Contractor+ vs UpKeep
Head-to-head comparison of pricing, features, integrations, and use-case fit.
Contractor+
Free all-in-one estimating, invoicing, and job app for contractors
- Starting price
- Free tier available
- Aggregate rating
- 4.7 / 5
- Best team size
- 1-10
- Free trial
- No
UpKeep
Mobile-first CMMS for maintenance teams and facility operations
- Starting price
- From $24/mo
- Aggregate rating
- 4.5 / 5
- Best team size
- 5-100
- Free trial
- 14 days
What actually separates them
Only the points where Contractor+ and UpKeep genuinely differ, from our verified data. Everything they share is further down.
- → Entry price: Contractor+ starts at Free tier available, UpKeep at From $24/mo, so UpKeep is Infinityx the entry cost.
- → Trades served: Contractor+ covers Handyman Services, Landscaping & Lawn Care. The other does not.
- → Free trial: UpKeep runs a 14-day trial. Contractor+ has none, so you evaluate it on a demo.
- → Integrations: only Contractor+ connects to square; only UpKeep connects to sap, oracle, zapier, slack.
- → Features the other lacks: Contractor+ has estimates_quotes, invoicing, scheduling; UpKeep has work_order_management, preventive_maintenance, asset_management.
Quick verdict
Contractor+: Solo contractors and small trades teams that want a genuinely free, all-in-one estimating, invoicing, and job-management app on mobile.
UpKeep: Facility maintenance teams and trades servicing commercial properties with asset and equipment tracking needs (multi-property HVAC service, commercial mechanical maintenance).
User ratings favor Contractor+ (4.7 vs 4.5).
Contractor+ has a lower starting price (Free tier available).
Decision matrix — which one is right for you?
Pick Contractor+ if…
- → Your situation matches Contractor+'s target profile: Solo contractors and small trades teams that want a genuinely free, all-in-one estimating, invoicing, and job-management app on mobile
- → Budget is the constraint — Contractor+ starts at $0/mo vs $24/mo for UpKeep
- → You serve multiple trades — Contractor+ covers 6 verticals vs UpKeep's 4
Pick UpKeep if…
- → Your situation matches UpKeep's target profile: Facility maintenance teams and trades servicing commercial properties with asset and equipment tracking needs (multi-property HVAC service, commercial mechanical maintenance)
- → You want broader feature coverage — UpKeep ships 8 core features vs Contractor+'s 5
- → Integration ecosystem matters — UpKeep has 5 native integrations vs Contractor+'s 2
Pricing side-by-side
| Tier | Contractor+ | UpKeep |
|---|---|---|
| Tier 1 | Freedom (Free) — Free | Lite — $20/mo |
| Tier 2 | Pro — $29/mo | Starter — $45/mo |
| Tier 3 | Pro Team — $58/mo | Professional — $75/mo |
| Tier 4 | — | Business — Custom |
Contractor+ starts at $0/mo on Freedom (Free) and scales to $58/mo on Pro Team. UpKeep starts at $24/mo on Lite. Contractor+ is $24/mo cheaper at the entry tier. At scale (5+ users), both platforms typically converge in price as you climb the tier ladder.
Pros & cons
Contractor+
- + Lower entry price — Free tier available
- + Higher aggregate user rating (4.7 / 5)
- + Native QuickBooks integration (bidirectional sync)
- + Covers 6 trade verticals — strong multi-vertical fit
- − Lighter feature depth than mature FSM platforms (limited advanced dispatch and reporting)
- − Thinner integration ecosystem
- − Company maturity and longevity less established
- − Teams scaling past ~10 will likely outgrow it
UpKeep
- + 14-day free trial, no credit card required
- + Native QuickBooks integration (bidirectional sync)
- + Broad feature coverage (8 core features)
- + 12 years of product maturity (founded 2014)
- − Designed for facility maintenance rather than contractor FSM
- − Per-user pricing scales with team size
- − Significant overlap with full FSM platforms for trades doing service work
- − Can feel like the wrong tool for purely contractor-side workflows
Implementation timeline comparison
Contractor+
1-3 weeks self-service onboarding
UpKeep
1-3 weeks self-service onboarding
Enterprise-tier platforms ($250+/user/mo) typically require 3-6 months with dedicated admin time, custom pricebook setup, and phased rollout to field techs. Mid-tier platforms reach operational status in 4-8 weeks with optional paid onboarding. Entry-tier platforms are designed for self-service onboarding in 1-3 weeks. Always plan for 2-4 weeks of parallel operation with your existing system before cutting over.
