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Going back to your original question about which tax professional to choose - I think a combination approach might be best. An EA for ongoing tax planning as others suggested, but consider a one-time consultation with a CPA who specializes in retirement planning to set up your overall strategy. In my experience (retired 5 years now), the key is finding someone who regularly works with military benefits and inherited IRAs specifically. The SECURE Act changed so many rules that even some experienced professionals get confused. When interviewing potential advisors, ask specifically: 1) How many clients do you have with military disability payments? 2) How has your advice on inherited IRAs changed since the SECURE Act? If they can't give specific, detailed answers, keep looking.
What about fee structures? I've heard some charge hourly while others charge by form or complexity. Is one model better than another for retirement tax planning?
For retirement tax planning, I strongly prefer hourly fee structures over per-form pricing. With per-form pricing, the focus stays on tax preparation rather than strategic planning. When you pay hourly, you can use that time for scenario planning and multi-year strategies. The most cost-effective approach I've found is paying for 2-3 hours of dedicated planning time each year, then a separate fee for the actual tax preparation. Expect $150-300/hour for the planning portion with a qualified EA or CPA specializing in retirement. The planning session will likely save you far more than it costs if your situation includes inherited IRAs and military benefits.
Don't overlook the timing factor here. Since you're newly retired and have multiple accounts to manage, getting professional help NOW can prevent expensive mistakes. I kept preparing my own taxes after retirement and messed up how I handled my inherited IRA distributions - ended up owing penalties and back taxes. What tax software did for simpler situations in your working years isn't adequate for retirement's complexity. Especially with the SECURE Act changes to inherited IRAs - those distribution rules have specific timelines you need to follow exactly. I'd find an EA specialized in retirement planning ASAP, before you make any major decisions about which accounts to draw from first. Their expertise on tax-efficient withdrawal sequencing alone can save you thousands over your retirement lifetime.
This is solid advice. Would you recommend meeting with someone before the end of this tax year or waiting until I'm ready to file?
7 One important consideration - make sure you're keeping separate books for each LLC even if they're disregarded entities! I made this mistake and it caused a nightmare during an audit. The IRS still expects you to maintain separate accounting records for each entity to show proper business purpose, even if they're all reported on a single return.
16 Do you use a specific software for keeping separate books for multiple LLCs? I've been using QuickBooks but it gets expensive with multiple companies.
7 I use Stessa for my rental properties - it's specifically designed for real estate and allows you to track multiple properties and entities. It's much more affordable than having separate QuickBooks accounts for each LLC. For non-real estate businesses, I've heard good things about Xero which has better multi-entity functionality at a lower price point than QuickBooks. The key is making sure you have clean, separate financial statements for each LLC that clearly show income, expenses, assets and liabilities, regardless of which software you use.
9 Just a heads up - check your state requirements too! While the federal government might treat your property LLCs as disregarded entities, some states require separate filing fees or franchise taxes for each LLC regardless of tax status. California, for example, charges an $800 annual fee per LLC, which can add up quickly with your structure.
One thing to consider is getting your returns prepared professionally before submitting them. I did my back taxes myself using TurboTax and missed several deductions I could have claimed. A friend had H&R Block do his unfiled returns and they found nearly $4,000 in deductions he missed because he didn't know what to look for. If money is tight, look into the Volunteer Income Tax Assistance (VITA) program or the Tax Counseling for the Elderly (TCE) program which offer free tax preparation for qualifying taxpayers.
Do these free tax prep services handle back taxes from previous years? I thought they only did current year returns during tax season.
You're right that many VITA and TCE sites focus primarily on current year returns during the regular tax season. However, some locations do offer assistance with prior year returns, though this varies by site. You'd need to call specific locations to ask about their services for back tax returns. If free services aren't available for prior years in your area, consider a low-cost tax professional instead of the major chains - often local enrolled agents or CPAs will handle back taxes for much less than the big tax preparation companies, especially for straightforward returns.
Has anyone actually received one of those scary "Intent to Levy" notices after not filing? I'm in a similar boat (3 years unfiled) and just got one of these notices that's freaking me out. Says they can seize property, bank accounts, etc!!!
