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Workforce scheduling · November 2026 Edition

Deputy vs When I Work

Six of fourteen models named Deputy first on the direct prompt; six named When I Work. Both were named by all fourteen models and Deputy carries 40 labels and When I Work 43, so the shares are not directly comparable.

Deputy

accepted challenger

Named in nine categories this edition.

When I Work

accepted challenger

Named in eight categories this edition.

First-choice share29%24%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate2%2%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#1#3A position in a field of 11; printed, not drawn.
Labels4043A 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.Sling was named alongside these two in nine of the fourteen direct answers. Deputy vs Sling · Deputy vs Homebase · Deputy vs Connecteam

Share is the count of first choices across the direct, paraphrase, budget and scale prompts over all fourteen 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 fourteen models made each the first choice, per way of asking, and how many argued against it.
DeputyFirst choices, of fourteen modelsWhen I Work
Direct66
Paraphrase96
Comparative11
Budget-constrained00
Scale-constrained00
Negative001 against Deputy · 1 against When I Work
Bars are first choices, 0 to 14 each sideModels that argued againstA model can name both, so the two sides of a row do not sum to fourteen.

Across every category in the November 2026 Edition, Deputy and When I Work were named in the same answer 225 times, of the 401 answers naming Deputy and the 302 naming When I Work. In those answers When I Work took the first choice thirty-one times and Deputy thirty-three.

Every model, every framing

The eighty-four 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 4.20
Mistral Small
DeepSeek V4 Flash
Llama 4 Maverick
Qwen 3.7 Flash
Kimi K2
GLM 4.7 FlashX
MiniMax M2.5
GPT-6 Luna
Muse Glimmer 30B
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.

Both were the first choice

2 of 14 modelsThe answer named them together, and the judge labeled each a first choice.
GLM 4.7 FlashXDeputy, When I Work alternatives: Connecteam, Planday, Sling
MiniMax M2.5Deputy, When I Work alternatives: Connecteam, QuickBooks Time, Sling

Deputy first, When I Work an alternative

4 of 14 modelsWhen I Work was named in the answer but not as the choice, or not at all.
Perplexity SonarDeputy alternatives: Connecteam, Planday, Sling, When I Work
Grok 4.20Deputy alternatives: Connecteam, Sling, When I Work
Kimi K2Deputy alternatives: Sling, When I Work
GPT-6 LunaDeputy alternatives: UKG Ready

When I Work first, Deputy an alternative

4 of 14 modelsDeputy was named in the answer but not as the choice, or not at all.
Mistral SmallWhen I Work alternatives: Deputy, Sling
DeepSeek V4 FlashWhen I Work alternatives: Deputy, Planday, Sling
Qwen 3.7 FlashWhen I Work alternatives: Deputy, Sling, TimeForge
Muse Glimmer 30BWhen I Work alternatives: Connecteam, Deputy, Planday, Sling

Neither was the first choice, one was named

2 of 14 modelsThe answer put something else first and named one of the two as an alternative.
GPT-5.4 miniRippling, UKG Ready alternatives: Connecteam, Deputy
Gemini 3.5 FlashFloat alternatives: Connecteam, Deputy, Resource Guru, Rippling

Neither was named

2 of 14 modelsThe answer made no first choice from these two in this category.
Claude Haiku 4.5no first choice
Llama 4 Maverickno first choice

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 eleven points.
When I Work17%#4 of 8
Deputy6%#5 of 8
The full small business standing →
Mid-marketThe figures above
The order flips: Deputy leads at mid-market.
Deputy29%#1 of 11
When I Work24%#3 of 11
The full mid-market standing →
Enterprise
Deputy leads by fifteen points.
Deputy17%#2 of 13
When I Work2%#10 of 13
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.

“Multiple reviewers report "zero customer service"... the platform has stagnated—features haven't kept up with competitors despite increasing prices.” DeepSeek V4 Flash · negative prompt · soft negative
“my default pick is Deputy for a mid-market company that wants scheduling without replacing its HR/payroll system” GPT-6 Luna · direct prompt · first choice
“Deputy (*Best Overall*) ... a market leader for mid-sized businesses needing robust workforce management” Gemini 3.5 Flash · paraphrase 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. Three of three in this category shown.

“recurring complaints include: sync delays between app and website, bugs that cause misunderstandings about payroll, and limited mass-editing capabilities” DeepSeek V4 Flash · negative prompt · soft negative
“I'd recommend Deputy or When I Work - both offer the right balance of enterprise features, scalability, and ease of use” MiniMax M2.5 · direct prompt · first choice
“When I Work is consistently ranked as the best overall employee scheduling software for mid-market B2B companies.” Qwen 3.7 Flash · direct 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.