# Calendly vs Cal.com: which do AI models recommend for scheduling, September 2026

GTM AI Recommendation Index, September 2026 Edition, Meeting scheduling. Eight of twelve models named Calendly first on the direct prompt; zero named Cal.com. Page: https://gtm-ai-index.com/sales/meeting-scheduling/calendly-vs-cal-com/

| | First-choice share | Rank | Negative rate | Labels | Models naming it |
|---|---|---|---|---|---|
| Calendly | 59% | #1 of 9 | 13% | 60 | 12 of 12 |
| Cal.com | 4% | #4 of 9 | 0% | 36 | 11 of 12 |

## The direct prompt, model by model

- Claude Haiku 4.5: calendly first (first choices: Calendly) (alternatives: Chili Piper, HubSpot Meetings)
- Grok 4.1 Fast: calendly first (first choices: Calendly) (alternatives: Cal.com, Chili Piper, HubSpot Meetings)
- Mistral Small: calendly first (first choices: Calendly) (alternatives: Chili Piper, HubSpot Meetings, RevenueHero)
- DeepSeek V4 Flash: calendly first (first choices: Calendly, HubSpot Meetings) (alternatives: Cal.com, RevenueHero)
- Qwen 3.7 Flash: calendly first (first choices: Calendly, Chili Piper) (alternatives: Topmate / Scheduling.link)
- Kimi K2: calendly first (first choices: Calendly) (alternatives: Cal.com, Chili Piper, HubSpot Meetings, SavvyCal)
- GLM 4.7 FlashX: calendly first (first choices: Calendly) (alternatives: Cal.com, Chili Piper, HubSpot Meetings, SavvyCal, YouCanBookMe)
- MiniMax M2.5: calendly first (first choices: Calendly) (alternatives: Cal.com, Chili Piper, HubSpot Meetings, RevenueHero)
- GPT-5.4 mini: neither first, one named (first choices: HubSpot Meetings, HubSpot Sales Hub) (alternatives: Calendly, Chili Piper)
- Gemini 3.5 Flash: neither first, one named (first choices: RevenueHero) (alternatives: Calendly, Chili Piper, HubSpot Meetings, LeanData BookIt)
- Perplexity Sonar: neither first, one named (first choices: HubSpot Sales Hub) (alternatives: Calendly, Chili Piper)
- Llama 4 Maverick: neither named (first choices: HubSpot Sales Hub) (alternatives: ZoomInfo GTM Workspace)

## What the models said about Calendly

- "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

- "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)

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. Comparisons are drawn for the top eight products in each category. Published under CC BY 4.0; the output is the models' output, and nothing here is a recommendation by the index.