September 2026 Edition, published · The permanent record of that edition, superseded since. The current standing is on the category page →
Index › GTM › Sales › Scheduling · September 2026 Edition

Meeting scheduling

Asked as “meeting scheduling tool for sales teams”, and as “appointment scheduling software”, on behalf of a mid-market B2B company. 49 first choices recorded across the direct, paraphrase, budget and scale prompts, twelve models each.
Standing · first-choice share
59%
Clear leader
59Calendly14HubSpot Meetings12Chili Piper14others

59% of first choices, clear leader.

By buyer segment

The same question asked on behalf of a different buyer. Each standing is computed within its segment; they sit side by side and are never added together.

The standing

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. Ordered by share.
ProductFirst-choice shareNegative rateLabelsQuadrant
01Calendly59%13%60endorsed leader
02HubSpot Meetings14%7%44accepted challenger
03Chili Piper12%21%34accepted challenger
04Cal.com4%0%36accepted challenger
05RevenueHero4%0%12accepted challenger
Show the five products at 0%, ordered by negative rate
10Doodle0%30%20criticized challenger
09Microsoft Bookings0%29%14criticized challenger
08Acuity Scheduling0%21%14accepted challenger
07Google Calendar Appointment Scheduling Lab in the set0%8%12accepted challenger
06SavvyCal0%5%20accepted challenger
Bars are the share of first choices, 0 to 100Every product with at least 10 labels here. Every product name links to its product page.

Google Calendar Appointment Scheduling is made by Google, whose model Gemini 3.5 Flash is in the set. On the four share prompts that model made it the first choice zero times of 4; the other eleven models zero times of 44. Lab treatment is defined on the method page; the row is marked, not excluded.

All ten head-to-head pages: the top five products, each against each

One product takes 59% of first choices here, so the chart would put nine markers in one corner and one at the far edge. The two measurements it plots are columns in the standing above: share, and the negative label rate. Two products carry a negative rate above 25% in this category.

What they warned about

Five of twelve models held their first choice under the paraphrase. GPT-5.4 mini, Gemini 3.5 Flash, Perplexity Sonar, DeepSeek V4 Flash, Llama 4 Maverick, Qwen 3.7 Flash and Kimi K2 changed. A high negative share on a product with few labels is a warning. A low share on a product with many labels is salience, not sentiment.
Calendly
13%
8 of 60 labels negative · 8 of 12 models · 1 hard negative
“Calendly (Medium-High Concern) ... Extensive data sharing ... Not HIPAA compliant” Kimi K2, negative prompt
Doodle
30%
6 of 20 labels negative · 6 of 12 models · 4 hard negative
“High Caution — Privacy & Security Concerns ... one of the most concerning tools from a privacy standpoint” DeepSeek V4 Flash, negative prompt
Chili Piper
21%
7 of 34 labels negative · 5 of 12 models · 1 hard negative
“Avoid These for Mid-Market - Chili Piper: Now starts at $15,000/year minimum ... overkill for most mid-sized companies” Kimi K2, paraphrase prompt
Microsoft Bookings
29%
4 of 14 labels negative · 4 of 12 models · 1 hard negative
“it has notable vulnerabilities: Input validation flaws ... allows HTML injection” DeepSeek V4 Flash, negative prompt

What they cite

Four of the twelve models returned a source list in this edition: four return the pages they cited.

Sites the answers cite

18 of 72 answers in this category came back with a source list, from 4 of 12 models: citations where the model returns them, or the search results it consulted. 234 links across 103 sites, every framing counted. Ranked by the number of answers carrying the site or page. The other 8 models searched through a gateway that returned no source list on this edition.

10 answers · 11 citations · 3 models
vendor site · HubSpot8 answers · 23 citations · 4 models
vendor site · Calendly8 answers · 12 citations · 4 models
vendor site · Cal.com6 answers · 8 citations · 2 models
vendor site · Guideflow6 answers · 7 citations · 3 models
vendor site · Albato6 answers · 6 citations · 3 models
vendor site · YouTube4 answers · 12 citations · 1 model
vendor site · RevenueHero4 answers · 6 citations · 2 models
4 answers · 4 citations · 2 models
vendor site · MarketBetter4 answers · 4 citations · 2 models
vendor site · Zapier4 answers · 4 citations · 2 models
vendor site · Zencal4 answers · 4 citations · 2 models

Pages the answers cite

The ten pages named in the most answers, by full address. A page here is one the models returned with a recommendation, not one the index endorses.

