Small business▲+2Since September 2026: 6% → 8%, +2 points. Inside the 11-point floor: within noise. Read over the models both editions asked.
8%from 6% in September 2026
Inside the floor by 9 pointsRank 5 → 4 of 50
3 categories · RankedChili Piper
242Judge labels
39First choices
67Negative labels
14 / 14Models named it
3Categories
October 2026 Edition. Every number here is derived from the raw labels under vendor table v2026-10-05.2, every buyer segment counted.
Best standing
27% in Scheduling for enterprise buyers
Rank 2 of 58 in the mid-market standingaccepted challenger
9 of 14 models made it the first choice on the direct prompt; 22% of its 40 labels there were negative.
What the models named instead of Chili Piper →By buyer segmentStrongest at enterprise.
Small business4 of 51
7%33 labels
criticized challenger
Mid-market2 of 58
26%40 labels
accepted challenger
Enterprise2 of 64
27%47 labels
accepted challenger
In scheduling · each standing computed within its segment · bars are 0 to 100 · the accent bar is the product's own best reading
Standing by category
Every category where a model named Chili Piper for a mid-market B2B company. Share is first choices across the direct, paraphrase, budget and scale prompts; rank is within every product named in that category.
| Category | Function | Share | Rank | Negative rate | Labels | Quadrant | Since September 2026 |
|---|---|---|---|---|---|---|---|
| Meeting scheduling | Sales | 26% | 2 of 58 | 22% | 40 | accepted challenger | ▲+14Since September 2026: 12% → 27%, +14 points. Past the 11-point floor: movement. Read over the models both editions asked. |
| Lead routing and management | Sales | 5% | 6 of 111 | 24% | 42 | accepted challenger | ▼−4Since September 2026: 11% → 7%, −4 points. Inside the 11-point floor: within noise. Read over the models both editions asked. |
| Conversational marketing platforms | Marketing | 0% | 44 of 87 | 0% | 1 | under 10 labels · led by Tidio at 13% |
Movement
Since September 2026, Chili Piper moved past the floor in one of two categories: Scheduling, +14 points to 27%. It held within the floor in the other one.
Best category · Scheduling · by segment
Mid-market▲+14Since September 2026: 12% → 27%, +14 points. Past the 11-point floor: movement. Read over the models both editions asked.
27%from 12% in September 2026
Cleared the floor by 3 pointsRank 3 → 2 of 55
Enterprise▲+5Since September 2026: 20% → 25%, +5 points. Inside the 11-point floor: within noise. Read over the models both editions asked.
25%from 20% in September 2026
Inside the floor by 6 pointsRank 2 of 58, unchanged
All categories · Mid-market
| Category | September 2026 | Now | Change | Reading | Rank |
|---|---|---|---|---|---|
| Scheduling | 12% | 27% | ▲+14Since September 2026: 12% → 27%, +14 points. Past the 11-point floor: movement. Read over the models both editions asked. | Moved past the floor | Rank 3 → 2 of 58 |
| Lead routing | 11% | 7% | ▼−4Since September 2026: 11% → 7%, −4 points. Inside the 11-point floor: within noise. Read over the models both editions asked. | Within noise | Rank 3 → 6 of 111 |
Shares here are read over the models both editions asked, so they can differ by a point or two from the standing above, which counts every model in this edition.
The floor is 11 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 is noise, and both are shown. Movement is read over the twelve models both editions asked; GPT-6 Luna, Muse Glimmer 30B joined this edition and are in the standing but not yet in the comparison. How the floor is measured · The editions
By model
How each model treated Chili Piper across every prompt where it was named for a mid-market B2B company. Fourteen models, six prompts per category.ShowHide
By model
How each model treated Chili Piper across every prompt where it was named for a mid-market B2B company. Fourteen models, six prompts per category.
ShowHide| Model | First choice | Alternative | Mention | Negative | Labels |
|---|---|---|---|---|---|
| Claude Haiku 4.5 | 2 | 1 | 0 | 0 | 3 |
| GPT-5.4 mini | 1 | 3 | 0 | 0 | 4 |
| Gemini 3.5 Flash | 4 | 3 | 0 | 4 | 11 |
| Perplexity Sonar | 1 | 2 | 0 | 0 | 3 |
| Grok 4.20 | 1 | 3 | 1 | 2 | 7 |
| Mistral Small | 1 | 2 | 1 | 0 | 4 |
| DeepSeek V4 Flash | 2 | 2 | 1 | 2 | 7 |
| Llama 4 Maverick | 0 | 1 | 1 | 1 | 3 |
| Qwen 3.7 Flash | 1 | 2 | 0 | 1 | 4 |
| Kimi K2 | 2 | 3 | 0 | 3 | 8 |
| GLM 4.7 FlashX | 1 | 2 | 0 | 1 | 4 |
| MiniMax M2.5 | 2 | 4 | 0 | 1 | 7 |
| GPT-6 Luna | 0 | 6 | 0 | 1 | 7 |
| Muse Glimmer 30B | 2 | 4 | 2 | 3 | 11 |
By framing
Which of the six questions produced the naming. By model says how often; this says asked what. The first-choice count on the right carries the marks of the models that produced it.
