AI scans receipts and banks to maximize deductions—claim 20% more effortlessly.
Solo bootstrapping small business owners lose critical time battling overly complex government tax and reporting compliance requirements.
DeductPilot uses AI to categorize expenses from email receipts, bank transactions, and photos, auto-matching IRS Schedule C rules for solopreneurs. It generates deduction reports for tax time and flags audit risks. Reclaim lost refunds without spreadsheets or CPAs.
Solo small business owners bootstrapping without teams
AI-first deduction optimizer trained on solo biz patterns, with 99% categorization accuracy—beats manual entry tools by auto-importing everything.
friendly
Snap pic, AI extracts and categorizes (mileage, supplies).
Plaid import + ML labels as deductible (home office, ads).
Exports IRS-ready Schedule C summary PDF.
Flags unusual deductions based on IRS benchmarks.
GPS auto-log business drives with IRS mileage rate.
Forward receipts@deductpilot.com for auto-process.
Predict year-end refund based on trends.
Upload past years for retro claims.
| Column | Type | Nullable |
|---|---|---|
| id | uuid | No |
| text | No | |
| subscription_tier | text | Yes |
| created_at | timestamp | No |
| Column | Type | Nullable |
|---|---|---|
| id | uuid | No |
| user_id | uuid | No |
| amount | int | No |
| category | text | No |
| date | timestamp | No |
| source | text | Yes |
Relationships:
| Column | Type | Nullable |
|---|---|---|
| id | uuid | No |
| user_id | uuid | No |
| plaid_txn_id | text | No |
| amount | int | No |
| description | text | Yes |
| categorized | bool | No |
Relationships:
/api/receipt/uploadProcess photo/email receipt with AI
/api/transactions/syncFetch and categorize new bank txns
/api/reports/schedule-cGenerate deduction summary PDF
/api/mileage/logRecord GPS mileage
/api/risks/scanCheck current deductions for flags
No reports
No limits
None
| Month | Users | Conversion | MRR | ARR |
|---|---|---|---|---|
| Month 1 | 80 | 4% | $112 | $1,344 |
| Month 6 | 700 | 7% | $1,715 | $20,580 |
Pilot auto-tags expenses, builds reports—solopreneurs report 25% bigger refunds.
Share Figma prototype on r/tax, offer free lifetime Pro to first 5 validators. Target 'tax deductions freelancer' Twitter searches for DMs. Post in Facebook solopreneur groups with demo video.
Receipt scan
Team-focused, no tax reports
Solo tax-specific AI + IRS exports
Auto-find deductions
US-only freelancers, no mileage/AI depth
Broader AI + risk scan
Proprietary AI model improves with anonymized user data; sticky via historical deduction library.
AI OCR maturity + 2023 deduction rule expansions create perfect timing for solos.
AI categorization errors
Human override + feedback loop
OpenAI costs spike
Cache results, tier limits
Success: 70% manual tracking now
Success: 90% auto-approval rate
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