Careers at Y10

Tax and Accounting Associate, remote

I'm looking for someone to take on the firm's core work alongside me: monthly books all year, tax returns in season, and the client conversations around both. I review everything before it goes out. You'd be working with Claude every day, and I want someone who's excited by that, not wary of it.

Full timeRemote, anywhere in the USSalary plus goal bonusFlexible start date

About Y10 Tax Solutions

Y10 Tax Solutions is a boutique tax and accounting firm in Baltimore, serving individuals and small businesses nationwide. The firm runs on good tools (TaxDome, QuickBooks Online, Claude) and on written process, so nobody has to guess how something is done. We're small and direct: clear goals, honest feedback, clients treated like their situation matters, and room for you to make the way we work better.

About Yehuda

I'm Yehuda Tenenbaum, an Enrolled Agent, and I started Y10 to give people a tax partner they can actually reach: someone who explains things in plain English and sticks around long after April. I also host the Tax Tech Simplified podcast and serve on the IRS's Electronic Tax Administration Advisory Committee, so how technology changes this work is something I think about every day.

The work

Monthly accounting for small business clients: categorizing, reconciling, and getting answers from clients when something doesn't add up.
Tax returns for individuals and small businesses, prepared and ready for my review, in tax season.
Keeping work moving in our client portal: the questions, the missing documents, the follow-up.
Using Claude to do all of it better, and documenting the process along the way.

You

At least one real tax season preparing returns, and some accounting work.
You know tax well enough to tell when an AI's answer is wrong, and you check.
You like technology and want to keep getting better with it.
You're an EA or CPA, or you want to become one.
You write clearly. Clients should understand every message you send.
You notice details. To show it, start your answer to the first question in the application below, "Why Y10 Tax Solutions, and why now?", with the number of your favorite IRS form.

How we work

Fully remote. We agree on goals ahead of time: each month's books ready for review by a set day, each return ready for review within a set number of days, and a high bar at review. No time tracking.
Day to day we talk in a team chat app. The firm provides your computer.
Pay: $48,000 to $52,000 base salary, plus a bonus of up to $8,000 tied to the goals.
Benefits: paid time off. The firm closes on federal holidays and Jewish holidays, with half days before Jewish holidays. A monthly amount toward your health insurance, up to a set cap.

How to apply

The application, right here. A few written answers about your own work, and a short video introducing yourself.
A live video interview with me. You'll share your screen and work through a real problem while talking me through it. Use any AI tool you like.

Your answers save in this browser as you go. Coming back on a different device, or after clearing your browser data, starts you fresh.

Part 1: About you

Full name *

Email *

Phone

State you'd work from *

Link to your resume *

LinkedIn profile *

Tax seasons preparing returns *

EA or CPA? *

Tax and accounting software you've used

Part 2: Your work

A few honest paragraphs beat a polished essay. Leave out client names.

For question 3, refer to the return or books you're describing as "the Hartwell file."

1. Why Y10 Tax Solutions, and why now? *

2. How do you use AI in your work today? *

Be specific. What have you built or changed with it?

3. Tell me about a mistake on a return or in a set of books, one you caught or one you made. What did you change afterward? *

4. What systems do you use to work with AI? *

Describe your setup in as much detail as you like: the tools, how they fit together, and how they fit into your work.

5. A client is three weeks late sending documents and you need them to finish the work. What do you do? *

Part 3: Introduce yourself on video

A link to a 3 to 5 minute video *

No editing needed. Tell me:

Who you are
The work you've liked most so far
What you want to be doing in three years

You'll get a confirmation on this page.

Something went wrong sending your application. Your answers are still saved here. Please try again, or email yehuda@y10tax.com.

Thanks, it's received.

I read and watch every application myself. If yours moves forward, I'll email you to set up a live interview.