FramingLabels by classFirst choices
Direct55 labels22
Paraphrase35 labels5
Comparative50 labels4not counted in share
Budget-constrained30 labels1
Scale-constrained47 labels11
Negative25 labelsNone
First choiceAlternativeMentionNegative242 labels in all, every segment counted; 39 of the 43 first choices count toward share, since the comparative and negative framings do not. The bar is one segment per label class, to scale within the framing.
What the models said for it
Verbatim evidence the judge attached to positive labels.
“If you need advanced inbound form-to-meeting routing across Salesforce/HubSpot, purpose-built enterprise layers such as Chili Piper are benchmarked for under 1 minute speed-to-lead.” Muse Glimmer 30B · Scheduling · scale prompt · first choice
“The traditional heavy hitter for complex B2B sales routing and SDR-to-AE handoffs... a powerful, premium choice for established, high-volume teams.” Gemini 3.5 Flash · Scheduling · scale prompt · first choice
“Choose Chili Piper or RevenueHero if your main pipeline bottleneck is prospects filling out your website's contact form” Gemini 3.5 Flash · Lead routing · comparative prompt · first choice
“If your primary goal is converting inbound web traffic into qualified sales meetings... Chili Piper is the market leader.” Gemini 3.5 Flash · Lead routing · direct prompt · first choice
And against it
Verbatim evidence attached to negative labels. A warning on a product with few labels is a warning; on a product with many, it is one voice among them.
“Volume-based platform fees scale sharply with inbound volume... full Chili Piper suites can be incredibly frustrating, as they often require five-figure annual contracts” Muse Glimmer 30B · Lead routing · negative prompt · hard negative
“What to avoid on a limited budget ... Chili Piper ... has a platform fee on top of per-user licensing.” Muse Glimmer 30B · Scheduling · budget prompt · hard negative
“Avoid pricier options like Chili Piper ($15+/user) unless you need enterprise lead routing.” Grok 4.20 · Scheduling · budget prompt · hard negative
“I'd skip Chili Piper on a limited budget unless advanced lead routing is essential” GPT-6 Luna · Scheduling · budget prompt · hard negative
Named alongside
The products named in the same answers as Chili Piper, over the 242 answers that named it. Took the first choice instead counts the answers where the other product was the first choice and Chili Piper was named but was not.ShowHide
Named alongside
The products named in the same answers as Chili Piper, over the 242 answers that named it. Took the first choice instead counts the answers where the other product was the first choice and Chili Piper was named but was not.
ShowHideProductSame answerTook the first choice insteadHead to head
A head-to-head page exists where both products are among a category's top eight. The other rows are the same fact without a page behind them, so they link to the product instead.
What carried it into the answer
The sites and pages cited by the answers that named Chili Piper. A fact about retrieval, not a lever on the model.
Citations exist only for the models that return a source list, five of the fourteen in this edition, so these counts come from 232 of the 242 answers that named Chili Piper and are not a share of its labels.
Domains cited
blog.hubspot.com99
guideflow.com84
pipeline.zoominfo.com81
calendly.com79
leadangel.com74
cal.com72
revenuehero.io70
leandata.com67
prospeo.io64
chilipiper.comYour site57
690 of the 747 domain citations in answers naming Chili Piper came from somebody else's page.
Pages cited
Pages are listed as the models cited them.
Search and answers
chilipiper.com is not in Google's top ten for any of the category's searches. In the answers, Chili Piper takes 26% of first choices and Calendly takes 36%.ShowHide
Search and answers
chilipiper.com is not in Google's top ten for any of the category's searches. In the answers, Chili Piper takes 26% of first choices and Calendly takes 36%.
ShowHideIn search
Google, US estimatesPosition for “meeting scheduling tool for sales teams”
–
not in the top ten
Position for “best meeting scheduling tool for sales teams”
–
not in the top ten
- Searches for its name, Google
- 6,600 a month (“chili piper”)
- AI search demand for its name, est.
- 130 a month
- Organic visits to its site
- about 6,997 a month
- Searches its site ranks for
- 1,328 · 80 in the top three
- Sites linking to it
- 4,409
- Paid Google search
- 2 searches its ads show for, about 6 clicks and $295 a month (estimate)
In answers
This editionShare of first choices
26%
rank 2 of 58 in scheduling
Segment leader
36%
Calendly
- First choices
- 39 across its categories
- Named in
- 242 answers
- Its own site cited
- in 232 of the answers that named it
Search figures are US estimates from DataForSEO, read September 28, 2026; AI search demand is its modeled, directional estimate, not a count of queries to any assistant. The answers are this edition's. Two measurements side by side: neither is read as the cause of the other.
