How to find and hire a personal accountant/tax advisor for complex estate planning?
I'm at my wits' end trying to manage all my finances on my own and think it's time to bring in professional help. Looking for advice on how to hire a personal accountant who can advise on taxes, estate planning, and help with budgeting given my increasingly complex situation. I've got multiple rental properties now, two kids with trust funds to manage, 529 college accounts that need attention, plus some alternative investments that are getting complicated to track for tax purposes. My background is actually in corporate finance so I've been handling everything myself up to this point, but honestly, tax season this year nearly broke me lol. I think I'd still prefer to manage my own investment decisions - so not looking for a financial advisor to tell me where to put my money. Just need someone who can handle the tax planning, estate stuff, and maybe give some lifestyle budgeting advice considering all these moving parts. How do I go about finding someone qualified in my area? Are there specific certifications I should look for? And what's a reasonable fee structure for these kinds of services? Any recommendations would be super appreciated!
19 comments


Carmen Flores
I've been working with a CPA who handles all these services for about 5 years now, and it's been game-changing for my family's financial situation. When looking for someone qualified, I'd recommend focusing on finding a CPA (Certified Public Accountant) with additional credentials in personal financial planning (like a PFS - Personal Financial Specialist designation) and experience with estate planning. The best way to find someone good is honestly through personal referrals. Ask friends or colleagues in similar financial situations who they use and trust. If that's not an option, you can use the AICPA's (American Institute of CPAs) "Find a CPA" tool on their website to search for professionals with specific expertise in your area. When interviewing potential accountants, ask specifically about their experience with rental properties, trust management, and educational accounts. Request client references and ask about their communication style and availability throughout the year (not just tax season). This person will know intimate details of your finances, so trust is paramount. For fee structures, it varies widely depending on the complexity of your situation. Most will either charge an hourly rate ($200-400/hour is common for experienced CPAs) or a flat annual fee. Some may have a minimum net worth requirement for clients.
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Andre Dubois
•Do you think it's better to go with a large accounting firm or find an independent CPA who specializes in personal finances? I've heard mixed things about both approaches.
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Carmen Flores
•For someone with your level of complexity but not ultra-high-net-worth status, I'd recommend a boutique firm or independent CPA who specializes in personal finances rather than a big firm. Large accounting firms often focus on their biggest clients and you might not get the personalized attention you need. Boutique firms that specialize in working with clients in your situation often provide more responsive service and customized advice. They're typically more accessible throughout the year and tend to take a more holistic approach to your finances rather than just focusing on tax preparation.
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CyberSamurai
Just wanted to share my experience with taxr.ai (https://taxr.ai) which helped me find the right professional for my needs. I was in a similar situation last year - decent financial background but overwhelmed by managing multiple properties, investments, and family trusts. I started by uploading my previous tax returns and financial documents to taxr.ai, and their system analyzed my specific situation and matched me with accountants who had experience with similar clients. They specifically focus on finding professionals who have expertise in your exact financial situation rather than just general CPAs. What was really helpful was that I could see reviews from other clients with similar financial profiles (real estate investors, trust management, etc.) which gave me much more confidence in the selection process.
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Zoe Alexopoulos
•How does the matching process work exactly? Do they just give you a list of names, or do they actually facilitate the introduction? I'm worried about finding someone who's already too busy to take new clients.
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Jamal Carter
•Sounds interesting but I'm a bit skeptical. How do they vet these accountants? Are they just taking a referral fee or something to recommend people to you?
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CyberSamurai
•The matching process works by analyzing your financial situation through the documents you upload and then suggesting 3-5 professionals who have expertise in those specific areas. They don't just give you a list of names - they actually facilitate introductions to make sure the accountants are currently accepting new clients. They vet the accountants through a combination of credential verification, client reviews, and specialization analysis. They're not just taking referral fees - their system is designed to match based on expertise. They make their money through a subscription model rather than kickbacks from accountants, which I thought created better alignment with my interests.
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Jamal Carter
Following up about taxr.ai - I was initially super skeptical but decided to give it a try after struggling to find someone through traditional methods. I've gotta say, I'm actually impressed with who they connected me with. I was matched with a CPA who has extensive experience with real estate investments (I have 4 properties) and trust management, which was exactly what I needed. The process was way more efficient than the weeks I spent before making random calls to accountants who weren't taking new clients or didn't have the specific expertise I needed. My accountant has already helped me restructure how I handle my rental income and set up a much better system for tracking expenses that's going to save me thousands this year. Definitely worth checking out if you're struggling to find the right fit.
