SkillCycle
New York, US · Founded 2018 · Delaware corporation · 59 employees on LinkedIn · 3 known investors
SkillCycle offers a people development platform that combines AI-driven micro-guidance (AIDA) with certified human coaching delivered within the flow of work. It targets HR, operations, and team leaders seeking to develop employees and drive performance in the AI era.
Founders & leadership
SkillCycle was founded in 2018 by Kristy McCann and Kristy McCann Flynn.
KM

Kristy McCannCo-founder
KM

Kristy McCann FlynnCo-founder
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Jeff ReidExecutive
JF
Jason FinneyNamed on SEC filing
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Rebecca Taylor
Board
SJ
Stephen JoyBoard director
CJ
Christy JohnsonBoard director
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Ted BrodheimBoard director
Investors · 3
Reported raises · per SEC filings
Form D private placements$8.8M disclosed across 3 rounds · 2021–2025
▶$2.5MraisedFeb 2025 · 3 investors · OtherRule 506(b)
▶$2.5MraisedFeb 2025 · 3 investors · Other
Rule 506(b)Officers, directors & promoters on the filing
- Stephen JoyDirector
- Jason FinneyExecutive Officer, Director
- Christy JohnsonDirector
- Ted BrodheimDirector
- Jeff ReidExecutive Officer, Director
- Kristy McCannExecutive Officer, Director
- Offering amount
- $4.8M
- Amount sold
- $2.5M
- First sale
- Feb 2025
- Incorporated
- Corporation, Delaware
- Federal exemptions
- 06b
▶$3MraisedSep 2022 · 6 investors · OtherRule 506(b)
▶$3MraisedSep 2022 · 6 investors · Other
Rule 506(b)Officers, directors & promoters on the filing
- Kristy McCann FlynnExecutive Officer, Director, Promoter
- Offering amount
- $5M
- Amount sold
- $3M
- First sale
- Sep 2022
- Incorporated
- Corporation, Delaware, 2018
- Federal exemptions
- 06b
▶$3.2MraisedJul 2022 · 11 investors · OtherRule 506(b)
▶$3.2MraisedJul 2022 · 11 investors · Other
Rule 506(b)Officers, directors & promoters on the filing
- Kristy McCann FlynnExecutive Officer, Director, Promoter
- Offering amount
- $3.2M
- Amount sold
- $3.2M
- First sale
- May 2021
- Incorporated
- Corporation, Delaware, 2018
- Federal exemptions
- 06b
Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.
Competitors · 7
by search overlapBetterUp244 shared keywordsBetterUp provides an AI-powered coaching and professional development platform that helps organizations support employee growth and wellbeing. The platform serves enterprises and their employees through behavioral science-backed coaching and talent management tools.
Harvard Business Review’s (HBR)176 shared keywordsHarvard Business Review (HBR) publishes articles and content on management, leadership, and business topics for professionals and organizations.
Shrm158 shared keywordsSHRM is a membership organization for human resources professionals, offering HR certifications, expert-led training, seminars, events, and research on workplace trends. It provides educational resources, networking through local chapters and regional councils, and data-driven insights for HR practitioners.
Work Human132 shared keywordsWorkHuman provides a team recognition and rewards platform that enables organizations to celebrate and recognize teams for their workplace accomplishments. The platform integrates social recognition with redemption options for products and experiences from major brands.
Betterworks111 shared keywordsBetterworks offers enterprise performance management and talent intelligence software that connects employee performance, skills, and potential data into a real-time view of the workforce. It uses AI to support decisions on growth, internal mobility, succession planning, and calibration for large organizations.
Asana100 shared keywordsAsana is a collaborative work management platform that helps teams align work to goals, coordinate tasks, and automate processes using AI-powered workflows. The platform serves organizations of all sizes seeking to improve productivity, visibility, and execution across teams and departments.
Gallup95 shared keywordsGallup conducts global research and analytics on employee engagement, wellbeing, and workplace performance, and offers a workplace performance platform along with tools like CliftonStrengths. It serves organizations seeking to measure and improve human potential and workforce outcomes.
Companies competing with SkillCycle for the same Google search keywords, organic and paid, via search-intersection analysis.
In the news
Frequently asked questions
- What does SkillCycle do?
- SkillCycle offers a people development platform that combines AI-driven micro-guidance (AIDA) with certified human coaching delivered within the flow of work. It targets HR, operations, and team leaders seeking to develop employees and drive performance in the AI era.
- Who founded SkillCycle?
- SkillCycle was founded by Kristy McCann, Kristy McCann Flynn in 2018.
- Who are SkillCycle's investors?
- SkillCycle's investors include PS27 Ventures, RevUp Capital, Zane Venture Fund.
- How much funding has SkillCycle raised?
- SkillCycle has disclosed $8.8M raised across 3 rounds.
- Where is SkillCycle headquartered?
- SkillCycle is headquartered in New York, US.







