What Risky does

Risky Inc is a privately held, founder-owned leadership development company based in San Diego, California, operating with 1-10 employees under the leadership of founder Megan Farrell Ragsdale. The company's core offering is built around the proprietary FIND HER framework, a seven-pillar methodology (Fear, Intuition, Need, Drive, Habit, Empowerment, Risk/Reward) designed to help women advance into senior leadership and C-Suite roles. The framework is codified in the published book 'Risky Women: How to Reach the Top Levels of Leadership or Know When It's Time to Get The Hell Out,' which is distributed through Amazon, Barnes & Noble, Books a Million, Porchlight, and Powell's.

The company monetizes through four professional-services revenue streams: cohort-based Group Coaching using the FIND HER methodology, Business Consulting for organizations with culture or scaling challenges, Speaking Engagements at corporate and industry events, and YPO Forum Facilitation for members of the Young Presidents' Organization where Ragsdale is a Secondary Certified Forum Facilitator. Book sales constitute an additional one-time revenue stream. Pricing is not publicly disclosed; all services are sold via a contact-based sales motion.

Risky Inc's go-to-market is founder-led and content-driven, relying on Megan Ragsdale's personal LinkedIn presence, podcast appearances (Lead Like a Lady, Middle Age-ish, Market Knowledge, ValiantCEO Magazine, among others), and earned media coverage (Authority Magazine, BizWomen, Women Lead Radio) to generate inbound interest. Named client logos include Hulu, Dollar Shave Club, The North Face, the FBI, SONY, Microsoft, Deloitte, Motorola, Headspace, and YPO, reflecting Ragsdale's prior C-Suite career rather than necessarily current contracted revenue. The company is bootstrapped with no external institutional investment disclosed.

Name

Risky

Legal name

Risky Inc.

Website

https://riskyinc.com

Company type

Private

Operating status

Operating

Headcount range

1–10 employees

Short description

Risky Inc is a founder-led leadership development firm offering cohort coaching, consulting, speaking, and YPO Forum facilitation built around the proprietary FIND HER framework, serving women leaders and organizations seeking to advance women into C-Suite roles.

Ownership category

akta.pro rank

Product category

Leadership Development Services

NAICS

Professional and Management Development Training (61143), Management Consulting Services (54161)

SIC

Services-Management Consulting Services (8742)

akta.pro primary industry

Leadership & People Skills (Influence, Managing Up, Supervisory Readiness) (EDAAAKAI)

Keywords

• Executive coaching services
• Leadership development programs
• Women leadership coaching
• Organizational culture consulting
• Professional speaking engagements

Headquarters

HQ city

San Diego

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B

Offering type

Services

Cost components

Personnel, Marketing or Sales, Operations

Revenue model

1. Group Coaching: Cohort-based leadership coaching for multiple women leaders, featuring in-person workshops, online support, and self-paced exercises. Specialized in transitions from senior leadership to C-Suite, leading at scale, turnaround leadership, and inclusive culture development.
2. Business Consulting: Organizational consulting for teams with culture issues. Focus areas include talent management, scaling businesses for investment, and helping founders hire key successors for sustainable companies.
3. Speaking Engagements: Keynote and speaking services for events requiring discussion about women in the workplace. C-Suite veteran with 20+ years experience with major brands.
4. YPO Forum Facilitation: Facilitation services for YPO Forums and retreats, helping leaders break through comfort zones and reach new levels of vulnerability and connection.
5. Book Sales - Risky Women: Sale of the book 'Risky Women: How to Reach the Top Levels of Leadership or Know When It's Time to Get The Hell Out' published by Megan Farrell Ragsdale. Available through Amazon, Barnes & Noble, Books a Million, Porchlight, and Powell's.

Go-to-market motion2 records

Distribution channels3 records

Marketing channels6 records

Core offering

Risky Inc delivers human-delivered leadership development and coaching services centered on advancing women into senior executive roles. Its offerings include cohort-based Group Coaching built around the proprietary FIND HER framework, organizational Business Consulting for culture and scaling challenges, Keynote Speaking on women in the workplace, and YPO Forum Facilitation for peer executive groups. The 'Risky Women' book serves as both a credibility anchor and a standalone published product.

Product overview

Risky Inc is a leadership development company offering a suite of coaching, consulting, and speaking services centered on helping women advance to top leadership positions. The core product is the 'Risky Women' book, which introduces the FIND HER framework. Services include Group Coaching (cohort-based programs using the FIND HER methodology), Business Consulting (organizational culture and scaling services), YPO Forum Facilitation, and Speaking Engagements. The company does not offer a software platform but rather human-delivered professional development services.