Search against answers

Each company's standing in the answers beside its site's footprint in Google search, one row a site: the products the models named on it with their shares, and the share they add up to; monthly searches on Google, and DataForSEO's estimate of AI search demand (modeled from search signals, directional, not a count of queries to any assistant), for the most-searched of the company's and its products' names (the name is in each row's hover text); estimated monthly organic visits to the site; and its best position in Google's top ten for “best meeting scheduling tool for sales teams”, “meeting scheduling tool for sales teams”. US estimates from DataForSEO and Google's Ads Transparency Center. A small company's site, or a mid-sized company's site for its flagship, is marked company; a product on a large parent's site (Google, Microsoft) has no site figures. A column with no figures for this category is left out, and an empty cell means none were seen, not none exist. Two measurements side by side: neither is read as the cause of the other.
Company and productsShareOwn site citedName searches, GoogleAI search demand, est.Organic visitsPaid search a month, est.Google ads, last 30 daysBest Google position
Calendly calendly.com59%201368,0002,824292,858$345
HubSpot parent site
HubSpot Meetings 14%, HubSpot Sales Hub 6%
20%687368,0009,776
Chili Piper chilipiper.com12%2756,6001306,997$29541
Cal.com cal.com4%1332,900100439,94337
RevenueHero revenuehero.io4%10472011,1875
SavvyCal savvycal.com0%38880110,407,137
Reclaim.ai reclaim.ai0%45,4006143,6290
Google parent site
Google Calendar Appointment Scheduling 0%
0%3612,100138
WhenAvailable whenavailable.com0%
YouCanBookMe youcanbook.me0%255,4007781,63738

Google's top ten for the two searches hold 17 sites; 5 of them are among the sites the models cited here (blog.hubspot.com, cal.com, marketbetter.ai, youcanbook.me, zencal.io). The first result for “best meeting scheduling tool for sales teams” is peoplemanagingpeople.com.

