely check your local requirements. Good luck with the expansion - event planning and photography is a natural combination!
Has anyone had experience with an installment sale approach? I'm selling my business and the buyer wants to structure it as an asset purchase but pay over 5 years. How does this affect the tax situation?
Installment sales can be really beneficial for tax purposes! You essentially spread the gain (and therefore the tax liability) over the payment period rather than recognizing it all in the year of sale. You'll need to file Form 6252 with your tax return each year. Be aware that depreciation recapture is generally taxed in the year of sale regardless of when you receive payments. Also, if any assets are allocated to inventory, you can't use installment method for that portion.
Great discussion here! I went through a business sale two years ago and learned some hard lessons about the importance of getting proper valuation and allocation documentation early in the process. One thing I wish I'd known is that the IRS pays close attention to how you allocate purchase price between assets, especially when there's a large goodwill component. They want to see that the allocation reflects actual fair market values, not just what's most tax-advantageous for either party. My advice: get an independent business valuation done before you start negotiations. It costs a few thousand dollars but it gives you solid ground to stand on when the buyer's team starts pushing for allocations that favor them. The appraiser will break down the value of tangible assets, customer lists, non-compete agreements, and goodwill based on accepted valuation methods. Also, don't forget about potential depreciation recapture on equipment and other assets - this gets taxed as ordinary income even in an asset sale, which caught me off guard. Make sure your tax advisor runs the numbers on this before you commit to any structure. The whole process is complex but definitely manageable with the right professional help. Good luck with your sale!
This is really helpful advice about getting an independent valuation done upfront. I'm just starting to think about selling my consulting business and hadn't considered how much the IRS scrutinizes purchase price allocation. When you say the depreciation recapture "caught you off guard" - was it a significant amount? I'm wondering if there are ways to minimize this or if it's just something you have to accept as part of an asset sale structure. Also, did you find that having that independent valuation actually helped speed up negotiations, or did the buyer still want to do their own due diligence on asset values anyway?
I went through a very similar decision process last year and ended up saving myself a lot of money by avoiding those expensive YouTube courses. Here's what actually worked for me: I started with the IRS VITA program to get free training and real hands-on experience. After volunteering for a season, I felt confident enough to get my PTIN ($35.50) and take the Annual Filing Season Program course (also free). Total investment so far: under $40. For software, I went with TaxSlayer Pro at around $450 for the year. So my total startup costs were under $500 compared to the $1,350 you're considering. My first paid season (this past year), I prepared 38 returns and made $6,400. I charged $120-200 depending on complexity and only worked evenings and weekends. Most of my clients came through word of mouth after people heard about my VITA volunteer work. The best part about starting with VITA is you get supervised experience with real returns, so you learn to handle different situations safely. Plus, the training is always current with the latest tax law changes, unlike some of those course videos that might be outdated. Just focusing on tax prep without bookkeeping is completely fine - that's exactly what I do. The seasonal nature actually makes it perfect for a side hustle since you're not tied down year-round. My advice: skip the expensive courses and go the legitimate route through IRS resources. You'll save over $800 and get better, more current training.
This is exactly the kind of success story I needed to hear! Your path sounds so much more sensible than dropping over $1,000 on an unproven course. I love that you started with VITA volunteering - it seems like such a smart way to get real experience while giving back to the community. $6,400 for your first paid season working part-time is really impressive! That's a solid return on investment considering your total startup costs were under $500. The progression from volunteer work to paid clients through word of mouth makes perfect sense too. I think I'm convinced to go the VITA route first. It sounds like the supervised experience would give me so much more confidence than just watching videos. Plus, having that volunteer experience probably helps with credibility when you start charging clients. Thanks for sharing the real numbers and timeline - this gives me a much clearer picture of what's actually realistic for someone starting out!
I've been preparing taxes professionally for 5 years, and I have to echo what everyone else is saying - those YouTube courses are way overpriced for what you get. Here's the reality: I started with the IRS VITA program (completely free), got my PTIN ($35.50), and invested in Drake Tax software ($425 that first year). Total startup cost under $500 versus the $1,350 you're considering. My first year I made $4,800 preparing 42 returns, working only evenings and weekends during tax season. I charged $100-180 per return depending on complexity. Now I consistently make $16,000+ each season. The VITA program was invaluable because you get hands-on experience with real returns under supervision. You'll encounter situations that no video course covers, and having experienced volunteers there to guide you builds real confidence. Plus, the training is always current with the latest tax law changes. Just focusing on tax returns is absolutely viable - that's what I do. The seasonal nature is perfect for a side hustle since you're only committed January through April but can still generate substantial income. My advice: Skip those expensive courses. Start with VITA volunteering to build skills, get your PTIN, invest in legitimate tax software, and begin with simple returns. You'll save over $800 and get much better, more practical training. The word-of-mouth referrals from doing quality work will build your client base naturally. Those YouTube "gurus" are capitalizing on people who don't know about the free IRS resources. Don't fall for it!
