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Cal.comThe better way to schedule your meetings
vs
OverloopAI sales prospecting platform that helps teams book more meetings
Comparison · Sales Engagement · weekly run Nov 3

Cal.com vs Overloop

Which one do AI engines recommend, and how do they differ on price, fit and features?

The short answer

Cal.com is the stronger AI pick in Sales Engagement: it has a visibility score of 6.8 versus 0 for Overloop.

Choose Cal.com if…

  • You want the brand AI engines rank higher (6.8 vs 0)
  • You want a free plan to start
  • You need ISO 27001 or SOC 2 Type II or HIPAA or CCPA coverage

Choose Overloop if…

  • You need CASA Tier 2 coverage

AI visibility side by side

Latest weekly run · Nov 3

Metric Cal.com Overloop
Visibility score6.8%0%
Change vs last weekNewdown−0.4%
Rank in Sales Engagement#16#53
Share of voice2.3%0%
Mentions this run170
Positive in AI answers——

The stronger value in each row is marked with a ✓.

Visibility score trend

Weekly runs over the last 60 days

0%25%50%75%100%Nov 2Nov 3Cal.com 7%

Cal.com +6.8pp · Overloop −0.4pp over 1 weekly runs.

Engine by engine

Cal.com leads on 2 of 3 engines

ChatGPT
0%
0%
AI Mode
1.7%
0%
Perplexity
18.7%
0%
Cal.comOverloop

Head to head in AI answers

0 engine answers name both brands

0Cal.com ranked higher
0Overloop ranked higher

Features, pricing & fit

DimensionCal.comOverloop
Pricing modelPer seatPer seat
Entry priceFree; paid from $12 per seat / mo$69 per seat / mo
Free planYesNo · 7-day trial
DeploymentHosted cloud service, with a self-hosting option and US or EU data hosting on enterprise plansCloud
Integrations100+—
ComplianceISO 27001, SOC 2 Type II, HIPAA, GDPR, CCPACASA Tier 2, GDPR
SupportHelp docs at cal.com/help, Email support@cal.com, Priority Slack and account support on Enterprise planChat support, Email support, Self-onboarding on Starter and Growth, Dedicated Customer Success Manager on Enterprise
Founded20212015
HeadquartersSan Francisco, California, United StatesBrussels, Belgium
Employees11–5011–50
FundingEarly Stage VC · $32M raised—
Best forIndividuals, sales and success teams, healthcare providers and product teams that need booking pages or scheduling embedded in their own productsSales teams running outbound prospecting that want AI-drafted email and LinkedIn outreach reviewed before it is sent.

Plans side by side

Cal.com

Individuals$0free forever
Teams$12per user/month
Organizations$28per user/month
EnterpriseCustomcustom pricing
Cal.com pricing

Overloop

Starter$69user/month
Growth$99user/month
EnterpriseCustomuser/month
Overloop pricing

Data collected ·ChatGPT, Perplexity, Google AI Mode·coverage 98.8%·next run

Cite as: SlateIndex, “Cal.com vs Overloop”, https://slateindex.ai/compare/cal-com-vs-overloop, data of Nov 3, 2026. Licence: CC BY 4.0.