September 2026 Edition, published · The permanent record of that edition, superseded since.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

Meeting scheduling for small business buyers

Asked as “meeting scheduling tool for sales teams”, and as “appointment scheduling software”, on behalf of a small B2B company. 54 first choices recorded across the direct, paraphrase, budget and scale prompts, twelve models each.
Standing · first-choice share
59%
Clear leader
59Calendly17HubSpot Meetings07Cal.com17others

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 small B2B company. Ordered by share.
ProductFirst-choice shareNegative rateLabelsQuadrant
01Calendly59%16%69endorsed leader
02HubSpot Meetings17%5%39accepted challenger
03Cal.com7%6%34accepted challenger
04RevenueHero6%0%12accepted challenger
05Chili Piper6%50%30criticized challenger
06Setmore2%19%21accepted challenger
Show the seven products at 0%, ordered by negative rate
12Doodle0%35%17criticized challenger
10Acuity Scheduling0%33%21criticized challenger
11Microsoft Bookings0%30%10criticized challenger
13Zoho Bookings0%30%10criticized challenger
07SavvyCal0%10%20accepted challenger
09Google Calendar Appointment Scheduling Lab in the set0%10%10accepted challenger
08YouCanBookMe0%0%14accepted 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.

Head to headHead-to-head pages are published for mid-market buyers, so these open on mid-market figures, not small business.
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 twelve 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. Five products carry a negative rate above 25% in this category.

What they warned about

Four of twelve models held their first choice under the paraphrase. Claude Haiku 4.5, Gemini 3.5 Flash, Perplexity Sonar, Mistral Small, DeepSeek V4 Flash, Llama 4 Maverick, Qwen 3.7 Flash and GLM 4.7 FlashX 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
16%
11 of 69 labels negative · 10 of 12 models · 1 hard negative
“Tools to Avoid or Approach with Caution: 1. Calendly - Red flags: Low booking completion rates” Grok 4.20, negative prompt
Chili Piper
50%
15 of 30 labels negative · 7 of 12 models · 5 hard negative
“Tools to Avoid on a Tight Budget - Chili Piper — recently moved to enterprise pricing starting at $15,000/year” DeepSeek V4 Flash, budget prompt
Doodle
35%
6 of 17 labels negative · 6 of 12 models · 2 hard negative
“its free tier has become heavily monetized through intrusive, third-party banner ads” Gemini 3.5 Flash, negative prompt
Acuity Scheduling
33%
7 of 21 labels negative · 4 of 12 models · 3 hard negative
“Acuity Scheduling — More geared toward appointment-based businesses and classes than B2B sales.” DeepSeek V4 Flash, direct 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

20 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. 282 links across 111 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.

12 answers · 16 citations · 4 models
vendor site · HubSpot11 answers · 27 citations · 4 models
vendor site · Calendly10 answers · 14 citations · 4 models
vendor site · BIGContacts8 answers · 8 citations · 3 models
vendor site · Salesforce8 answers · 8 citations · 3 models
7 answers · 7 citations · 3 models
vendor site · Zapier6 answers · 7 citations · 2 models
vendor site · Guideflow6 answers · 6 citations · 2 models
vendor site · Cal.com5 answers · 6 citations · 4 models
vendor site · RevenueHero5 answers · 6 citations · 2 models
vendor site · MarketBetter5 answers · 5 citations · 2 models
5 answers · 5 citations · 3 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 17%, HubSpot Sales Hub 2%
19%687368,0009,776
Cal.com cal.com7%1332,900100439,94337
RevenueHero revenuehero.io6%10472011,1875
Chili Piper chilipiper.com6%2756,6001306,997$29541
Setmore setmore.com2%2512,1001281,053,52810
TidyCal tidycal.com2%5
SavvyCal savvycal.com0%38880110,407,137
YouCanBookMe youcanbook.me0%255,4007781,63738
Google parent site
Google Calendar Appointment Scheduling 0%
0%3612,100138

