Upload last year's tax return and your bank statements. PilePilot finds the tax moves, cleans the books, and gives you tax-ready self-prep workpapers.
Free scan · Get current from $299 · Stay current from $59/mo
PilePilot makes the hard part feel obvious: upload the proof, review the labels, and walk away with the next tax conversation already organized.
Bank PDFs, credit card CSVs, checks, refunds, and owner notes all land in one client workspace.
Every unfamiliar line is flagged, every learned vendor improves the next pass, and the P&L updates as you go.
The app suggests legal tax moves, asks eligibility questions, builds a checklist, and tracks implementation.
The same strategies a tax preparer charges $5K–$50K to plan. Every one has a step-by-step checklist and IRC citations. Yours free.
Convert Airbnb losses into a deduction against your W-2 income — no REPS required.
§469(h)Split profit into W-2 + distributions. Distributions skip the 15.3% SE tax.
§1361Rent your home to your business 14 days/yr. Business deducts it, you receive it tax-free.
§280A(g)Reclassify 20–30% of building basis into short-life property — bonus-depreciate year 1.
§168(k)Up to $69K total contributions with the mega-backdoor Roth lane on top.
§401(k)Building software or iterating products? 6–10% of qualified wages comes back as a credit.
§41Generic tax tips are noise. We pulled the strategies that actually move money for six common one-person and small businesses. Pick yours.
S-corp · §179 · home office · hire your kids · QBI
See the 5 moves → 🔨§179 trucks · S-corp · hire kids · Augusta · R&D
See the 5 moves → 🩺STR loophole · Augusta · kids · REPS · DB plan
See the 5 moves → 🏘️Cost seg · REPS · STR · §1031 · §121
See the 5 moves → 🍕WOTC · §179 · meals · S-corp · Solo 401(k)
See the 6 moves → 💻S-corp · SEP · Solo 401(k) mega · home office · HSA
See the 5 moves →Drop your business income. Pick your industry. Get a real dollar number — plus the top legal strategies for your profile. No tax jargon, no signup to see your answer.
Calculate your savings → No email required to see the numberReceipts in the truck. Statements in the inbox. Venmos to subs. Photos of materials. Cards in a box. PilePilot was built for real small-business owners and tax pros tired of watching admin work bury the books — so we built the autopilot.
Each agent handles one job a human normally would. They share the same data, so they're smarter together than apart. See each agent in detail →
Snap a photo of your bank statement. Five minutes later you have a categorized P&L, vendor learning, and a tax-ready Schedule C — with IRS citations on every line.
Finish a job, tap "Bill it." Invoice goes out via Stripe with Apple Pay built in. Late payers get gentle reminders in your voice, drafted for your approval.
Upload your work. AI writes the caption in your voice, picks the hashtags, schedules to Instagram, TikTok, and Facebook at peak time. Hands free.
Reads your inbox. Drafts replies to quote requests, scheduling, and customer questions — all in your voice. Push notification: "3 drafts ready." Tap to send.
Customer books through a polished page. Calendar synced. Reminders sent at 24h and 1h. No-shows get rescheduled. Recurring jobs auto-book. You just show up.
Books knows what Biller invoiced. Poster knows what Scheduler booked. Replier reads it all. No single-purpose tool can copy this.
Before we let anyone else near it, we ran PilePilot end-to-end on a real small business's full year — every account, every receipt, every check. Ten rounds of audit later, here's what came out.
Every line cited to IRS Schedule C instructions, Pub 463, Pub 535, Pub 587, Pub 946. See the full P&L breakdown →
"Most business owners don't hate their books — they hate that the books steal hours from the work they actually love. So PilePilot hands the whole job to AI: clean books, the tax moves you're leaving on the table, and tax-ready workpapers you can file or hand to your tax pro. For every kind of business."
PilePilot is live. Start free — no credit card, cancel any time. Drop your email and we'll get you set up. Founding users lock in their pricing for life.
No spam. We email you once when your seat is ready, and never sell your address.