Meeting scheduling
Asked as “meeting scheduling tool for sales teams”, and as “appointment scheduling software”, on behalf of a mid-market B2B software company. 23 first choices recorded across the direct, paraphrase, budget and scale prompts, six models each.
Standing · first-choice share
35%
Contested · Chili Piper 26%
35Calendly26Chili Piper17HubSpot Meetings22others
35% of first choices, contested.
The standing
Share is the count of first choices across the direct, paraphrase, budget and scale prompts, over all six models, for a mid-market B2B software company. Ordered by share.
ProductFirst-choice shareNegative rateLabelsQuadrantSince September 2026
Show the two products at 0%, ordered by negative rate
The floor is 12 points of share, measured: how far the models move a leader on their own when the same questions are asked twice with nothing changed. A larger change is movement; a smaller one can't be told apart from repeat variation, and both are shown. Each index measures its own floor from its own repeat, over its own categories, so the floor differs from one index to the next. How the floor is measured
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.
All ten head-to-head pages: the top five products, each against each
Recommended versus criticized
Every product with at least 10 labels here, on both axes. The 30% line names a quadrant, not the verdict above: that one needs more than 40%.
Criticized challengerCriticized default
Negative label rate →
01
02
03
04
05
06
07Accepted challengerEndorsed leader
0%First-choice share → · lines at 30% share and 25% negative50%
Key
01Calendly35%
Calendly35%02Chili Piper26%
Chili Piper26%03HubSpot Meetings17%
HubSpot Meetings17%04Cal.com9%
Cal.com9%05RevenueHero9%
RevenueHero9%06Microsoft Bookings0%
Microsoft Bookings0%07Doodle0%
Doodle0%What they warned about
One of six models held their first choice under the paraphrase. Claude Opus 5, Claude Opus 4.8, GPT-6 Astra, GPT-5.6 Sol and Perplexity Sonar Pro 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.
Doodle30%
3 of 10 labels negative · 3 of 6 models · 1 hard negative
“The free tier of Doodle is heavy with ads and offers a clunky user experience” Gemini 3.1 Pro, negative prompt
Otter.ai100%
3 of 3 labels negative · 3 of 6 models · 1 hard negative
“Otter.ai is the clearest example to approach carefully.” Claude Opus 5, negative prompt
Cal.com16%
3 of 19 labels negative · 3 of 6 models
“Self-hosted Cal.com or Rallly: Self-hosting improves control only if someone reliably handles updates, backups, encryption, access control, and incident response.” GPT-5.6 Sol, negative prompt
Calendly14%
5 of 35 labels negative · 3 of 6 models
“falls short when they need to route meetings based on territory, account ownership, or CRM data” Claude Opus 4.8, direct prompt
What they cite
Six of the six models returned a source list in this edition: six return the pages they cited.
Sites the answers cite
32 of 36 answers in this category came back with a source list, from 6 of 6 models: citations where the model returns them, or the search results it consulted. 569 links across 223 sites, every framing counted. Ranked by the number of answers carrying the site or page. None of the 36 answers across every segment cited this index's own page for the category.
vendor site · Calendly25 answers · 44 citations · 5 models
vendor site · RevenueHero15 answers · 17 citations · 6 models
vendor site · Cal.com13 answers · 19 citations · 6 models
11 answers · 12 citations · 3 models
vendor site · Albato11 answers · 11 citations · 3 models
vendor site · MarketBetter10 answers · 11 citations · 3 models
10 answers · 10 citations · 4 models
vendor site · HubSpot9 answers · 19 citations · 3 models
vendor site · Chili Piper9 answers · 10 citations · 4 models
vendor site · LeadAngel8 answers · 10 citations · 4 models
vendor site · meetergo8 answers · 9 citations · 4 models
vendor site · Cleverly8 answers · 8 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.