Google's top ten for the two searches hold 17 sites; 6 of them are among the sites the models cited here (bigcontacts.com, blog.hubspot.com, cal.com, marketbetter.ai, peoplemanagingpeople.com, youcanbook.me). 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 small B2B company?”Paraphrase“Which appointment scheduling software would you recommend to a small business that sells to other businesses?”Comparative“What are the top meeting scheduling tools for a small team and how do they differ?”Budget-constrained“What is the best meeting scheduling tool for sales teams for a small company with a tight budget?”Scale-constrained“We are a 30 person company evaluating a meeting scheduling tool for sales teams. What should we look at?”Negative“Which meeting scheduling tools should a small business avoid or be cautious about?”
Claude Haiku 4.5Calendly
Two alternativesChili Piper, HubSpot Meetings
Calendly, HubSpot MeetingsChanged
One alternativeAcuity Scheduling
Calendly
Three alternativesDoodle, Google Calendar Appointment Scheduling, YouCanBookMe
HubSpot Meetings
Two alternativesSetmore, TidyCal
no first choiceagainst: Calendly, Doodle
GPT-5.4 miniCalendly
Two alternativesHubSpot Meetings, HubSpot Sales Hub
against: Chili Piper
CalendlyHeld
Five alternativesAcuity Scheduling, Cal.com, Chili Piper, HubSpot Meetings, Microsoft Bookings
Calendly
Four alternativesDoodle, Microsoft Bookings, OnceHub, YouCanBookMe
Calendly, HubSpot Meetingsagainst: Chili Piperno first choiceagainst: Cal.com, Calendly, Doodle
Gemini 3.5 FlashRevenueHero
Three alternativesCalendly, HubSpot Meetings, SavvyCal
against: Chili Piper
CalendlyChanged
Five alternativesCal.com, Chili Piper, HubSpot Meetings, RevenueHero, SavvyCal
Calendly
Five alternativesAcuity Scheduling, Cal.com, Doodle, Reclaim.ai, SavvyCal
TidyCal
Three alternativesCal.com, HubSpot Sales Hub, Zoho Bookings
against: Calendly
Chili Piper, RevenueHero
Four alternativesCal.com, Calendly, HubSpot Meetings, SavvyCal
against: Doodle, Microsoft Bookings, Motion, OnceHub, Reclaim.ai, TimeTrade
Perplexity SonarCalendly, HubSpot Meetings, HubSpot Sales Hub
One alternativeRevenueHero
against: Chili Piper
CalendlyChanged
Two alternativesAcuity Scheduling, Chili Piper
Calendly
Five alternativesDoodle, Google Calendar Appointment Scheduling, Reclaim.ai, Setmore, YouCanBookMe
Calendly, HubSpot Meetings
Two alternativesSetmore, YouCanBookMe
no first choiceagainst: Calendly, Chili Piper, Doodle, Google Calendar Appointment Scheduling, Microsoft Bookings, Ronspot
Grok 4.20Calendly
One alternativeHubSpot Meetings
against: Cal.com, Chili Piper, SavvyCal, Setmore
CalendlyHeld
One alternativeYouCanBookMe
against: Acuity Scheduling, HubSpot Meetings, Setmore, Zoho Bookings
Calendly
Three alternativesDoodle, Google Calendar Appointment Scheduling, SavvyCal
against: Acuity Scheduling
HubSpot Meetings
Three alternativesCal.com, Calendly, Setmore
against: Chili Piper
Calendly
Five alternativesChili Piper, HubSpot Meetings, RevenueHero, Setmore, YouCanBookMe
against: Acuity Scheduling, Calendly, Jobber, Zoho Bookings
Mistral SmallRevenueHero
Two alternativesCalendly, Leadmonk
against: Chili Piper
CalendlyChanged
Two alternativesAcuity Scheduling, Setmore
Calendly, YouCanBookMe
Three alternativesCal.com, Reclaim.ai, SavvyCal
Calendly
Three alternativesCal.com, HubSpot Meetings, Setmore
no first choiceagainst: Calendly, Doodle, HubSpot Meetings
DeepSeek V4 FlashCal.com, Calendly
One alternativeHubSpot Meetings
against: Acuity Scheduling, Chili Piper
CalendlyChanged
Three alternativesAcuity Scheduling, Cal.com, HubSpot Meetings
against: Chili Piper
Calendly
Six alternativesCal.com, Google Calendar Appointment Scheduling, Reclaim.ai, SavvyCal, TidyCal, zcal
Cal.com, HubSpot Meetings
One alternativeCalendly
against: Chili Piper, MarketBetter, SavvyCal
Calendly
Four alternativesCal.com, Chili Piper, HubSpot Meetings, RevenueHero
against: Acuity Scheduling, Calendly, Doodle, Mindbody, Setmore, SimplyBook.me, Thryv
Llama 4 MaverickCalendly
One alternativeHubSpot Meetings
no first choiceChangedCalendly
Two alternativesHubSpot Meetings, Reclaim.ai
