Connecteam vs When I Work
Connecteam fits deskless / frontline teams needing scheduling + mobile communications; When I Work fits hourly teams that mainly need scheduling and messaging at a low per-user price.
Connecteam
Frontline workforce app with Ops, Comms, and HR & Skills hubs — free ≤10 users; paid hubs from $29/mo annual for first 30 users.
Best for
- • Deskless / frontline teams needing scheduling + mobile communications
- • Ops leaders who want hubs for time, tasks, and skills in one mobile app
- • Small teams that can start on the ≤10-user free plan
Starting from $29.00/user/mo
Free plan available
VS
Our verdict
No universal winner. Choose based on which criteria matter most for your team.
Connecteam is better for
- ✓ Free plan
When I Work is better for
- ✓ Starting pricing
Tie
- • Integrations
Choose Connecteam if: Deskless / frontline teams needing scheduling + mobile communications
Choose When I Work if: Hourly teams that mainly need scheduling and messaging at a low per-user price
When I Work
Per-user hourly scheduling — Essentials from $2.50/user/mo; Pro $5; Premium $8; 14-day trial. Time & attendance is a paid toggle.
Best for
- • Hourly teams that mainly need scheduling and messaging at a low per-user price
- • Operators who will trial 14 days before buying Deputy or Homebase hubs
- • Multi-location teams that stay on Essentials+ for templates and OpenShifts
Starting from $2.50/user/mo
No free plan
Quick verdict
Start here — then dig into the evidence below.
Choose Connecteam if…
- Deskless / frontline teams needing scheduling + mobile communications
- Ops leaders who want hubs for time, tasks, and skills in one mobile app
- Small teams that can start on the ≤10-user free plan
- You prioritize free plan
Choose When I Work if…
- Hourly teams that mainly need scheduling and messaging at a low per-user price
- Operators who will trial 14 days before buying Deputy or Homebase hubs
- Multi-location teams that stay on Essentials+ for templates and OpenShifts
- You prioritize starting pricing
Overall recommendation
No universal winner. Choose based on which criteria matter most for your team.
Key trade-off
Connecteam trades toward free plan; When I Work trades toward starting pricing.
Winner by category
Only dimensions with researched evidence for this pair.
| Dimension | Winner | Why |
|---|---|---|
| Starting pricing | When I Work wins | When I Work publishes a lower researched starting floor ($2.5/mo vs $29/mo for Connecteam). Confirm currency, renewals, and add-ons — not a total TCO winner. |
| Free plan | Connecteam wins | Connecteam researches a free plan; When I Work does not research a free plan. |
| Integrations | Tie | Connecteam and When I Work are close on integrations (8/10 vs 8/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing. |
Side-by-side feature matrix
Normalized availability from product research — empty rows are not shown.
Hiring
| Feature | Connecteam | When I Work |
|---|---|---|
| Applicant tracking | Moderate | Moderate |
| Career site & job boards | Limited | Moderate |
| Interview scheduling | Limited | Limited |
Workforce
| Feature | Connecteam | When I Work |
|---|---|---|
| Workforce scheduling | Strong | Strong |
| Frontline communications | Strong | Strong |
| Time & attendance | Strong | Moderate |
| GPS / geofence clock-in | Strong | Moderate |
People & payroll
| Feature | Connecteam | When I Work |
|---|---|---|
| Core HRIS | Not evidenced | Moderate |
| Payroll processing | Not evidenced | Limited |
| Benefits administration | Not evidenced | Limited |
Training
| Feature | Connecteam | When I Work |
|---|---|---|
| SOP / knowledge base | Moderate | Moderate |
| Employee training paths | Strong | Moderate |
| LMS / course commerce | Limited | Limited |
Platform
| Feature | Connecteam | When I Work |
|---|---|---|
| HRIS integrations | Strong | Strong |
| Analytics & reporting | Strong | Strong |
| AI assistance | Moderate | Moderate |
Pricing comparison
Pricing evidence last checked Sep 10, 2026.
Connecteam
From $29.00/user/mo
- Small Business Free$0.00/user/mo
- Basic (per hub)$29.00/mo
- Advanced (per hub)$49.00/mo
- Expert (per hub)$99.00/mo
When I Work
From $2.50/user/mo
- Essentials$2.50/user/mo
- Pro$5.00/user/mo
- Premium$8.00/user/mo
- EnterpriseCustom
Seat-count estimates
Labeled estimates from verified starting per-seat pricing — not invoices.
| Seats | Connecteam | When I Work |
|---|---|---|
| 5 | ~$145.00/mo (5 × starting seat) | ~$12.50/mo (5 × starting seat) |
| 10 | ~$290.00/mo (10 × starting seat) | ~$25.00/mo (10 × starting seat) |
| 25 | ~$725.00/mo (25 × starting seat) | ~$62.50/mo (25 × starting seat) |
| 50 | ~$1,450.00/mo (50 × starting seat) | ~$125.00/mo (50 × starting seat) |
Estimate from verified starting per-seat pricing — actual total depends on plan, annual discounts, and add-ons.
Connecteam researched starting price from $29/mo; a free plan is researched. When I Work researched starting price from $2.5/mo. Affiliate economics excluded.
Best for
Scenario picks from researched strengths — not a universal ranking.
