/Companies

SkillCycle

New York, US · Founded 2018 · Delaware corporation · 59 employees on LinkedIn · 8 known investors

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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.

KMKristy McCann
Kristy McCannCo-Founder & CEO/Chairman of Board2017–2026Kristy McCann is CEO and founder of SkillCycle, a people development platform combining AI-driven guidance with human coaching. She spent over 20 years as a CHRO and HR executive before founding the company.
KMKristy McCann Flynn
Kristy McCann FlynnCo-Founder & CEO/Chairman of Board2017–2026Kristy McCann Flynn spent roughly two decades as a CHRO and HR executive before founding GoCoach, which became SkillCycle, a people development platform. She is also co-founder of Relate, an AI relationship intelligence platform, and a strategic advisor to Sherlock Performance and Granted, with expertise in organizational design, talent strategy, workforce planning, and board governance.
JRJeff Reid
Jeff ReidCo-Founder and COO/CPO2023–2025Reid is a product and technology leader with experience building platforms for education and mission-driven organizations, having led teams from early-stage startups to enterprise scale, including platforms serving millions of users.
JF
Jason FinneyNamed on SEC filing
RT
Rebecca Taylor

Board

SJ
Stephen JoyBoard director
CJ
Christy JohnsonBoard director
TB
Ted BrodheimBoard director

Investors · 8

Reported raises · per SEC filings

Form D private placements

$8.8M disclosed across 3 rounds · 2021–2025

▶$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
Full filing on SEC EDGAR ↗
▶$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
Full filing on SEC EDGAR ↗
▶$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
Full filing on SEC EDGAR ↗

Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.

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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 BIP Ventures, Early Light Ventures, Gaingels, PS27 Ventures, RevUp Capital, Service Provider Capital, Zane Venture Fund, Open Opportunity 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.