11 answers · 3 models
11 answers · 3 models
10 answers · 3 models
10 answers · 4 models
9 answers · 3 models
9 answers · 3 models
8 answers · 3 models
7 answers · 4 models
7 answers · 3 models
5 answers · 4 models
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 products | Share | Own site cited | Name searches, Google | AI search demand, est. | Organic visits | Paid search a month, est. | Google ads, last 30 days | Best Google position |
|---|---|---|---|---|---|---|---|---|
| Calendly calendly.com | 35% | 201 | 368,000 | 2,824 | 292,858 | $34 | 5 | |
| Chili Piper chilipiper.com | 26% | 275 | 6,600 | 130 | 6,997 | $295 | 41 | |
| HubSpot parent site HubSpot Meetings 17%, HubSpot Sales Hub 4% | 22% | 687 | 368,000 | 9,776 | ||||
| Cal.com cal.com | 9% | 133 | 2,900 | 100 | 439,943 | 3 | 7 | |
| RevenueHero revenuehero.io | 9% | 104 | 720 | 1 | 1,187 | 5 | ||
| Google parent site Google Calendar Appointment Scheduling 0% | 0% | 36 | 12,100 | 138 | ||||
| Microsoft parent site Microsoft Bookings 0% | 0% | 59 | 2,240,000 | 403,136 | ||||
| SavvyCal savvycal.com | 0% | 38 | 880 | 1 | 10,407,137 | |||
| Acuity Scheduling acuityscheduling.com | 0% | 46 | 90,500 | 288 | 926,226 | 23 | 1 | |
| Doodle doodle.com | 0% | 51 | 450,000 | 58,452 | 395,455 | 77 |
Google's top ten for the two searches hold 17 sites; 6 of them are among the sites the models cited here (blog.hubspot.com, cal.com, cleverly.co, 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
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.
ShowHideModelDirect“What is the best meeting scheduling tool for sales teams for a mid-market B2B software company?”Paraphrase“Which appointment scheduling software would you recommend to a mid-sized B2B software 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 Opus 5Chili PiperCalendlyChangedagainst: Microsoft BookingsCalendlyHubSpot Meetingsno first choiceagainst: Otter.ai
Three alternatives
Calendly, HubSpot Meetings, RevenueHeroFour alternatives
Cal.com, Chili Piper, HubSpot Meetings, Salesforce SchedulerNine alternatives
Cal.com, Chili Piper, Clockwise, Doodle, Google Calendar Appointment Scheduling, Koalendar, Microsoft Bookings, Rallly, SavvyCalThree alternatives
Cal.com, Calendly, SavvyCalClaude Opus 4.8Chili Piperagainst: CalendlyCalendlyChangedagainst: Acuity Scheduling, Cal.comCalendlyCalendly, HubSpot Meetingsagainst: Chili Piper, RevenueHerono first choiceagainst: Calendly, Fathom, Fireflies.ai, Microsoft 365 Copilot, Otter.ai, Read AI, Zoom Webinars
One alternative
RevenueHeroTwo alternatives
Chili Piper, HubSpot MeetingsSix alternatives
Acuity Scheduling, Cal.com, Clockwise, Doodle, Google Calendar Appointment Scheduling, Microsoft BookingsThree alternatives
SuperSaaS, YouCanBookMe, Zoho BookingsGPT-6 AstraChili PiperCalendlyChangedCal.com, CalendlyCal.comCalendlyagainst: Calendly, Doodle, Motion, Reclaim.ai
Two alternatives
Calendly, RevenueHeroTwo alternatives