- → Connecteam
Best for free plan
Connecteam researches a free plan; When I Work does not research a free plan.
- → When I Work
Best for starting pricing
When I Work publishes a lower researched starting floor ($2.5/mo vs $29/mo for Connecteam). Confirm currency, renewals, and add-ons — not a total TCO winner.
The differences that actually matter
Pair-specific analysis for Connecteam vs When I Work — not generic category copy.
Starting pricing
When I Work aheadOn starting pricing, When I Work is ahead. Connecteam: Trails When I Work on this criterion. When I Work: When I Work publishes a lower researched starting floor ($2.5/mo vs $29/mo for Connecteam). Confirm currency, renewals, and add-ons — not a total TCO winner.. Feature evidence also diverges on Career site & job boards (Connecteam: Limited; When I Work: Moderate); Time & attendance (Connecteam: Strong; When I Work: Moderate); GPS / geofence clock-in (Connecteam: Strong; When I Work: Moderate).
Pros and cons
Product-specific for this pair — derived from researched outcomes and editorial notes.
Connecteam
Pros
- Stronger on free plan
Cons
- Trails on starting pricing
When I Work
Pros
- Stronger on starting pricing
Cons
- Trails on free plan
Who should not choose each product
Decision quality improves when we say who should walk away.
Don't choose Connecteam if…
- You need When I Work's stronger starting pricing more than Connecteam's strengths
- Your primary fit looks closer to: Hourly teams that mainly need scheduling and messaging at a low per-user price
- Your primary fit looks closer to: Operators who will trial 14 days before buying Deputy or Homebase hubs
Don't choose When I Work if…
- You need Connecteam's stronger free plan more than When I Work's strengths
- Your primary fit looks closer to: Deskless / frontline teams needing scheduling + mobile communications
- Your primary fit looks closer to: Ops leaders who want hubs for time, tasks, and skills in one mobile app
Alternatives worth considering
When neither product is the right fit.
Time & attendance with free forever unlimited users (GPS, face recognition, timesheets) — paid Premium ~$4.49 and Ultimate ~$7.99/user/mo annual.
Mid-market ATS with free Bootstrap, paid Startup/Growth/Business pools, career site, and interview workflows — Growth from $273/mo annual.
SOP and employee training platform with Core/Pro/Premium/Enterprise contact pricing — implementation fee $1,000; best suited ~25–1000 employees.
SMB hourly WFM (scheduling, time, hiring) priced per location — free Basic ≤10 employees at 1 site; paid Essentials from $24/location/mo annual.
Final verdict
Scenario-level close — not a repeat of the intro.
Connecteam wins when…
Deskless / frontline teams needing scheduling + mobile communications
When I Work wins when…
Hourly teams that mainly need scheduling and messaging at a low per-user price
- Best for free planConnecteam
- Best for starting pricingWhen I Work
Which one should you choose?
Choose Connecteam if:
- Deskless / frontline teams needing scheduling + mobile communications
- Ops leaders who want hubs for time, tasks, and skills in one mobile app
- Small teams that can start on the ≤10-user free plan
Choose When I Work if:
- Hourly teams that mainly need scheduling and messaging at a low per-user price
- Operators who will trial 14 days before buying Deputy or Homebase hubs
- Multi-location teams that stay on Essentials+ for templates and OpenShifts
Product screenshots
Real product UI from our media library — no placeholders.
Connecteam
When I Work
FAQ
- Is Connecteam better than When I Work?
- No universal winner. Choose based on which criteria matter most for your team.
- Which HR software fits which team?
- Connecteam: Deskless / frontline teams needing scheduling + mobile communications When I Work: Hourly teams that mainly need scheduling and messaging at a low per-user price
- Does Connecteam or When I Work have a free plan?
- Connecteam: Free plan available. When I Work: No free plan.
- How does Connecteam vs When I Work pricing compare?
- Connecteam starts from $29.00/user/mo. When I Work starts from $2.50/user/mo. Confirm live vendor pricing before purchasing.
- How did SoftwareGlimpse compare these products?
- We map both products to the same category criteria, then evaluate trade-offs using verified product, pricing and feature evidence. Affiliate relationships never change outcomes.
- reviewConnecteam review
- reviewWhen I Work review
- pricingConnecteam pricing
- pricingWhen I Work pricing
- alternativeJibble alternative
- alternativeBreezy HR alternative
- alternativeTrainual alternative
- guideWhat Is HR Software?
- guideHow to Choose HR Software
- guideHR Software Pricing Guide
- categoryHR software hub
- finderBest HR software
Related comparisons
Alternatives to consider
Jibble
Time & attendance with free forever unlimited users (GPS, face recognition, timesheets) — paid Premium ~$4.49 and Ultimate ~$7.99/user/mo annual.
Breezy HR
Mid-market ATS with free Bootstrap, paid Startup/Growth/Business pools, career site, and interview workflows — Growth from $273/mo annual.
Trainual
SOP and employee training platform with Core/Pro/Premium/Enterprise contact pricing — implementation fee $1,000; best suited ~25–1000 employees.
Homebase
SMB hourly WFM (scheduling, time, hiring) priced per location — free Basic ≤10 employees at 1 site; paid Essentials from $24/location/mo annual.
Still deciding between Connecteam and When I Work?
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