I completely understand your frustration - dealing with poor service while paying premium prices is maddening. As others have mentioned, there's no special audit protection from having a CPA prepare your return. The IRS uses computer algorithms to flag returns based on statistical anomalies, not who prepared them. With your straightforward tax situation (W-2 + K-1s, standard deduction), you're paying way too much for subpar service. The fact that you're catching errors actually shows you have a good understanding of your tax situation already. One piece of advice: before making the switch, pull out your last couple years' returns and review them line by line. Make sure you understand where each number from your K-1s goes on your 1040. This will give you confidence that you can handle it yourself going forward. Most people in your situation find that modern tax software actually explains things better than their CPA ever did. The peace of mind you're seeking comes from accuracy and good record-keeping, not from paying someone else to potentially make mistakes on your behalf.
This is exactly the reassurance I needed to hear! You're absolutely right about reviewing my past returns - that's a great idea to build confidence before making the switch. I actually did look through last year's return after catching those errors, and I was surprised at how much I could understand when I took the time to go through it systematically. The point about modern tax software explaining things better than my CPA resonates with me. He never really walked me through anything - just handed me the finished return and expected me to sign off on it. At least with software, I'd actually learn something about my own tax situation instead of being kept in the dark. I think I'm going to take the plunge this year. Between the cost savings and actually understanding what's happening with my taxes, it seems like a win-win situation.
I went through almost the exact same situation two years ago - overpriced CPA making errors and treating me poorly. The "audit protection" thing is definitely a myth that some tax professionals use to justify their fees. What finally convinced me to switch was realizing that I was already doing quality control on my CPA's work anyway by catching his mistakes. If I'm going to review everything carefully regardless, why not just prepare it myself from the start? For your situation with W-2 and K-1 income, the tax software will actually guide you through the K-1 entries much more clearly than most CPAs explain them. I use FreeTaxUSA (costs about $15 for state filing) and it handles my K-1s perfectly. The software asks specific questions about each box on the K-1 and puts everything in the right place automatically. The real audit protection comes from accurate reporting and keeping good documentation - something you can do regardless of who prepares your return. Save yourself the $950 and frustration. You'll probably end up with a more accurate return anyway.
This really hits home for me! I'm dealing with the exact same situation and have been on the fence about making the switch. The point about already doing quality control is so true - if I'm going to have to double-check everything anyway, I might as well be the one preparing it from the start. I've never heard of FreeTaxUSA but $15 sounds amazing compared to what I'm paying now. Does it handle multiple K-1s well? I have three different ones from family partnerships and that's always been the part that intimidated me most about doing my own taxes. My current CPA acts like they're incredibly complex, but honestly they're pretty straightforward investment partnerships. The documentation point is key too. I've been keeping all my records organized anyway because I learned not to trust my CPA completely. Sounds like I already have everything I need to go solo.
Diego Fisher
I think everyone is overcomplicating this. We just bought a 2024 F-350 diesel for our construction business for $94k. Our accountant recommended we take the full amount as a Section 179 deduction since we're having a very profitable year. She said we can still deduct ALL operational expenses (fuel, maintenance, insurance, etc.) regardless of how we handled the initial purchase price. The only requirement is that we use it 100% for business, which we do. We have separate personal vehicles.
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Henrietta Beasley
ā¢That approach works if you're having a very profitable year, but it might not be optimal for everyone. Sometimes spreading out deductions through bonus depreciation plus regular depreciation gives better tax advantages over multiple years, especially if you expect higher income in future years.
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Luca Russo
Great discussion here! As someone who's been through this exact situation with multiple heavy truck purchases, I'd add a few practical considerations: 1. **Cash flow timing** - If you're profitable this year but uncertain about next year's income, taking the full Section 179 deduction now might be smart. But if you expect steady or growing profits, spreading it out could be better. 2. **State tax implications** - Don't forget that some states don't follow federal Section 179 rules exactly. Make sure to check how your state handles these deductions. 3. **Equipment financing** - If you're financing the truck, you can still claim Section 179 on the full purchase price even though you're making payments over time. 4. **Alternative Minimum Tax (AMT)** - For some businesses, large Section 179 deductions can trigger AMT issues, though this is less common with the current tax law. The key is matching your deduction strategy to your specific business situation. What works for one construction company might not be optimal for another, even with similar truck purchases. Also, keep excellent records of business use from day one - GPS logs, job site documentation, etc. The IRS loves to scrutinize vehicle deductions, especially on expensive trucks.
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Noland Curtis
ā¢This is really helpful context! I hadn't considered the state tax implications at all. Our LLC is in California - do you know if they follow the federal Section 179 rules, or should I be researching this separately? Also, the point about AMT is interesting. We're expecting around $800k in revenue this year - is that the kind of income level where AMT becomes a concern with a large Section 179 deduction?
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