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Workforce scheduling · September 2026 Edition

Deputy vs When I Work

Five of twelve models named Deputy first on the direct prompt; zero named When I Work. Deputy was named by eleven of the twelve models and When I Work by eleven and Deputy carries 26 labels and When I Work 28, so the shares are not directly comparable.

Deputy

accepted challenger

Named in eight categories this edition.

When I Work

accepted challenger

Named in five categories this edition.

First-choice share26%6%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate0%11%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#1#5A position in a field of 9; printed, not drawn.
Labels2628A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, Deputy reading right to left. Rank and label count are printed, not drawn.Deputy vs Homebase · Deputy vs Sling · Deputy vs Connecteam

Share is the count of first choices across the direct, paraphrase, budget and scale prompts over all twelve models, for a mid-market B2B company; rank is within the category; every quote names the model and the prompt it came from. Both figures come from the workforce scheduling page.

By framing

How many of the twelve models made each the first choice, per way of asking, and how many argued against it.
DeputyFirst choices, of twelve modelsWhen I Work
Direct501 against When I Work
Paraphrase73
Comparative32
Budget-constrained001 against When I Work
Scale-constrained00
Negative001 against When I Work
Bars are first choices, 0 to 12 each sideModels that argued againstA model can name both, so the two sides of a row do not sum to twelve.

Across every category in the September 2026 Edition, Deputy and When I Work were named in the same answer 158 times, of the 273 answers naming Deputy and the 222 naming When I Work. In those answers When I Work took the first choice sixteen times and Deputy twenty-three.

Every model, every framing

The seventy-two answers behind the chart above, one cell each: where Deputy and When I Work stood in it.
ModelDirectParaphraseComparativeBudget-constrainedScale-constrainedNegative
Claude Haiku 4.5
GPT-5.4 mini
Gemini 3.5 Flash
Perplexity Sonar
Grok 4.1 Fast
Mistral Small
DeepSeek V4 Flash
Llama 4 Maverick
Qwen 3.7 Flash
Kimi K2
GLM 4.7 FlashX
MiniMax M2.5
Deputy When I Work first choice named as an alternative argued againstblank: not namedEach cell is one answer, Deputy on the left and When I Work on the right.

The direct prompt

The plain question, one answer per model, grouped by where Deputy and When I Work stood in it.

Deputy first, When I Work an alternative

5 of 12 modelsWhen I Work was named in the answer but not as the choice, or not at all.
Perplexity SonarDeputy alternatives: Rippling, Workforce.com
DeepSeek V4 FlashDeputy alternatives: ADP Workforce Now, Connecteam, Jobber, When I Work, Workforce.com
Qwen 3.7 FlashDeputy alternatives: Humanity, Rippling, TimeTrex
Kimi K2Deputy alternatives: Humanity, When I Work
GLM 4.7 FlashXDeputy alternatives: Connecteam, Humanity, TimeTrex, When I Work, Workforce.com, Zoho People

Neither was the first choice, one was named

4 of 12 modelsThe answer put something else first and named one of the two as an alternative.
GPT-5.4 miniRippling alternatives: Connecteam, Homebase, When I Work
Gemini 3.5 FlashAssembled alternatives: Calendly, Chili Piper, Deputy, Float, RevenueHero, Rippling, Runn
Grok 4.1 FastADP Workforce Now, Rippling alternatives: Connecteam, Deputy
MiniMax M2.5TimeTrex alternatives: Deputy, Humanity, ScheduleAnywhere, When I Work

Neither was named

3 of 12 modelsThe answer made no first choice from these two in this category.
Claude Haiku 4.5Paycor alternatives: Buddy Punch, Sling, UKG Pro
Mistral SmallPaycor, TimeTrex alternatives: 7shifts, Buddy Punch, Connecteam
Llama 4 MaverickTimeTrex

Bold names in an answer are the products the judge labeled a first choice; a model naming several gives each of them that label. The full answer text for every row is in the record.

By buyer segment

The same question asked on behalf of a different buyer. Each standing is computed within its segment and they are never added together. The figures above are the mid-market standing, which is the one the category orders by.
Small business
When I Work leads by seven points.
When I Work7%#4 of 7
Deputy0%#5 of 7
The full small business standing →
Mid-marketThe figures above
The order flips: Deputy leads at mid-market.
Deputy26%#1 of 9
When I Work6%#5 of 9
The full mid-market standing →
Enterprise
Deputy leads by six points.
Deputy8%#3 of 8
When I Work2%#– of 8
The full enterprise standing →

What the models said about Deputy

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Three of three in this category shown.

“1. Deputy (Best Overall Balance) ... Deputy strikes the best balance between sophisticated feature sets (like AI forecasting) and user-friendly design.” Qwen 3.7 Flash · direct prompt · first choice
“I'd recommend Deputy if you have multiple locations or compliance needs, or Connecteam if you have deskless/field workers” Kimi K2 · paraphrase prompt · first choice
“Look at Homebase, Deputy, or When I Work\u2014these are entirely different tools from the booking apps above.” DeepSeek V4 Flash · comparative prompt · first choice

What the models said about When I Work

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Four of four in this category shown.

“Employee Scheduling Tools (7shifts, HotSchedules, When I Work)... caution is about your own operational hygiene.” DeepSeek V4 Flash · negative prompt · soft negative
“does not appear to offer the same free-plan value as Connecteam” GPT-5.4 mini · budget prompt · soft negative
“I'd suggest starting with When I Work if budget is a concern and you need something that's easy to implement” MiniMax M2.5 · paraphrase prompt · first choice
“For most mid-sized B2B companies, When I Work or Homebase are excellent starting points” Mistral Small · paraphrase prompt · first choice
Also compared

Comparisons are drawn for the top eight products in each category, each against each. The output is the models' output; nothing here is a recommendation by the index.