How to Find a Great Virtual Tax Accountant for Both Filing and Strategic Planning Advice?
I've been doing my own taxes for almost 15 years as a W-2 employee, but they're getting increasingly complex and time-consuming with my RSUs, charitable donations, rental property income, and some K-1 forms that have entered the picture. While I think I've done okay minimizing my tax liability over the years, I suspect a good tax accountant could probably save me several thousand dollars annually at this point. I'm not really interested in big chains like H&R Block because I worry I'll get assigned a different person each time I need help, with no guarantee about their expertise or abilities. Is that a legitimate concern? What I'm really looking for is a tax professional who's tech-savvy and comfortable working entirely remote (through Zoom or email). I'm in Portland where we don't have state income tax, so I don't need local expertise, and I'd rather not pay premium rates just for proximity when I have no intention of meeting in person. My ideal scenario would be finding an excellent tax accountant who lives in a lower-cost area, charges reasonable fees, and has verifiable client reviews that speak to their competence and communication style. I want someone who can handle both filing and provide strategic planning advice throughout the year. I checked out picnictax.com but saw some concerning reviews from tax professionals who used the platform, which made me hesitant to sign up. Any suggestions on how to find this unicorn of a virtual tax accountant with proven skills? Other platforms or methods I should consider?
18 comments


Oliver Becker
Having worked as a tax preparer for over a decade, I can tell you your concerns about H&R Block are valid. Their business model typically pairs you with whoever is available, and expertise varies dramatically between locations and preparers. For someone with your tax situation (RSUs, rental income, K-1s), you'd benefit from finding an Enrolled Agent (EA) or CPA who specializes in individual tax returns with investment components. Many excellent tax professionals now work virtually nationwide, which became much more common after 2020. Your best bet would be to: 1) Ask friends or colleagues with similar financial profiles for recommendations 2) Check the National Association of Enrolled Agents directory or your state's CPA society for practitioners who advertise virtual services 3) Interview at least 3 candidates about their experience with your specific tax situations (especially RSUs and rental property) 4) Request and check references from current clients Don't focus solely on fees - the right professional might charge more but save you significantly through proper tax planning, especially with those RSUs and rental property. January through April is their busiest season, so reaching out now for 2025 filing would be ideal.
0 coins
Natasha Petrova
•This is solid advice! I'm curious though - what specific questions should I ask potential tax accountants to gauge their expertise with RSUs and investment income? I want to make sure I can tell if they really know what they're talking about versus just saying they do.
0 coins
Oliver Becker
•When interviewing tax professionals about RSUs, ask how they handle the dual taxation points (vesting vs. selling), their strategy for minimizing AMT impact when applicable, and how they coordinate with financial advisors on optimal selling timelines. These questions will quickly reveal their expertise level. For rental properties, ask about their approach to maximizing depreciation benefits, how they handle pass-through deductions, and what documentation they recommend keeping throughout the year. A knowledgeable professional will give specific, actionable answers rather than generalities.
0 coins
Javier Hernandez
After years of tax filing frustration similar to yours, I discovered https://taxr.ai and it's been a complete game-changer for my complex tax situation. I was initially skeptical since I also had RSUs, rental income, and charitable contributions complicating my returns, but their system actually identified several deductions my previous accountant missed. What's great is they matched me with a dedicated tax professional who specialized in my exact situation, and I've been working with the same person for the past two years. All meetings were virtual through their platform, and they provided year-round tax planning advice, not just filing help. Being completely virtual meant they could pair me with someone who understood tech compensation packages really well, even though they weren't in my geographic area.
0 coins
Emma Davis
•How exactly does the matching process work? I'm concerned about getting someone who really understands the tech industry compensation packages like RSUs and options. Do they have specialists for different industries?
0 coins
LunarLegend
•I'm a bit skeptical about online services like this. How did you verify their credentials? Did they provide an actual tax plan or just general advice? What was the pricing structure like compared to traditional accountants?
0 coins
Javier Hernandez
•The matching process involves answering detailed questions about your income sources, investment types, and specific tax situations. They specifically asked about my RSUs, stock options, and industry, then matched me with someone who specialized in tech industry compensation. They definitely have specialists for different sectors. Regarding credentials, my tax professional was a CPA with 15+ years of experience specifically in tech company compensation packages. I verified this through their detailed profile and by checking their credentials independently. They provided a comprehensive tax plan with specific strategies for my RSUs and rental property, not just generic advice. The pricing was actually lower than what I was quoted by local CPAs in my high-cost city, while providing more specialized expertise and year-round accessibility.