How they answered

Six framings of the same buying question, each sent to every model in a fresh session with search on. One row per model, so a row shows whether it held its answer under rewording, what it named when cost was the constraint, and what it argued against. Computed from the raw judge labels.
ShowHide
ModelDirect“What is the best meeting scheduling tool for sales teams for a mid-market B2B company?”Paraphrase“Which appointment scheduling software would you recommend to a mid-sized B2B company?”Comparative“What are the top meeting scheduling tools and how do they differ?”Budget-constrained“What is the best meeting scheduling tool for sales teams for a company with a limited budget?”Scale-constrained“We are a 500 person company evaluating a meeting scheduling tool for sales teams. What should we look at?”Negative“Which meeting scheduling tools should I avoid or be cautious about?”
Claude Haiku 4.5Calendly
Two alternativesChili Piper, HubSpot Meetings
CalendlyHeld
Three alternativesCal.com, Chili Piper, OnceHub
Calendly
Four alternativesAssistant.to, HubSpot Meetings, ScheduleOnce, WhenAvailable
Calendly
One alternativeGoogle Calendar Appointment Scheduling
no first choicenothing named
GPT-5.4 miniHubSpot Meetings, HubSpot Sales Hub
Two alternativesCalendly, Chili Piper
CalendlyChanged
Three alternativesChili Piper, HubSpot Meetings, OnceHub
Calendly
Three alternativesDoodle, Google Calendar Appointment Scheduling, Microsoft Bookings
Calendly
Three alternativesGoogle Calendar Appointment Scheduling, HubSpot Meetings, Microsoft Bookings
no first choicenothing named
Gemini 3.5 FlashRevenueHero
Four alternativesCalendly, Chili Piper, HubSpot Meetings, LeanData BookIt
CalendlyChanged
Three alternativesCal.com, Chili Piper, HubSpot Meetings
Calendly
Six alternativesCal.com, Chili Piper, Doodle, Reclaim.ai, SavvyCal, YouCanBookMe
Cal.com
Three alternativesCal ID, HubSpot Meetings, TidyCal
Chili Piper
Four alternativesCal.com, Calendly, HubSpot Meetings, LeanData BookIt
against: Calendly, Doodle, HubSpot Meetings, Xembly, x.ai
Perplexity SonarHubSpot Sales Hub
Two alternativesCalendly, Chili Piper
CalendlyChanged
Three alternativesCRMOne, Cal.com, Chili Piper
Calendly
Seven alternativesChili Piper, ChiliCal, Doodle, Google Calendar Appointment Scheduling, Microsoft Bookings, Reclaim.ai, YouCanBookMe
Calendly, HubSpot Meetings
Two alternativesCal.com, Setmore
no first choiceagainst: Doodle, LettuceMeet, When2meet
Grok 4.20Calendly
Three alternativesCal.com, Chili Piper, HubSpot Meetings
CalendlyHeld
Two alternativesAcuity Scheduling, HubSpot Meetings
against: Chili Piper
Calendly
Five alternativesCal.com, Doodle, Reclaim.ai, SavvyCal, YouCanBookMe
HubSpot Meetings
Three alternativesCal.com, Setmore, YouCanBookMe
Calendly, Chili Piper
Three alternativesHubSpot Meetings, Microsoft Bookings, RevenueHero
against: Acuity Scheduling, Calendly, Doodle, Google Calendar Appointment Scheduling, HubSpot Meetings, Microsoft Bookings, Zoho
Mistral SmallCalendly
Three alternativesChili Piper, HubSpot Meetings, RevenueHero
CalendlyHeld
Three alternativesChili Piper, Setmore, Zeeg