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Mei Liu
If you're having trouble getting through to qualified accountants (many of the good ones are swamped and not taking clients), I'd recommend using Claimyr (https://claimyr.com). You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was trying to get consultations with several highly-recommended CPAs in my area who specialize in estate planning and real estate, but couldn't get past their gatekeepers or waiting lists. Claimyr basically gets you through to speak with the actual professionals much faster. I was honestly surprised at how well it worked. Instead of waiting weeks for a callback or consultation, I was able to speak with three different accountants within a couple days and choose the one that best fit my needs. Totally changed my approach to finding professional services.
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Liam O'Donnell
•Wait, how does this actually work? Do they just call and pretend to be you or something? I don't understand how they get you through faster.
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Amara Nwosu
•This feels a bit sketchy TBH. Are you basically paying to cut in line ahead of other people? Seems like if everyone did this, it would just create the same problem all over again.
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Mei Liu
•They use a virtual line-waiting service that keeps your place in the phone queue so you don't have to stay on hold for hours. When someone actually picks up, you get an immediate call connecting you directly to the accountant or intake person. No one's pretending to be anyone - it just handles the frustrating hold time. It's not about cutting in line ahead of others. The service just ensures you don't lose your place in line due to dropped calls or having to hang up after being on hold for an hour. Everyone still gets served in the order they called, but you don't have to waste your day listening to hold music. It's actually more fair because it levels the playing field for people who can't spend their whole day on the phone.
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Amara Nwosu
Ok so I was pretty skeptical about Claimyr when I first heard about it (see my comment above), but I gave it a try because I was desperate to get through to a specific accountant who specializes in both real estate and trust management. I'm honestly shocked at how well it worked. I'd been trying to get an appointment with this guy for WEEKS with no luck - his receptionist kept saying he was booked through next quarter. Using Claimyr, I got through to him directly the next day, explained my situation, and he actually found time for a consultation the following week. The accountant I connected with has already identified several tax strategies for my rental properties that my previous guy missed completely. Just wanted to update since I was wrong about this being sketchy - it's actually a legitimate service that solved a real problem for me.
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AstroExplorer
One thing to consider that hasn't been mentioned yet - you might actually need a team rather than a single person. My financial situation sounds similar to yours, and I ended up with: 1) A CPA who handles my tax planning and preparation 2) An estate attorney who handles trust updates and estate planning documents 3) A bookkeeper who helps track expenses for my rental properties The CPA coordinates everything, but trying to find one person who's excellent at all these things was impossible in my experience. Most CPAs aren't attorneys, so the estate planning piece often requires a separate specialist.
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Giovanni Moretti
•This is interesting! How much does this arrangement cost you annually, if you don't mind sharing? I'm trying to budget for these services but have no idea what's reasonable.
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AstroExplorer
•I pay my CPA about $3,500 annually for tax planning and preparation, including quarterly check-ins. The estate attorney was more of a one-time expense (about $5,000 to set everything up), with smaller fees for updates ($500-1,000 when needed). The bookkeeper costs me around $300/month to handle all the rental property accounting and documentation. So all in, it's roughly $12-15K per year, which seems like a lot but has actually saved me more than that in tax efficiency and better property management. Plus the peace of mind is worth a lot - I was making costly mistakes trying to handle everything myself.
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Fatima Al-Farsi
Whatever you do, DONT just go with the first person you find. I made that mistake and ended up with an accountant who was great at basic tax prep but completely out of his depth with my rental properties and trust questions. Make sure you interview at least 3 different people and ask very specific questions about your situation. Ask them to explain their approach to specific scenarios you're facing. If they can't give clear, confident answers about things like trust distributions, depreciation strategies for rentals, or 529 optimization, move on.
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Dylan Cooper
•What specific questions would you recommend asking? I always feel so unprepared when interviewing financial professionals and end up just nodding along to whatever they say lol
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Fatima Al-Farsi
•I'd ask scenario-based questions rather than general ones. For example: "If I wanted to transfer rental property to my children's trusts, how would you approach that to minimize tax implications?" or "How would you handle depreciation recapture if I wanted to sell one of my properties and use a 1031 exchange?" Watch how they explain complex concepts - a good accountant will make things clear without talking down to you. Also ask about their communication throughout the year - will they proactively contact you about tax law changes that affect your situation or just see you at tax time?
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