WonTheJob vs Leap — 2026

Leap is built for sales reps at kitchen tables.
WonTheJob is built for the guy on the roof.

Both tools send contractor proposals. The difference is who they were built for — and what happens after the proposal goes out.

Try WonTheJob Free
60 seconds
WonTheJob setup time
Weeks
Leap setup time
$47/mo flat
WonTheJob starting price
$79–99/user/mo
Leap starting price

Feature-by-feature comparison

Feature
WonTheJob
Leap
AI proposal generation
Template-based, not AI
Voice-to-proposal (speak your scope)
Setup time
60 seconds
Weeks w/ onboarding specialist
Works on a phone mid-job
Tablet-focused, in-home sales
Homeowner portal (view, sign, message)
Good / Better / Best tiering
Automated SMS follow-up (Day 1, 3, 5)
TCPA-compliant messaging built in
Proposal quality score (AI grading)
Read receipts + open tracking
Basic open tracking only
Proposal expiration countdown
Win / loss AI intelligence
No annual contract required
Flat monthly pricing (no per-user fees)
$99/user/mo on team plan
Free trial available
Works for all 8 contractor trades
Roofing/remodeling focused
Google Calendar integration
Financing calculator (Wisetack)
GreenSky only
Contractor public profile + reviews

Ready to switch?

No annual contract. No onboarding specialist. No per-user fees.
Your first proposal in 60 seconds.

Start Free — No Credit Card Required
Founding Member plan: $47/mo locked forever · First 50 spots only