What it publishes
ShowHide
What it publishes
ShowHideAddresses on chilipiper.com
886
subdomains included
Content
640
counted in the table below
Documentation
0
Product · Integration
69 · 88
| Kind | Pages | Last 90 days | 2025-10 to 2026-09 | Latest | Categories named |
|---|---|---|---|---|---|
| Blog | 312 | 0 | 2022-04-01 | ||
| Podcast or video | 156 | 0 | 2024-03-05 | ||
| Case study | 60 | 0 | 2017-09-09 | ||
| Report or ebook | 55 | 0 | 2025-10-22 | ||
| Comparison | 21 | 0 | 2025-11-13 | ||
| Webinar or virtual event | 14 | 2 | 2026-09-09 | ||
| Template or tool | 9 | 0 | 2023-02-16 | ||
| Glossary or explainer | 9 | 1 | 2026-08-28 | ||
| Conference or event | 4 | 0 | 2025-11-20 |
Most recent
- 2026-09-09Mid market conversion benchmark roundtable webinar or virtual event
- 2026-09-08Whats in new chili piper september 2026 webinar or virtual event
- 2026-08-28What is an ai inbound sdr glossary or explainer
- 2025-11-20Spicyops use chili piper to book meetings before during and after tradeshows and events conference or event
- 2025-11-13Ai chatbots vs traditional chatbots comparison
- 2025-10-22Ai plays to turn website visitors into customers report or ebook
How it is countedHide how it is counted
Every page chilipiper.com exposes, subdomains included. Kind is read from the address and title. The last 90 days, the latest date and the twelve months count pages by when they were published, from the site's feeds, a date in the address, or the page's own publication date, read from up to a hundred of its most recently changed pages; a page that says only when it last changed is counted in its kind but not in when, so the recent counts are a floor, and a kind none of whose pages gives a publication date reads undated. An event counts as online when its address or title says so (webinar, on demand, virtual or online summit); a conference, summit, trade show, expo or roadshow that does not say so is counted as a conference or event, which on a vendor's site is mostly in person. Read September 29, 2026.
Names read as Chili Piper
What the judge wrote, as written, with how often. The vendor table decides that these count as Chili Piper; a claim can dispute any of them.
Chili Piper (Distro) 2Chili Piper (Concierge) 1Chili Piper (and ChiliCal) 1Chili Piper / ChiliCal 1Chili Piper / Distro 1
Follow Chili Piper
An email the morning each edition publishes: where this product moved, where it held, and by how much against the noise floor. One address, confirmed by a click; a stop link in every email.
Already following? Everything you follow, with a stop for each.
The company
Chili Piper is its own company.ShowHide
The company
Chili Piper is its own company.
ShowHideIn its own words
Stated by the vendor, not checked- Positioning
- AI Website Conversion Platform
- For
- GTM teams
- Price stated
- from 1250 chilipiper.com
- Starting price
- 1250 chilipiper.com
- Integrations claimed
- 5 chilipiper.com · 19 chilipiper.com/pricing pages disagree
- Certifications
- SSO/SAML
- Customers named
- GongMetamonday.comNavatticDagsterPandaDocFrontifyZillow
- Not stated on the pages read
- Free plan or trial, hosting
What Chili Piper's own pages state, read September 28, 2026: chilipiper.com, chilipiper.com/pricing, trust.chilipiper.com, chilipiper.com/products/mcp, chilipiper.com/resources/customer-stories. A claimed page can correct any of them.
Is this your product?
Claim this page
Claiming is free and changes nothing in the data. A claimed page shows a verified contact who is told when each edition publishes and when Chili Piper's standing changes by more than the noise floor; the right to propose corrections to the vendor table, meaning names the judge wrote that should or should not read as Chili Piper, applied by version and listed in the change log; and a one-line description supplied by the vendor and marked as such.
What a new claim receivesHide what a new claim receives
A new claim receives the current edition's vendor brief for Chili Piper by email, built from the raw record of the edition. It shows:
- where Chili Piper is named, by buyer and by framing, and which cells hold its first choices;
- the claims the models make when they name it, ranked, with the strongest and the weakest quoted;
- its vocabulary against the segment leader's, and the pages the models cited;
- who was chosen in the answers that did not name Chili Piper, and every reason the record gives;
- a battlecard for each top rival: the head-to-head split, why they win, and the reservation quoted against them;
- one page of published figures cleared to show a buyer.
Badges
Wins only: a badge exists where Chili Piper is ranked in a category's top three this edition. Three sizes, one file each, light and dark; the code is under each.ShowHide
Badges
Wins only: a badge exists where Chili Piper is ranked in a category's top three this edition. Three sizes, one file each, light and dark; the code is under each.
ShowHideChili Piper is among the products AI models recommend first in Meeting scheduling this edition. Each badge says so in the buyer's words, names the edition, and links to the standing. The next edition issues a new badge; this one stays true as a record of October 2026.
Wide · 320 × 104 Website, beside other badges
Square · 240 × 240 LinkedIn, slides
Compact · 200 × 56 Email signature, footer
Badges read on light and dark pages. Alt text carries the claim, the category, the edition and the index, so it stays a citation where the image does not load.