Chili Piper, HubSpot MeetingsFive alternatives
Doodle, Google Calendar Appointment Scheduling, HubSpot Meetings, Microsoft Bookings, Reclaim.aiTwo alternatives
Calendly, HubSpot MeetingsTwo alternatives
Chili Piper, RevenueHeroGPT-5.6 SolRevenueHeroCalendlyChangedCalendlyCal.comno first choiceagainst: AgreeTo for Outlook, Cal.com, Motion, Rallly, Reclaim.ai, When2meet
Four alternatives
Calendly, Chili Piper, HubSpot Meetings, LeanData BookItFour alternatives
Chili Piper, HubSpot Meetings, Microsoft Bookings, RevenueHeroEight alternatives
Acuity Scheduling, Cal.com, Chili Piper, Doodle, Google Calendar Appointment Scheduling, HubSpot Meetings, Microsoft Bookings, SavvyCalThree alternatives
Calendly, HubSpot Meetings, OnceHub RouteSeven alternatives
Calendly, Chili Piper, Google Calendar Appointment Scheduling, HubSpot Meetings, Microsoft Bookings, RevenueHero, Salesforce SchedulerGemini 3.1 ProChili PiperChili PiperHeldagainst: Acuity Scheduling, YouCanBookMeCalendlyHubSpot Meetingsagainst: CalendlyChili Piperagainst: Calendly, Clara, Clockwise, Doodle, Fathom, Fireflies.ai, Otter.ai, Read AI, When2meet, x.ai
Three alternatives
Calendly, HubSpot Sales Hub, RevenueHeroThree alternatives
Calendly, HubSpot Meetings, RevenueHeroSeven alternatives
Acuity Scheduling, Cal.com, Chili Piper, Doodle, Motion, Reclaim.ai, SavvyCalFour alternatives
Cal.com, Setmore, SimplyMeet.me, TidyCalFour alternatives
Calendly, HubSpot Sales Hub, LeanData, RevenueHeroPerplexity Sonar ProHubSpot Sales Hub, RevenueHeroCalendlyChangedCalendlyCalendly, HubSpot Meetingsagainst: Cal.comno first choiceagainst: Doodle, Gemini
Two alternatives
Calendly, Chili PiperThree alternatives
Chili Piper, LeadAngel, RevenueHeroSix alternatives
Acuity Scheduling, Cal.com, Clockwise, Doodle, Reclaim.ai, YouCanBookMeOne alternative
SetmoreBold 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.
Thirty-six rows: every prompt, every model, every answer.
| Prompt | Model | Version string | Time (UTC) | Searched | Sources | Latency |
|---|---|---|---|---|---|---|
| Direct recommendation | Claude Opus 5 | claude-opus-5 | 2026-09-09 17:31 | yes | 23 | 49 s |
| Direct recommendation | Claude Opus 4.8 | claude-opus-4-8 | 2026-09-09 17:40 | yes | 30 | 456 s |
| Direct recommendation | GPT-6 Astra | gpt-6-astra | 2026-09-09 19:27 | yes | 3 | 27 s |
| Direct recommendation | GPT-5.6 Sol | gpt-5.6-sol | 2026-09-09 19:28 | yes | 5 | 36 s |
| Direct recommendation | Gemini 3.1 Pro | gemini-3.1-pro-preview | 2026-09-10 17:05 | yes | 7 | 36 s |
| Direct recommendation | Perplexity Sonar Pro | sonar-pro | 2026-09-09 17:40 | yes | 20 | 5 s |
| Paraphrase | Claude Opus 5 | claude-opus-5 | 2026-09-09 17:43 | yes | 20 | 59 s |
| Paraphrase | Claude Opus 4.8 | claude-opus-4-8 | 2026-09-09 17:44 | yes | 38 | 54 s |
| Paraphrase | GPT-6 Astra | gpt-6-astra | 2026-09-09 19:29 | yes | 3 | 29 s |
| Paraphrase | GPT-5.6 Sol | gpt-5.6-sol | 2026-09-09 19:31 | yes | 5 | 29 s |