I got one of those last year. It's scary but doesn't mean they're immediately coming for your stuff. You usually have 30 days to respond, and if you call them and show you're trying to fix the situation by filing and setting up payments, they'll often put a hold on collection activities.
Just to add another perspective, even though you CAN use Section 179 for your trailer, sometimes it might be better to depreciate it instead, depending on your specific business situation. If you're expecting higher income in future years, pushing some of the deduction forward through depreciation could be more valuable. For a trailer with a GVWR under 3,000 pounds used 100% for business, you'd typically use 5-year property for depreciation purposes under MACRS. The depreciation percentages would be roughly: - Year 1: 20% - Year 2: 32% - Year 3: 19.2% - Year 4: 11.52% - Year 5: 11.52% - Year 6: 5.76% These percentages assume you're using the half-year convention. Not sure where you got the 60% first year figure from.
Thanks for the detailed breakdown on the depreciation schedule! I definitely had the wrong percentages in mind. Do these figures account for bonus depreciation too or is that something separate?
The percentages I listed are just for regular MACRS depreciation without any bonus depreciation factored in. Bonus depreciation is separate and would actually allow you to deduct a significant portion upfront, similar to Section 179 but with different rules. For 2024, bonus depreciation is at 60% (it's been phasing down from 100%). So you could potentially deduct 60% of the cost in year 1 through bonus depreciation, and then apply the regular MACRS percentages to the remaining 40%. This is another option if Section 179 doesn't work for some reason.
Does anyone know if there's a minimum cost requirement to use Section 179? I have a small utility trailer I bought for $800 for my mobile car detailing business and wondering if it's even worth the hassle.
There's no minimum cost to use Section 179, but your business needs to have enough income to offset the deduction. For something small like $800, you can definitely use Section 179 to write it off completely in year 1. Honestly, for that amount, even if you depreciated it over 5 years, the difference isn't huge, but might as well take the full deduction now if you can.
Chloe Robinson
Don't forget to check if California gives you any additional state tax benefits for educator expenses! Some states offer additional deductions or credits beyond the federal $300 deduction. When I was teaching in NY, there was an additional state tax credit for certain classroom supplies. Not sure about California specifically, but worth looking into. The state benefits sometimes have different rules about what qualifies too.
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Emma Davis
ā¢That's a great point I hadn't considered! Do you know where I would look to find out about California-specific educator tax benefits? Is that something I would find on the California tax agency website or would my school district HR department know about it?
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Chloe Robinson
ā¢You'll want to check the California Franchise Tax Board website - that's California's tax agency. They have a section on credits and deductions that should list any educator-specific benefits. Just search for "California teacher tax credits" or "California educator deductions" on their site. Your school district HR department might know about it too, but in my experience, they're often more familiar with retirement benefits than specific tax deductions. Still, it doesn't hurt to ask them! Sometimes they have informational handouts about tax benefits for educators that they distribute around tax season.
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Diego Flores
I'm a bit confused about what tax form to use for claiming the educator expenses. Is this something I can do through TurboTax or do I need to see an accountant? Last year I just took the standard deduction and didn't claim any of my classroom expenses.
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Anastasia Kozlov
ā¢You can definitely claim educator expenses through TurboTax or any other tax software. It's on Schedule 1, Line 11 of Form 1040. The great thing about educator expenses is they're an "above-the-line" deduction, which means you can claim them even if you take the standard deduction (which most people do these days since it's pretty high). TurboTax will specifically ask you if you're an educator and guide you through the process of claiming these expenses. Just have your receipts ready to enter the total amount.
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Diego Flores
ā¢Oh that's fantastic to know! I was worried I'd have to itemize everything and lose out on the standard deduction, which wouldn't have been worth it. I'll definitely use TurboTax this year and make sure to have all my receipts organized. Thanks for explaining it's "above-the-line" - I wasn't familiar with that term before but it makes sense now. Definitely claiming my classroom expenses this time around!
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