Calendly
Six alternativesCal.com, Doodle, Google Calendar Appointment Scheduling, Microsoft Bookings, Reclaim.ai, SavvyCal
HubSpot Meetings
Two alternativesCalendly, Setmore
Chili Piper
Three alternativesHubSpot Meetings, Kronologic, RevenueHero
against: Calendly, HubSpot Meetings
DeepSeek V4 FlashCalendly, HubSpot Meetings
Two alternativesCal.com, RevenueHero
against: Chili Piper
CalendlyChanged
Two alternativesHubSpot Meetings, RevenueHero
against: Chili Piper, Drift
Calendly
Seven alternativesAcuity Scheduling, Cal.com, Doodle, Google Calendar Appointment Scheduling, Microsoft Bookings, Reclaim.ai, SavvyCal
Calendly
Two alternativesCal.com, HubSpot Meetings
Calendly
Three alternativesChili Piper, RevenueHero, SavvyCal
against: ChiliCal, Drift, Salesloft
against: Acuity Scheduling, CalendarHero, Calendly, Clara, Doodle, Microsoft Bookings, Zoom Webinars, x.ai
Llama 4 MaverickHubSpot Sales Hub
One alternativeZoomInfo GTM Workspace
against: Chili Piper
CalendlyChanged
Two alternativesHubSpot Meetings, Standard and Teams by Lunacal
no first choiceCalendly
One alternativeHubSpot Sales Hub
no first choicenothing named
Qwen 3.7 FlashCalendly, Chili Piper
One alternativeTopmate / Scheduling.link
CalendlyChanged
Four alternativesAcuity Scheduling, Chili Piper, HubSpot Meetings, Salesforce Events
Calendly
Five alternativesAcuity Scheduling, Cal.com, Doodle, HubSpot Meetings, Microsoft Bookings
HubSpot Meetings
Three alternativesCal.com, Calendly, SavvyCal
Chili Piper
Four alternativesCalendly, HubSpot Meetings, Prospeo, RevenueHero
against: Microsoft Bookings
against: Acuity Scheduling, Calendly, Greenhouse, Lever, Zoho Bookings
Kimi K2Calendly
Four alternativesCal.com, Chili Piper, HubSpot Meetings, SavvyCal
Calendly, RevenueHeroChanged
Two alternativesHubSpot Meetings, OnceHub
against: Chili Piper, Demodesk
Calendly, Reclaim.ai
Six alternativesAcuity Scheduling, Cal.com, Doodle, Microsoft Bookings, SavvyCal, When2meet
Cal.com
Two alternativesCalendly, Leadmonk
against: Chili Piper, SavvyCal
Calendly, Chili Piper
Two alternativesCal.com, HubSpot Meetings
against: Calendly, Doodle, Microsoft Bookings, Zoom Webinars
GLM 4.7 FlashXCalendly
Five alternativesCal.com, Chili Piper, HubSpot Meetings, SavvyCal, YouCanBookMe
CalendlyHeld
Two alternativesCal.com, HubSpot Meetings
Calendly
Five alternativesAcuity Scheduling, Cal.com, Doodle, Reclaim.ai, SavvyCal
against: Clockwise
HubSpot Meetings
Four alternativesCal.com, Calendly, RevenueHero, Setmore
no first choiceagainst: Calendly, ChiliPiper, Doodle, OnceHub
MiniMax M2.5Calendly
Four alternativesCal.com, Chili Piper, HubSpot Meetings, RevenueHero
CalendlyHeld
Three alternativesAcuity Scheduling, HubSpot Meetings, YouCanBookMe
Calendly
Eight alternativesCal.com, Clockwise, Doodle, Google Calendar Appointment Scheduling, HubSpot Meetings, Reclaim.ai, SavvyCal, Zoho Bookings
Calendly
Two alternativesHubSpot Meetings, Leadmonk
against: Chili Piper
no first choiceagainst: Calendly, Google Meet, Microsoft Teams, Zoom Webinars
Bold is the first choiceAlternatives are counted; the count opens them.What the answer argued against