Calendly
Two alternativesHubSpot Meetings, Setmore
no first choicenothing named
Qwen 3.7 FlashCalendly, Chili Piper
Three alternativesChalk, HubSpot Meetings, Microsoft Bookings
against: Outlook Calendar
CalendlyChanged
Four alternativesAcuity Scheduling, Cal.com, HubSpot Meetings, Setmore
Calendly
Three alternativesCal.com, Clockwise, SavvyCal
against: Microsoft Bookings
Calendly
Three alternativesHubSpot Meetings, Microsoft Bookings, Setmore
Chili Piper
Two alternativesDefault, MarketBetter
against: Calendly
against: Acuity Scheduling, Calendly, Envoy Workplace, Officly, SimplyBook.me
Kimi K2Calendly
Two alternativesHubSpot Meetings, RevenueHero
against: Chili Piper
CalendlyHeld
Three alternativesAcuity Scheduling, Cal.com, Square Appointments
against: Chili Piper
Cal.com
Four alternativesCalendly, Doodle, SavvyCal, YouCanBookMe
Cal.com, Calendly
One alternativeLeadmonk
against: Chili Piper
Calendly, HubSpot Meetings
Two alternativesChili Piper, RevenueHero
against: 10to8, Acuity Scheduling, Appointy, Chili Piper, OnceHub, Setmore
GLM 4.7 FlashXCal.com, Calendly
Two alternativesChili Piper, HubSpot Meetings
CalendlyChanged
Two alternativesAcuity Scheduling, Cal.com
Calendly
Four alternativesCal.com, Doodle, Lunacal, SavvyCal
Calendly
Five alternativesCal.com, Doodle, HubSpot Meetings, SavvyCal, Setmore
Calendly
Three alternativesChili Piper, HubSpot Meetings, RevenueHero
against: Calendly
MiniMax M2.5Calendly
Two alternativesChili Piper, HubSpot Meetings
CalendlyHeld
Three alternativesCal.com, HubSpot Meetings, Setmore
Cal.com, Calendly
Three alternativesAcuity Scheduling, HubSpot Meetings, Microsoft Bookings
HubSpot Meetings, Setmore
Two alternativesCal.com, Calendly
no first choiceagainst: Calendly, Fresha, Jobber, Zoho Bookings
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 02:32yes89 s
Direct recommendationGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-14 23:47yes44 s
Direct recommendationGemini 3.5 Flashgemini-3.5-flash2026-09-14 23:59yes1819 s
Direct recommendationPerplexity Sonarsonar2026-09-15 02:18yes205 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 02:25yes06 s
Direct recommendationMistral Smallmistral/mistral-small via mistral2026-09-14 23:17yes010 s
Direct recommendationDeepSeek V4 Flashdeepseek/deepseek-v4-flash via deepinfra2026-09-15 01:56yes028 s
Direct recommendationLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-15 00:57yes01 s
Direct recommendationQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 00:18no029 s
Direct recommendationKimi K2moonshotai/kimi-k2 via novita2026-09-15 03:17yes055 s
Direct recommendationGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 01:42yes023 s
Direct recommendationMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 03:02yes018 s
ParaphraseClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 00:23no04 s
ParaphraseGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 00:10no06 s
ParaphraseGemini 3.5 Flashgemini-3.5-flash2026-09-15 04:41yes1018 s
ParaphrasePerplexity Sonarsonar2026-09-15 04:54yes205 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 00:35yes06 s
ParaphraseMistral Smallmistral/mistral-small via mistral2026-09-15 03:26yes07 s
ParaphraseDeepSeek V4 Flashdeepseek/deepseek-v4-flash via deepinfra2026-09-15 01:56yes032 s
ParaphraseLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-14 23:29yes02 s
ParaphraseQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 04:27yes038 s
ParaphraseKimi K2moonshotai/kimi-k2 via novita2026-09-15 02:05yes052 s
ParaphraseGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 00:49yes015 s
ParaphraseMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 00:24yes016 s
ComparativeClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 03:47yes810 s
ComparativeGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-14 23:23yes55 s
ComparativeGemini 3.5 Flashgemini-3.5-flash2026-09-15 02:37yes1824 s
ComparativePerplexity Sonarsonar2026-09-15 02:25yes2018 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 04:56yes09 s
ComparativeMistral Smallmistral/mistral-small via mistral2026-09-15 01:18yes08 s
ComparativeDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-15 02:33yes016 s
ComparativeLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-15 03:04yes02 s
ComparativeQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 04:08yes030 s
ComparativeKimi K2moonshotai/kimi-k2 via novita2026-09-15 04:49yes034 s
ComparativeGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 04:56yes014 s
ComparativeMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-14 23:12yes013 s
Budget constrainedClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 02:18yes88 s
Budget constrainedGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 03:52yes35 s
Budget constrainedGemini 3.5 Flashgemini-3.5-flash2026-09-15 00:51yes2023 s
Budget constrainedPerplexity Sonarsonar2026-09-15 01:12yes207 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 04:59yes08 s
Budget constrainedMistral Smallmistral/mistral-small via mistral2026-09-14 23:42yes06 s
Budget constrainedDeepSeek V4 Flashdeepseek/deepseek-v4-flash via deepinfra2026-09-14 23:04yes027 s
Budget constrainedLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-15 01:28yes01 s
Budget constrainedQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 04:21yes031 s
Budget constrainedKimi K2moonshotai/kimi-k2 via novita2026-09-15 03:31yes021 s
Budget constrainedGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 03:56yes023 s
Budget constrainedMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 01:31yes016 s
Scale constrainedClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 02:49no06 s
Scale constrainedGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 02:20no07 s
Scale constrainedGemini 3.5 Flashgemini-3.5-flash2026-09-15 01:41yes1323 s
Scale constrainedPerplexity Sonarsonar2026-09-15 02:23yes2010 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 02:58yes07 s
Scale constrainedMistral Smallmistral/mistral-small via mistral2026-09-15 02:34no05 s
Scale constrainedDeepSeek V4 Flashdeepseek/deepseek-v4-flash via fireworks2026-09-14 23:58yes020 s
Scale constrainedLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-14 23:56yes02 s
Scale constrainedQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-15 01:41yes036 s
Scale constrainedKimi K2moonshotai/kimi-k2 via novita2026-09-15 03:21yes023 s
Scale constrainedGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 00:46yes016 s
Scale constrainedMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 03:05no011 s
Negative framingClaude Haiku 4.5claude-haiku-4-5-202510012026-09-15 03:46yes2411 s
Negative framingGPT-5.4 minigpt-5.4-mini-2026-03-172026-09-15 05:06yes47 s
Negative framingGemini 3.5 Flashgemini-3.5-flash2026-09-14 23:11yes1919 s
Negative framingPerplexity Sonarsonar2026-09-15 02:40yes208 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 02:32yes010 s
Negative framingMistral Smallmistral/mistral-small via mistral2026-09-15 01:25yes09 s
Negative framingDeepSeek V4 Flashdeepseek/deepseek-v4-flash via deepinfra2026-09-15 00:32yes074 s
Negative framingLlama 4 Maverickmeta/llama-4-maverick via bedrock2026-09-15 02:50yes02 s
Negative framingQwen 3.7 Flashalibaba/qwen3.7-flash via alibaba2026-09-14 22:57yes036 s
Negative framingKimi K2moonshotai/kimi-k2 via novita2026-09-15 03:33yes069 s
Negative framingGLM 4.7 FlashXzai/glm-4.7-flashx via zai2026-09-15 00:35yes036 s
Negative framingMiniMax M2.5minimax/minimax-m2.5 via minimax2026-09-15 00:16yes025 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
Acuity read as Acuity Scheduling
Google Appointments read as Google Calendar Appointment Scheduling
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-based booking read as Google Calendar Appointment Scheduling
HubSpot's Meeting Scheduler read as HubSpot Meetings
Microsoft Outlook read as Microsoft Outlook Calendar
Unresolved, counted raw
10to8 (Sign In Scheduling)
Chalk
Fresha
MeetSync
NeetoCal
Officly
Outlook Calendar
Outreach Sequences
Ronspot
Salesforce Calendar
TimeTrade
Discontinued, still offered
No shut-down product was recommended here.
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