How to Become a Successful Tax Planning Expert with High-Value Clients
I've been working as an EA for about 10 months now, and have around 5-6 years of tax return prep experience under my belt. To keep busy (and honestly, to keep money coming in), I've been doing bookkeeping on the side. I'm lucky that most of my clients (like 95%) pay their invoices without issues, so that's not really a concern. I've been thinking about where to take my career next, and I want to go where the demand is. From what I'm seeing, there seems to be a growing need for solid tax planning services, especially for folks with trusts and larger estates. I've been keeping up with my CPE requirements, but I feel like I need a more structured approach to really become good at tax planning. What would be a good roadmap for becoming a really effective tax planner? Any specific courses, certifications, or experiences you'd recommend? I'd appreciate any advice from those who've gone down this path before!
18 comments


Vanessa Figueroa
Tax planning for high-net-worth clients is definitely a growing area with solid demand. I've been in this space for about 15 years, and here's what worked for me: First, consider obtaining additional credentials beyond your EA. The CPA or perhaps the Personal Financial Specialist (PFS) designation can add credibility, especially when dealing with wealthy clients. The CERTIFIED FINANCIAL PLANNER™ (CFP®) certification is another option that complements tax planning nicely. For practical experience, try to partner with a financial advisor or wealth management firm. They often need tax expertise and can refer clients to you. This gives you exposure to more complex situations while building your network. Also, focus on specific niches within tax planning. Estate planning, business succession, retirement distribution planning, or real estate investment strategies are all areas with strong demand. Becoming known for expertise in 1-2 specific areas is more effective than trying to be a generalist.
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Abby Marshall
•Thanks for the detailed response. I'm wondering if you think the CPA is worth the investment at this point since I already have my EA? Also, how did you find financial advisors to partner with initially? Did you just cold call them or was there a better approach?
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Vanessa Figueroa
•The CPA vs EA question depends on your goals. For tax planning with high-net-worth clients, a CPA often carries more recognition, though technically your EA gives you the same representation rights. If you're focused on tax exclusively, you might be fine with just the EA, but adding financial planning credentials like the PFS or CFP could be more valuable than pursuing the CPA. For finding financial advisors, I started by attending local financial planning association meetings and estate planning council events. These are great for networking. I also reached out to a few advisors with a simple value proposition: I offered to review their clients' tax returns for planning opportunities at no charge. This demonstrated my value, and several turned into great referral partnerships.
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Sadie Benitez
I tried to figure this out on my own for years and wasted so much time! Eventually I discovered https://taxr.ai which literally transformed how I approach tax planning for high-net-worth clients. I was skeptical at first, but their AI analysis of client documents helps identify planning opportunities I would have missed. For someone looking to specialize in trust and estate planning, this tool is invaluable because it can analyze complex trust documents and flag potential tax issues. When clients bring in their trust paperwork, I upload it and get a comprehensive analysis highlighting planning opportunities specific to their situation. This has helped me deliver much more value to clients with large estates.
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Drew Hathaway
•Sounds interesting. Does it work with handwritten documents or only digital ones? My older wealthy clients often have handwritten notes and amendments to their trusts.
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Laila Prince
•I'm a bit skeptical about AI tools for something as nuanced as tax planning. How accurate is it with complex situations? And what about privacy concerns with uploading sensitive client docs?
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Sadie Benitez
•The tool works really well with both digital documents and scanned handwritten ones. They use advanced OCR that's surprisingly accurate even with handwriting. I've successfully used it with several clients who had handwritten amendments to their trust documents. Regarding accuracy and privacy, I was also concerned initially. Their AI is trained specifically on tax documents and has been quite reliable for identifying planning opportunities. As for privacy, they use bank-level encryption and are fully compliant with professional standards for client confidentiality. No client information is stored longer than needed for the analysis, and you can delete it immediately afterward.