The record

One row per call: the version string exactly as returned, whether the model searched, sources cited, and latency.
Seventy-two rows: every prompt, every model, every answer.
PromptModelVersion stringTime (UTC)SearchedSourcesLatency
Direct recommendationClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 03:10yes67 s
Direct recommendationGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-14 23:56yes25 s
Direct recommendationGemini 3.5 Flashgemini-3.5-flash2026-09-14 23:48yes1922 s
Direct recommendationPerplexity Sonarsonar2026-09-14 23:54yes206 s
Direct recommendationGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-15 04:42yes06 s
Direct recommendationMistral Smallmistral/mistral-small via mistral2026-09-15 01:18yes09 s
Direct recommendationDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-15 03:38yes019 s
Direct recommendationLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-15 01:11yes02 s
Direct recommendationQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-14 23:28yes025 s
Direct recommendationKimi K2moonshotai/kimi-k2 via novita2026-09-15 01:35yes049 s
Direct recommendationGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 01:14yes025 s
Direct recommendationMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-14 23:03yes022 s
ParaphraseClaude Haiku 4.5claude-haiku-4-5-202510012026-09-14 23:49yes87 s
ParaphraseGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 02:35yes45 s
ParaphraseGemini 3.5 Flashgemini-3.5-flash2026-09-15 04:28yes916 s
ParaphrasePerplexity Sonarsonar2026-09-14 23:35yes204 s
ParaphraseGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-15 00:27yes07 s
ParaphraseMistral Smallmistral/mistral-small via mistral2026-09-15 00:49yes08 s
ParaphraseDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-15 04:22yes017 s
ParaphraseLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-14 23:38yes02 s
ParaphraseQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 02:13no037 s
ParaphraseKimi K2moonshotai/kimi-k2 via novita2026-09-15 03:32yes030 s
ParaphraseGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 04:34yes060 s
ParaphraseMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 04:16no09 s
ComparativeClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 00:00yes515 s
ComparativeGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 01:04yes46 s
ComparativeGemini 3.5 Flashgemini-3.5-flash2026-09-15 01:25yes1525 s
ComparativePerplexity Sonarsonar2026-09-15 00:52yes206 s
ComparativeGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-15 04:20yes09 s
ComparativeMistral Smallmistral/mistral-small via mistral2026-09-15 01:32yes07 s
ComparativeDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-14 23:04yes019 s
ComparativeLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-15 04:55yes02 s
ComparativeQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 04:14no034 s
ComparativeKimi K2moonshotai/kimi-k2 via novita2026-09-15 00:53yes035 s
ComparativeGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 04:53yes033 s
ComparativeMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-14 22:55yes019 s
Budget constrainedClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 03:09no04 s
Budget constrainedGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 01:52no02 s
Budget constrainedGemini 3.5 Flashgemini-3.5-flash2026-09-15 04:34yes1421 s
Budget constrainedPerplexity Sonarsonar2026-09-15 03:57yes185 s
Budget constrainedGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-15 00:13yes07 s
Budget constrainedMistral Smallmistral/mistral-small via mistral2026-09-15 04:30yes07 s
Budget constrainedDeepSeek V4 Flashdeepseek/deepseek-v4-flash via deepinfra2026-09-14 23:29yes031 s
Budget constrainedLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-14 23:26yes01 s
Budget constrainedQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 04:02yes037 s
Budget constrainedKimi K2moonshotai/kimi-k2 via novita2026-09-15 02:12yes021 s
Budget constrainedGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-14 23:02yes031 s
Budget constrainedMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 04:06yes015 s
Scale constrainedClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 02:29no06 s
Scale constrainedGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 03:54no05 s
Scale constrainedGemini 3.5 Flashgemini-3.5-flash2026-09-15 01:12yes926 s
Scale constrainedPerplexity Sonarsonar2026-09-15 04:59yes2022 s
Scale constrainedGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-15 04:04yes08 s
Scale constrainedMistral Smallmistral/mistral-small via mistral2026-09-15 02:01yes016 s
Scale constrainedDeepSeek V4 Flashdeepseek/deepseek-v4-flash via deepinfra2026-09-14 23:11yes040 s
Scale constrainedLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-15 00:19yes01 s
Scale constrainedQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 01:40yes024 s
Scale constrainedKimi K2moonshotai/kimi-k2 via novita2026-09-15 01:53yes030 s
Scale constrainedGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 03:44yes0101 s
Scale constrainedMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 03:07yes014 s
Negative framingClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 04:52no03 s
Negative framingGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 02:17no03 s
Negative framingGemini 3.5 Flashgemini-3.5-flash2026-09-15 02:47yes2120 s
Negative framingPerplexity Sonarsonar2026-09-15 01:21yes2018 s
Negative framingGrok 4.20spacexai/grok-4.1-fast-non-reasoning via vertex (asked for grok-4.20-non-reasoning; the API answered as this version)2026-09-15 00:55yes09 s
Negative framingMistral Smallmistral/mistral-small via mistral2026-09-15 02:17yes09 s
Negative framingDeepSeek V4 Flashdeepseek/deepseek-v4-flash via deepinfra2026-09-15 00:09yes041 s
Negative framingLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-15 03:07yes02 s
Negative framingQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 03:48yes033 s
Negative framingKimi K2moonshotai/kimi-k2 via novita2026-09-15 04:44yes046 s
Negative framingGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 01:11yes018 s
Negative framingMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 03:37yes017 s

Normalization in this category

Every judgment call made between the raw labels and the numbers above, listed so it is visible and reversible.

ShowHide
Category-scoped readings
Google Calendar read as Google Calendar Appointment Scheduling
Google Calendar Appointment Scheduler read as Google Calendar Appointment Scheduling
Google Calendar Appointment Schedules read as Google Calendar Appointment Scheduling
Google Calendar appointment booking read as Google Calendar Appointment Scheduling
Google Calendar appointment schedules read as Google Calendar Appointment Scheduling
HubSpot read as HubSpot Meetings
Unresolved, counted raw
Assistant.to
Bookafy
Bookings/Appointments
Cal Clear
Cal ID
Cal.com with self-hosting
Calendar
LettuceMeet
Proton Calendar
Salesforce native options
ScheduleOnce
Standard and Teams by Lunacal
TimeTap
Topmate / Scheduling.link
Xembly
Zoho
Discontinued, still offered
No shut-down product was recommended here.
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