| Paraphrase | Gemini 3.1 Pro | gemini-3.1-pro-preview | 2026-09-10 17:06 | no | 0 | 23 s |
| Paraphrase | Perplexity Sonar Pro | sonar-pro | 2026-09-09 17:45 | yes | 20 | 5 s |
| Comparative | Claude Opus 5 | claude-opus-5 | 2026-09-09 17:48 | yes | 41 | 72 s |
| Comparative | Claude Opus 4.8 | claude-opus-4-8 | 2026-09-09 17:50 | yes | 37 | 57 s |
| Comparative | GPT-6 Astra | gpt-6-astra | 2026-09-09 19:32 | yes | 8 | 47 s |
| Comparative | GPT-5.6 Sol | gpt-5.6-sol | 2026-09-09 19:34 | yes | 9 | 46 s |
| Comparative | Gemini 3.1 Pro | gemini-3.1-pro-preview | 2026-09-10 17:07 | yes | 8 | 39 s |
| Comparative | Perplexity Sonar Pro | sonar-pro | 2026-09-09 17:50 | yes | 19 | 7 s |
| Budget constrained | Claude Opus 5 | claude-opus-5 | 2026-09-09 17:52 | yes | 18 | 41 s |
| Budget constrained | Claude Opus 4.8 | claude-opus-4-8 | 2026-09-09 17:55 | yes | 35 | 48 s |
| Budget constrained | GPT-6 Astra | gpt-6-astra | 2026-09-09 19:35 | yes | 3 | 22 s |
| Budget constrained | GPT-5.6 Sol | gpt-5.6-sol | 2026-09-09 19:36 | yes | 4 | 25 s |
| Budget constrained | Gemini 3.1 Pro | gemini-3.1-pro-preview | 2026-09-10 17:08 | no | 0 | 25 s |
| Budget constrained | Perplexity Sonar Pro | sonar-pro | 2026-09-09 17:56 | yes | 20 | 7 s |
| Scale constrained | Claude Opus 5 | claude-opus-5 | 2026-09-09 17:59 | yes | 32 | 82 s |
| Scale constrained | Claude Opus 4.8 | claude-opus-4-8 | 2026-09-09 18:00 | no | 0 | 24 s |
| Scale constrained | GPT-6 Astra | gpt-6-astra | 2026-09-09 19:38 | yes | 4 | 36 s |
| Scale constrained | GPT-5.6 Sol | gpt-5.6-sol | 2026-09-09 19:40 | yes | 4 | 56 s |
| Scale constrained | Gemini 3.1 Pro | gemini-3.1-pro-preview | 2026-09-10 17:09 | no | 0 | 25 s |
| Scale constrained | Perplexity Sonar Pro | sonar-pro | 2026-09-09 18:01 | yes | 20 | 9 s |
| Negative framing | Claude Opus 5 | claude-opus-5 | 2026-09-09 18:04 | yes | 44 | 54 s |
| Negative framing | Claude Opus 4.8 | claude-opus-4-8 | 2026-09-09 18:06 | yes | 42 | 55 s |
| Negative framing | GPT-6 Astra | gpt-6-astra | 2026-09-09 19:41 | yes | 5 | 30 s |
| Negative framing | GPT-5.6 Sol | gpt-5.6-sol | 2026-09-09 19:43 | yes | 5 | 41 s |
| Negative framing | Gemini 3.1 Pro | gemini-3.1-pro-preview | 2026-09-10 17:11 | yes | 17 | 39 s |
| Negative framing | Perplexity Sonar Pro | sonar-pro | 2026-09-09 18:06 | yes | 20 | 5 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 Appointment Schedules read as Google Calendar Appointment Scheduling
Google Calendar read as Google Calendar Appointment Scheduling
Google Calendar Appointment Schedules read as Google Calendar Appointment Scheduling
Google Calendar appointment schedules read as Google Calendar Appointment Scheduling
Google Workspace Appointment Schedules read as Google Calendar Appointment Scheduling
HubSpot read as HubSpot Meetings
Unresolved, counted raw
None awaiting human review.
Discontinued, still offered
No shut-down product was recommended here.