Contractor payroll hub: Track, pay, classify—spreadsheet-free for micro-teams.
Bootstrapped founders of small remote teams are stuck using error-prone spreadsheets for payroll and compliance because expensive HR tech tools are overkill and unaffordable.
TinyPayHQ manages contractors: invoice approval, auto-classification (employee vs contractor), payroll runs with 1099 prep. Integrates Slack/email for approvals, keeps all history audit-ready. Ideal for bootstrapped founders with 5-15 freelancers abroad.
Bootstrapped founders managing small remote teams (under 10-20 people)
Contractor-first with misclassification risk scanner + Slack bot for approvals—zero setup for solopreneurs.
professional
Parse contractor invoices to hours/pay.
IRS-style quiz to flag employee vs contractor risks.
Bot for invoice/payroll sign-off.
Aggregate year data for tax forms.
Pay multiple contractors via Stripe Connect.
Searchable log with attachments.
Auto-nag for missing invoices.
Sync with tools.
| Column | Type | Nullable |
|---|---|---|
| id | uuid | No |
| name | text | No |
| slack_webhook | text | Yes |
Relationships:
| Column | Type | Nullable |
|---|---|---|
| id | uuid | No |
| team_id | uuid | No |
| name | text | No |
| stripe_connect_id | text | Yes |
| classification_risk | int | Yes |
Relationships:
| Column | Type | Nullable |
|---|---|---|
| id | uuid | No |
| contractor_id | uuid | No |
| amount | int | No |
| status | text | No |
| approved_at | timestamp | Yes |
Relationships:
| Column | Type | Nullable |
|---|---|---|
| id | uuid | No |
| invoice_id | uuid | No |
| payout_id | text | Yes |
Relationships:
/api/contractorsAdd contractor
/api/invoices/importParse invoice
/api/invoices/:id/approveApprove via Slack
/api/payouts/batchRun batch pay
/api/1099/summaryYearly totals
No payouts
| Month | Users | Conversion | MRR | ARR |
|---|---|---|---|---|
| Month 1 | 70 | 3% | $42 | $504 |
| Month 6 | 500 | 6% | $600 | $7,200 |
Target r/forhire posters needing payment tools; offer beta to Upwork agency owners via Twitter; free tier to micro-agency Discords.
Signing + accounting
No integrated classification/pay
All-in-one hub
HR tracking
Not contractor-focused
Freelancer optimizations
Slack network effects + invoice data aggregation.
Gig economy surge, IRS cracking on misclassification.
Stripe Connect approval
Fallback to manual
Slack deps
Email fallback
Success: Pain match
Success: 10% conv
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