Differentiator

Problem solved

Functional benefit

Brands

• Risky Women: A book by Megan Farrell Ragsdale titled 'Risky Women: How to Reach the Top Levels of Leadership or Know When It's Time to Get The Hell Out' focused on helping women bet on themselves and take risks to advance their careers.

Products and services

• Group Coaching Cohort-based leadership coaching program for groups of women leaders, facilitated through the FIND HER framework with in-person workshops, online support, and self-paced exercises. Targets women in transitions from senior leadership to C-Suite, leading at scale, turnaround leadership, and inclusive culture development.
• Business Consulting Organizational consulting services addressing culture issues, leadership development, talent management, and scaling businesses for investment and growth. For teams that recognize they are struggling with culture and need targeted intervention.
• Speaking Engagements Keynote speaking services featuring straight talk about women in the workplace, risk-taking, and leadership. Delivered by C-Suite veteran Megan Ragsdale with 20+ years of experience at major brands.
• YPO Forum Facilitation Forum facilitation services for YPO (Young Presidents' Organization) forums, helping groups break through comfort zones, deepen connections, and achieve transformational growth through radical self-inquiry, reinvigorated forum processes, and established commitments.
• Risky Women Book Book by Megan Farrell Ragsdale titled 'Risky Women: How to Reach the Top Levels of Leadership or Know When It's Time to Get The Hell Out' (ISBN B0BKRTS6QX). Provides practical guidance for women to overcome fear and self-doubt and offers a framework for reaching top leadership levels or recognizing when to leave unfulfilling roles.

Named customers10 records

Segments4 records

Ideal customer profiles4 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Feature1 record

Partnerships

One partnership is on record.

• YPO (Young Presidents' Organization)coreStrategic or Co-development PartnerRisky Inc offers YPO Forum Facilitation services, helping YPO Forums take their experience to the next level of performance. Megan Ragsdale is a YPO Secondary Certified Forum Facilitator. Services include reinvigorating forum processes, establishing commitments, and facilitating breakthrough experiences through radical self-inquiry.

Scale indicators1 record

Recent moves5 records

Expansion highlights4 records

Broad incumbents

• Marshall Goldsmith Group: Marshall Goldsmith Group is a leading executive coaching and leadership development firm serving C-Suite clients globally. It is comparable to Risky Inc as a founder-led, content-driven coaching brand in the executive leadership space, though it is much larger and less niche-focused.
• Korn Ferry: Korn Ferry is a global organizational consulting firm with a large leadership development and coaching practice. It is comparable to Risky Inc in delivering corporate leadership development and culture consulting, but at much greater scale and with broader offerings.
• Center for Creative Leadership (CCL): CCL is a large, established provider of executive leadership development programs, coaching, and research. It is comparable to Risky Inc in the corporate leadership development and coaching category, but with significantly broader scope and scale.
• RHR International: RHR International is a global leadership consulting firm specializing in executive coaching and senior leadership development. It is comparable to Risky Inc in the executive coaching market, but it serves a much broader base and lacks Risky's women-only specialization.
• Heidrick & Struggles: Heidrick & Struggles is a global leadership advisory firm offering executive search, coaching, and leadership development services. It is comparable to Risky Inc as a vendor in the senior leadership development and culture consulting space, though it operates at significantly larger scale.

Direct peers

• Jody Michael Associates: Jody Michael Associates is a boutique executive coaching and leadership development firm serving senior executives and emerging leaders. It is directly comparable to Risky Inc in its founder-led model, premium coaching offering, and focus on career advancement for high-potential professionals.
• Athena Alliance: Athena Alliance is a membership community for women executives and board members, offering curated peer groups, coaching, and leadership programming. It directly overlaps with Risky Inc's target segment of women leaders and its blended cohort/community model.
• Forte Foundation (now part of NYSE): Forte is a women's leadership organization offering career development, education, and community for women in business. Like Risky Inc, it focuses on preparing women for senior leadership roles through structured development programs.
• Pathbuilders: Pathbuilders is a women's leadership development firm that runs cohort-based programs for high-potential female executives and sponsors. It is directly comparable to Risky Inc in its focus on advancing women into senior leadership and its cohort-based program delivery.

Emerging players

• BetterUp: BetterUp is a scaled coaching and mental wellness platform serving enterprise clients with a tech-enabled delivery model. It is comparable to Risky Inc in the executive coaching market, but represents a contrasting tech-enabled, venture-funded approach to the same enterprise problem.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat3 records

Key risks5 records

Key highlights6 records

Customer concentration

• LinkedInlinkedin.com/company/risky-inc

Revenue estimate

Valuation estimate

Number of profiles

Profiles1 record

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Risky