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TruMile vs Have Another Cherry

A side-by-side comparison built from both listings. Blank cells mean the company has not given that detail; we never guess.

TruMile compared with Have Another Cherry
Detail TruMile Have Another Cherry
What it doesAutomatic mileage tracking for self-employed drivers, realtors, and gig workers Split fairly. Settle easily.
StageNot given Not given
FoundedNot given Not given
Based inUS Not given
Pricing modelFreemium Freemium
PricingFree: 40 auto-detected trips per month, unlimited manual trips. Pro: $7.99/month or $59.99/year (save 37%). Free: unlimited expenses, AI receipt scanning, shared ledger, settle up, email invites, recurring expenses, no ads. Cherry+ monthly: $3.99/month per user. Cherry+ yearly: $29.99/year per user. Cherry+ lifetime: $99.99 once per user.
Key features
  • Auto-detect every drive with GPS and motion sensors
  • Classify trips with a swipe (business, personal, medical, charitable)
  • Generate IRS-compliant PDF and CSV reports
  • Smart classification learns your routes and auto-tags trips
  • iCloud sync across iPhone and iPad
  • Siri Shortcuts for voice control
  • Import from MileIQ, Everlance, Stride, Driversnote
  • Support for US, Canada, UK, and Australia tax rates
  • Receipt OCR and expense tracking (Pro)
  • Support for multiple vehicles (Pro)
  • Percentage-based splits by one agreed ratio
  • AI receipt scanning with line items
  • One-tap settle up that clears specific expenses
  • Recurring expenses on autopilot
  • Payment method recorded with each expense
  • Encrypted shared expense ledger
  • Financial interaction style assessment
  • Venmo and Zelle handoff
  • Dark Cherry blind splits
  • Household Vault for bills and passwords
What makes it different
  • Smallest app size at 19.8 MB, 6x smaller than MileIQ
  • No manual start/stop; automatic detection runs in background
  • On-device classification keeps trip data private on your device
  • Honest pricing that doesn't increase with automatic renewals
  • Every expense stays its own line for transparency and individual adjustment
  • Records how payments were made to distinguish cash from card fronts
  • No joint account required
  • Built for permanent household living, not temporary trips
Community votes00
DR (Domain Rating by Ahrefs)4 no change since last check15 −3 (down) since last check
Trust Flow (Majestic)66
Citation Flow (Majestic)1824
Referring domains (Majestic)518

5 details filled in for both companies.

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