Feature comparison
Only in Contractor+
- + estimates quotes
- + invoicing
- + scheduling
- + payment processing
- + customer portal
Both have
Only in UpKeep
- + work order management
- + preventive maintenance
- + asset management
- + inventory
- + parts tracking
- + mobile app
- + qr code scanning
- + reporting
Integrations
Only in Contractor+
- + square
Both integrate with
- ✓ quickbooks
Only in UpKeep
- + sap
- + oracle
- + zapier
- + slack
Which fits better in each trade
| Trade | Contractor+ fit | UpKeep fit | Winner |
|---|---|---|---|
| General Contractors | 8 / 10 | 7 / 10 | Contractor+ |
| HVAC | 7 / 10 | 6 / 10 | Contractor+ |
| Plumbing | 7 / 10 | 6 / 10 | Contractor+ |
| Electrical | 7 / 10 | 6 / 10 | Contractor+ |
Vertical-fit scores combine feature coverage, customer base concentration, and the tool's own positioning for the trade. See methodology.
Frequently asked questions
Which is better, Contractor+ or UpKeep?
Neither is universally better — they target different buyers. Contractor+ is best for Solo contractors and small trades teams that want a genuinely free, all-in-one estimating, invoicing, and job-management app on mobile. UpKeep is best for Facility maintenance teams and trades servicing commercial properties with asset and equipment tracking needs (multi-property HVAC service, commercial mechanical maintenance). See the decision matrix above for situation-specific guidance, or jump to the per-vertical winner table if you're in a specific trade.
Is Contractor+ cheaper than UpKeep?
Contractor+ has a lower starting price (Free tier available vs From $24/mo). However, total cost depends on team size, features needed, and tier — see the full pricing breakdown above.
Can Contractor+ and UpKeep integrate with QuickBooks?
Contractor+ integrates with QuickBooks natively. UpKeep integrates with QuickBooks natively. Both work with QuickBooks Online; confirm QuickBooks Desktop support before signing if your accountant uses Desktop.
Do Contractor+ or UpKeep offer a free trial?
Contractor+: no free trial advertised; demo on request. UpKeep: 14-day free trial, no credit card required.
How long does Contractor+ vs UpKeep take to implement?
Contractor+: 1-3 weeks self-service onboarding. UpKeep: 1-3 weeks self-service onboarding. Implementation length scales with pricing tier — enterprise platforms ($250+/user/mo) require 3-6 months with dedicated admin time; mid-tier platforms typically reach operational status in 4-8 weeks with optional paid onboarding.
Can I migrate from Contractor+ to UpKeep (or vice versa)?
Yes, but expect data normalization work. Customer records and active jobs typically import cleanly via CSV. Historical job data, recurring service agreements, and custom pricebooks rarely transfer perfectly — most shops leave historical data in the source system as archival reference rather than migrating it. Budget 2-4 weeks of parallel operation between the two systems during the cutover.
Contractor+ vs UpKeep: which has better customer support?
Both Contractor+ and UpKeep offer email support across all tiers, with phone and live chat typically reserved for higher tiers. Response time SLAs vary by tier — entry-tier customers usually get 24-48 hour email response; enterprise customers get dedicated account managers with same-day response. Read recent G2 reviews specifically for support-quality signals before committing.
Which is better for solo contractors vs growing teams?
For solo contractors and 2-3 person teams, the lower-priced option (Contractor+) typically wins on cost without sacrificing core features. For growing teams (5-15 employees), evaluate based on which platform's upper tiers include the features you'll need at your 12-18 month projected scale rather than buying for today's team size. For established 15+ employee operations, the depth of enterprise features (reporting, multi-location, marketing attribution) matters more than entry-tier price.
Need a deeper look?
See our full reviews with detailed pricing tiers, integration depth, and weaknesses.
Should your product be in this comparison?
We review Contractor+ and UpKeep against their own published pricing and terms, and we publish the cons next to the pros. If you build a competing product and it is not covered here, send it to us and it gets the same treatment.
Listings are free. No vendor can pay for placement, for a score, or to have a documented con removed. Read this page first and decide whether you want that.