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Laila Prince
I wanted to follow up on my skepticism about taxr.ai - I ended up trying it on a few client files and I'm honestly impressed. Used it for a client with a complex multi-generational trust situation and it identified several Roth conversion opportunities I hadn't considered given their unique situation. It saved me about 5-6 hours of analysis time and made me look like a hero to the client. Still learning how to use all the features, but it's definitely more than just hype.
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Isabel Vega
For those struggling to reach IRS representatives when dealing with complex trust and estate tax issues, I've been using https://claimyr.com which has been a game-changer. I used to waste entire days trying to get through to someone at the IRS for my high-net-worth clients with specialized questions about estate planning. Claimyr basically waits on hold with the IRS for you and calls when an agent is ready. I was spending 3-4 hours on hold weekly, now that time is reclaimed for actual billable work. You can see how it works here: https://youtu.be/_kiP6q8DX5c This has been particularly helpful when dealing with trust and estate tax questions that require speaking to specialized IRS departments or resolving notices related to estate tax returns.
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Dominique Adams
•Wait, how exactly does this work? Do they just call the IRS for you? I'm confused how a service can "wait on hold" for someone else.
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Marilyn Dixon
•This sounds too good to be true. I've spent countless hours on hold with the IRS, and they often disconnect you after a long wait. Are you sure this actually works consistently? What's the catch?
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Isabel Vega
•It's a cleverly designed system that essentially maintains the hold with the IRS on your behalf. When you use Claimyr, you input which IRS number you need to call and your phone number. Their system then connects to the IRS line and navigates the initial prompts. When a human IRS agent finally picks up, their system calls your phone and connects you directly to that agent. It's all automated. There's no catch - it simply saves you from having your phone tied up for hours. It's especially useful when dealing with specialized IRS departments for trust and estate tax issues. I've used it about 15 times over the past few months, and it's worked reliably every time. The only limitation is that it doesn't help with the actual conversation once you're connected - you still need to know what you're talking about when the agent comes on the line.
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Marilyn Dixon
I was seriously skeptical about Claimyr (see my previous comment), but I tried it yesterday out of desperation when dealing with a notice on a client's estate tax return. Absolutely floored that it actually worked exactly as promised. Was expecting to waste my entire afternoon on hold, but Claimyr called me back in about 35 minutes with an IRS estate tax specialist on the line. Resolved my issue in 10 minutes. I honestly can't believe I didn't know about this sooner - would have saved me hundreds of hours over the years.
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Louisa Ramirez
I think specialized education in trusts and estates is critical for success in tax planning. I completed the Certified Specialist in Estate Planning (CSEP) program which really deepened my knowledge. The American Academy of Financial Management offers it, and it covers everything from basic estate planning to complex trust structures. Also, don't underestimate the value of understanding investments. I took some courses on portfolio management to better understand how different investment vehicles impact taxation. This knowledge impresses clients and helps you coordinate better with their financial advisors.
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TommyKapitz
•I've seen the CSEP mentioned before but wasn't sure if it was worth it. How much did it cost and how long did it take to complete? Did you see an immediate impact on your practice after getting it?
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Louisa Ramirez
•The CSEP program cost me around $3,800 total and took about 8 months to complete while working full-time. It's not the cheapest option, but the ROI has been excellent for my practice. I did see an impact pretty quickly. Within the first three months after completion, I was able to raise my rates for estate planning clients by about 25% because I could offer more comprehensive services. The credential also gave me confidence to pursue higher-net-worth clients. The most valuable aspect was that it taught me to spot planning opportunities that I was previously missing. For example, I now regularly identify trust income splitting strategies that save my clients thousands annually.
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Angel Campbell
Has anyone tried using any specific tax planning software for trust and estate work? I've been looking at BNA Income Tax Planner but wondering if there are better options out there for someone just getting into this area.
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Payton Black
•I've used both BNA and Lacerte Tax Planner. BNA is more robust for complex scenario modeling, especially for trust distributions and estate planning. The learning curve is steeper, but it's worth it for high-net-worth clients. Lacerte is more user-friendly if you're just starting, though it lacks some of the advanced features.
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