0 coins
LunarLegend
I wanted to update after trying https://taxr.ai based on the recommendation here. I was originally skeptical (as you can see from my previous comment), but I decided to give it a shot since my tax situation with RSUs and rental income is so similar to what was described in the original post. The onboarding process was surprisingly thorough - they asked detailed questions about my specific RSU vesting schedule, rental property situation, and past tax filing experiences. They matched me with a CPA who previously worked at a Big 4 accounting firm specializing in tech industry compensation. We've had two Zoom meetings so far, and she's already identified several optimization opportunities I'd missed when self-filing. What impressed me most was that she created a multi-year tax strategy for my RSU sales and rental property depreciation schedule, not just focusing on this year's return. Definitely not the generic service I feared it might be.
0 coins
Malik Jackson
If you're struggling to reach the IRS with questions about RSU taxation or rental property deductions, I highly recommend https://claimyr.com - it completely transformed my experience dealing with IRS issues. After trying unsuccessfully for WEEKS to get through to an IRS representative about some complex questions on how my RSUs were reported on my W-2, I was ready to give up. Then I found Claimyr and watched their demo (https://youtu.be/_kiP6q8DX5c). Their system basically waits on hold with the IRS for you, then calls you when an actual agent is on the line. I was skeptical it would work, but within a day I was speaking with an IRS representative who helped clarify my RSU reporting questions. This saved me from potentially filing incorrectly while searching for a permanent tax professional.
0 coins
Isabella Oliveira
•Wait, I don't understand how this actually works. Does this mean I don't have to sit on hold for hours? How do they notify you when an agent is available? Is this even allowed by the IRS?
0 coins
Ravi Patel
•This sounds like complete BS. If it were that easy to get through to the IRS, everyone would be doing it. I seriously doubt this service delivers what it promises. I'll bet they just charge you and then you still end up waiting forever.
0 coins
Malik Jackson
•The service works by using an automated system that dials and navigates the IRS phone tree, then stays on hold for you. When a live IRS agent finally answers, their system immediately calls your phone and connects you directly to that agent. You get text notifications throughout the process so you can see where you are in the queue. Yes, it's completely legitimate and allowed - they're essentially just waiting on hold on your behalf. The IRS doesn't care who's waiting on the line as long as the actual taxpayer is the one who speaks with the agent. I was also skeptical, but after spending nearly 3 hours on hold during my previous attempt, having someone else handle that part was worth every penny. The service delivered exactly what was promised, and I was able to get my RSU reporting questions answered without wasting another day on hold.
0 coins
Ravi Patel
I need to apologize and update my previous skeptical comment about Claimyr. After the frustrating experience trying to reach the IRS about a notice I received regarding my rental property income reporting, I decided to try https://claimyr.com out of desperation. I'm genuinely shocked at how well it worked. I submitted my request around 10am, received updates via text as they navigated the IRS phone system, and by 2pm that same day my phone rang with an actual IRS representative on the line. No 2-hour hold time on my end - I was able to work normally until they connected me. The IRS agent resolved my rental income reporting question in about 15 minutes, potentially saving me from an audit headache. For anyone who needs to speak with the IRS about complex tax situations like investment properties or equity compensation, this service is legitimately helpful. I'm still looking for a permanent tax accountant, but this solved my immediate issue.
0 coins
Freya Andersen
Has anyone tried using a tax professional through Upwork or other freelance platforms? I've been considering this approach since you can see reviews, set up video interviews, and often find qualified people at more reasonable rates than local high-cost firms. Just wondering if there are pitfalls I'm not seeing.
0 coins
Omar Zaki
•I tried the Upwork approach last year and had mixed results. Found a CPA with great reviews, but she got totally overwhelmed during tax season and communication suffered. Also, verify their credentials independently - not everyone claiming to be a CPA on those platforms actually is. Check your state's CPA license lookup tool.
0 coins
Freya Andersen
•Thank you for sharing your experience. That's a really good point about verification - I hadn't considered that credentials might not be properly vetted on freelance platforms. I'll definitely use my state's CPA license lookup tool if I go this route. The communication issue during busy season is concerning too. Maybe I should look for someone who has a smaller client base or specifically mentions their communication protocols during tax season.
0 coins
CosmicCrusader
Don't overlook smaller regional accounting firms that have embraced virtual services. After trying both large chains and independent preparers, I found a medium-sized firm based in Tennessee (I'm in California) that specialized in tech workers and property investors. Because they're located in a lower-cost area, their rates were about 30% less than comparable services in my city. The key is finding firms that explicitly market their virtual services and have experience with clients in tech hubs. They're used to handling RSUs, options and other tech compensation while charging more reasonable rates. The one I use even has a secure portal for document sharing and virtual meetings that's much better than just emailing files back and forth.
0 coins
Chloe Robinson
•This sounds promising! How did you find them initially? Was it through a referral or did you search online? I'm wondering what search terms would be most effective to find these types of regional firms with virtual services.
0 coins