How to Set Up a Private AI Assistant for Your Tax Prep Business (Without Exposing Client SSNs)
James Ballard · August 12, 2026
If you prepare taxes for a living, you handle some of the most sensitive data that exists: Social Security numbers, W-2s, bank statements, K-1s, dependent information, and full financial histories. That's exactly the kind of information you don't want floating through a shared, consumer-grade AI tool where you have no idea who can see it or how it's stored.
At the same time, AI is genuinely useful for a tax practice—summarizing documents, drafting client emails, organizing your workflow during crunch season. The tension is obvious: you want the help, but not the exposure.
This guide walks through a practical, non-technical way to run a private AI assistant that lives on a server you own—so you stay in control of where client data goes. No Linux, no command line, no IT hire required.
Why "private" actually matters for tax preparers
Tax professionals operate under real obligations. The IRS requires paid preparers to have a written information security plan (often called a WISP) under the FTC Safeguards Rule. Part of that is knowing where client data lives and who can access it.
With most mainstream AI chat tools, your inputs travel to a service you don't control, mingle with other users' traffic, and sit under someone else's account settings. For casual questions, fine. For a client's SSN or a scanned 1099, that's a hard no.
A private assistant flips the model. Instead of using someone else's AI service, you run your own assistant on a cloud server that belongs to you and your business. You decide what goes in. There's no shared consumer account, no marketing profile being built around your prompts.
> An honest note on privacy: "private" means the server and account are yours—not that no software anywhere ever processes text. Your assistant still uses an AI provider (you connect your own account) to generate responses, and cloud infrastructure exists on real machines. The point is you own the setup and control the flow, rather than pouring client data into a shared consumer tool. Always follow your own WISP and professional judgment about what you enter.
The old way vs. the launcher way
Historically, "run your own AI assistant" meant hiring a developer or teaching yourself server administration—firewalls, updates, security patching, the works. No tax preparer has time for that in February.
LaunchMy.ai exists to remove that barrier. It's a self-service web portal—we call it the Launchpad—that sets up your private assistant on a cloud server you own, without you ever touching a terminal.
Here's the key ownership detail: you own everything.
- Your server. It runs on a device you provide or a DigitalOcean Droplet created under your cloud account.
- Your AI usage. You connect your own Anthropic account, so AI usage is billed to you directly.
- Your control. We're a deployment launcher, not an operator. We don't hold the keys to your machine and we don't run your assistant for you.
To keep that server healthy without turning you into a sysadmin, every setup includes Dex, a built-in AI sysadmin that handles monitoring, routine maintenance, and repairs behind the scenes—so you never have to learn any of the technical plumbing normally required to run a server.
Step by step: getting your private assistant running
Here's what the process actually looks like for a non-technical firm owner.
1. Decide what you'll actually use it for
Before setup, get clear on the jobs to be done. Common ones for a tax practice:
- Drafting client emails and engagement-letter language
- Summarizing long documents or notes into plain English
- Building checklists for different return types
- Answering general "how do I phrase this" questions during prep
Notice these don't require dumping raw SSNs into the assistant. A good habit—even on a private system—is to minimize sensitive identifiers and use client initials or file numbers where you can. Private ownership plus good data hygiene is far stronger than either alone.
2. Set up your own cloud account
If you do not provide a device for the server, you'll create a DigitalOcean account (this is the cloud provider that hosts your server). This account is yours and stays yours. Expect to pay DigitalOcean directly—roughly $12/month for a suitable Droplet. That charge goes to them, not us, because the server belongs to you.
3. Launch through the Launchpad
Sign in to LaunchMy.ai and follow the guided steps. The Launchpad handles the technical heavy lifting—provisioning the server, installing your assistant, and configuring it—while you answer plain-language questions. There's no code to write and no server settings to memorize.
4. Connect your own AI usage
You'll link your own Anthropic account so the assistant can generate responses. Because it's your account, you see and control that usage directly. This is part of the "you own everything" model—we're not a middleman reselling you access.
5. Let Dex keep it running
Once you're live, Dex takes over the maintenance side—keeping an eye on the server's health, applying routine upkeep, and handling repairs so it keeps working while you focus on returns. You don't manage the server; Dex does.
6. Add assistants for your team (optional)
If you have staff or a spouse who also runs part of the business, you can add additional assistants. More on pricing below.
What it costs
Transparent pricing matters when you're running a business, so here's the full picture:
- Starter: $9.99/month, which covers your first assistant. Launch offer: $5.99/month for your first 6 months (40% off), then it renews at $9.99/month.
- Family/Team Add-On: $6.99/month per additional assistant, up to 5 more (6 total). Launch offer: $4.19/month each for the first 6 months.
- Annual option: $99.90/year for Starter (pay 10 months, get 12); add-ons $69.90/year each. The launch offer brings your first year to $79.90 for Starter.
- Expert Help: if you'd rather have a hand with setup, one-time paid support is available at $49 / $99 / $199.
Two costs are separate and paid by you directly, because you own that infrastructure:
- If you do not provide your own server, Your cloud server (DigitalOcean, ~$12/month)
- Your AI usage (billed by Anthropic based on how much you use)
We think it's fair to be upfront: the LaunchMy.ai subscription is for the launcher and Dex's ongoing care of your setup. The server and AI usage are yours, on your accounts.
A realistic expectation-setter
A private assistant is a strong step toward keeping sensitive client information under your control—but it's a tool, not a compliance department. The service is provided "as is," and it doesn't replace your professional judgment, your written security plan, or your own decisions about what data to enter. Use it the way you'd use any capable assistant: helpful, fast, and always supervised by a professional who knows the stakes.
The takeaway
Tax preparers don't have to choose between "useful AI" and "protecting client SSNs." By running a private assistant on a server you own—set up in plain language through the Launchpad and quietly maintained by Dex—you get the productivity without handing your clients' financial lives to a shared consumer tool.
You own everything. We do the hard parts. And you never touch a terminal.
Ready to launch before the next filing season? Start at LaunchMy.ai—$5.99/month for your first 6 months, then $9.99/month.