The Chatbot Challenge review
The Chatbot Challenge publishes 198 course modules on Skool.
A review on the numbers, not an opinion: nobody here has joined The Chatbot Challenge, and nothing below is a verdict.
The Chatbot Challenge is a free Skool community, created in January 2024 and coached by Josh Rosenfeld, that teaches members to build AI chatbots for voice, web, SMS, FB, IG and other channels.[1] Its core is a free 30-day challenge to launch a VoiceAI and chatbot agency and land a first client using GoHighLevel and ChatGPT.[1]
How we measure · Report an error or ask for removal
- Members
- 1,606
- Members, last 29 days
- -4
- 4 Oct 2026 to 2 Nov 2026
- Rank by members
- #1,103
- of 6,074 sellers listed here
- Size rank in niche
- #270
- of 1,230 sellers listed in content and audience building, by published members
- Check the Course score
- 91
- A, very strong
- Niche
- Content and audience building
- 1,308 listed here
- Created
- 19 Jan 2024
- Skool publishes this date
- Readings
- 20
- since 3 Sept 2026
About The Chatbot Challenge
Members get free access to more than 50 hours of VoiceAI and chatbot courses, GoHighLevel snapshots and templates.[1] Course units include Chatbot Basics, The 30-Day Challenge, VoiceAI (making and receiving phone calls with AI), an agency masterclass, and chatbot reviews, podcasts and live builds.[1]
The challenge's creator also runs Rosenfeld Marketing, LLC, whose website, rosenfeldmarketing.com, lists The Chatbot Challenge among its work.[2] The firm's main service is a fractional CTO and CMO engagement, which as of September 2026 cost $3,000 to $10,000 a month based on scope, with a $497 audit as the entry offer.[2] It also offers AI Chief of Staff, a managed AI agent that works inside a client's business, and the site says Apple was the agency's first client, in 1995.[2]
Sources
- Skool listing: skool.com/chatbot-challenge, as collected 26 Sept 2026
- Official website: rosenfeldmarketing.com, retrieved 28 Sept 2026
Compiled by Check the Course from the sources listed, to the best of our ability.
Read from the listing’s own words: what is offered, never how well.
What is inside
Counts published by The Chatbot Challenge on its own page, read on 26 Sept 2026: how much is included, never how good it is. Listed as run by joshrosenfeld.
No price is published for this community, so no ceiling is calculated. Absence of a price is not a claim that it is free.
Against the content and audience building niche
Percentile among the other 1,307 content and audience building listings here, each seller counted once for size.
Ahead of 91% of the 13,588 Skool communities we track, including ones without a page here, on the measures below, each read from a figure The Chatbot Challenge published itself.
- Size 53% of the scoreahead of 88%
- Growth 27% of the scoreahead of 38%
- Track record 20% of the scoreahead of 93%
An algorithmic position among tracked listings: not an endorsement, a guarantee or advice. How the score works.
Run this community?
Evidence and signals
Listed on 1,606 members.
Evidence: measured.
- First recorded
- 3 September 2026our first reading, not its launch
- Elsewhere
- Website
Tracked over time
20 observations over 60 days.
Observation log
| Observed | Members | Change | Price | Ceiling / month |
|---|---|---|---|---|
| 2 Nov 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 1 Nov 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 29 Oct 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 28 Oct 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 25 Oct 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 24 Oct 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 21 Oct 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 20 Oct 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 17 Oct 2026 | 1,606 | 0 | Not recorded | Not calculated |
| 16 Oct 2026 | 1,606 | -1 | Not recorded | Not calculated |
| 13 Oct 2026 | 1,607 | 0 | Not recorded | Not calculated |
| 12 Oct 2026 | 1,607 | -1 | Not recorded | Not calculated |
| 9 Oct 2026 | 1,608 | 0 | Not recorded | Not calculated |
| 8 Oct 2026 | 1,608 | -2 | Not recorded | Not calculated |
| 5 Oct 2026 | 1,610 | 0 | Not recorded | Not calculated |
| 4 Oct 2026 | 1,610 | -1 | Not recorded | Not calculated |
| 1 Oct 2026 | 1,611 | 0 | Not recorded | Not calculated |
| 30 Sept 2026 | 1,611 | -1 | Not recorded | Not calculated |
| 26 Sept 2026 | 1,612 | +17 | Not recorded | Not calculated |
| 3 Sept 2026 | 1,595 | Not recorded | Not calculated | |
| Average per week, last 29 days4 Oct 2026 to 2 Nov 2026 | -1 | |||
| Average per week, since first reading3 Sept 2026 to 2 Nov 2026 | +1 | |||
Course content readings
| Observed | Posts | Modules | Courses |
|---|---|---|---|
| 26 Sept 2026 | 443+8 | 198 | 17 |
| 8 Sept 2026 | 435 | 198 | 17 |
| Added per week8 Sept 2026 to 26 Sept 2026 | +3.3 | 0 | 0 |
Common questions about The Chatbot Challenge
- What is The Chatbot Challenge?
- The Chatbot Challenge is a free Skool community, created in January 2024 and coached by Josh Rosenfeld, that teaches members to build AI chatbots for voice, web, SMS, FB, IG and other channels.
- How much does The Chatbot Challenge cost?
- None of our readings of The Chatbot Challenge's Skool listing has found a price, so none is shown here, and it is not counted as free.
- How many members does The Chatbot Challenge have?
- The Chatbot Challenge lists 1,606 members, read 2 Nov 2026.
- How has The Chatbot Challenge's membership changed?
- From 1,595 members on 3 Sept 2026, our first reading, to 1,606 on 2 Nov 2026: within 1%.
- How does The Chatbot Challenge compare with other content and audience building communities?
- The niche median is 541 members. Pricing benchmarks by niche.
- What do you get inside The Chatbot Challenge?
- The Chatbot Challenge publishes 198 course modules, 17 courses, 443 posts, 2 admins. Communities with the most course content.
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