Calendly vs Cal.com
Eight of twelve models named Calendly first on the direct prompt; zero named Cal.com. Calendly was named by twelve of the twelve models and Cal.com by eleven and Calendly carries 60 labels and Cal.com 36, so the shares are not directly comparable.
United States, founded 2013. Named in four categories this edition.
Named in two categories this edition.
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 meeting scheduling page.
By framing
CalendlyFirst choices, of twelve modelsCal.com
Across every category in the September 2026 Edition, Calendly and Cal.com were named in the same answer ninety-nine times, of the 209 answers naming Calendly and the 121 naming Cal.com. In those answers Cal.com took the first choice fifteen times and Calendly fifty-six.
Every model, every framing
| Model | Direct | Paraphrase | Comparative | Budget-constrained | Scale-constrained | Negative |
|---|---|---|---|---|---|---|
| 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 | | | | | |
Calendly Cal.com first choice named as an alternative argued againstblank: not namedEach cell is one answer, Calendly on the left and Cal.com on the right.The direct prompt
Calendly first, Cal.com an alternative
8 of 12 modelsCal.com was named in the answer but not as the choice, or not at all.Neither was the first choice, one was named
3 of 12 modelsThe answer put something else first and named one of the two as an alternative.Neither was named
1 of 12 modelsThe answer made no first choice from these two in this category.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
Calendly59%#1 of 11Cal.com7%#3 of 11Calendly59%#1 of 9Cal.com4%#4 of 9What the models said about Calendly
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Six of seven in this category shown.
“Calendly (Medium-High Concern) ... Extensive data sharing ... Not HIPAA compliant” Kimi K2 · negative prompt · hard negative
“While widely used, it consistently faces criticism for being overly complex for simple tasks and creating friction in sales.” Qwen 3.7 Flash · negative prompt · soft negative
“Calendly (most popular, but flagged often) ... Not HIPAA-ready on free/Standard/Teams plans ... Avoid for healthcare.” Grok 4.1 Fast · negative prompt · soft negative
“prioritize routing depth (Chili Piper, RevenueHero, Calendly Enterprise)... Calendly Teams or SavvyCal may suffice at a fraction of the cost” DeepSeek V4 Flash · scale prompt · first choice
“The best meeting scheduling tool for sales teams on a limited budget is Calendly, as it is simple, cheap, and universally trusted.” Llama 4 Maverick · budget prompt · first choice
“My recommendation: Start with Calendly for its proven track record, extensive integrations, and predictable pricing.” GLM 4.7 FlashX · paraphrase prompt · first choice
What the models said about Cal.com
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Three of three in this category shown.
“Start with Cal.com Free if you have technical capacity or want the most generous free tier with unlimited bookings.” Kimi K2 · budget prompt · first choice
“Cal.com (Best Overall Value & Scalability)” Gemini 3.5 Flash · budget prompt · first choice
“Cal.com (open-source, self-host)” Grok 4.1 Fast · negative prompt · first choice
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.