The Leaderful Life

What The Leaderful Life does

The Leaderful Life is a privately held, founder-operated leadership coaching and training practice based in Medford, Oregon, established in 2019 by Cassie Trujillo. The company delivers three integrated service lines: 1:1 Leadership Coaching (subscription-style recurring engagements), Team Development and Leadership Training (workshops and programs for organizations), and Speaking and Keynotes (presentations at conferences and corporate events). Its methodology combines Heroic Coaching, NLP Mastery and Training, Whole Person Coaching, and a psychology foundation into a proprietary Inside-Out framework emphasizing self-leadership, courageous communication, and practical, behavior-change-oriented tools. Services are delivered in person across Southern Oregon (Medford, Ashland, Grants Pass, and Jackson/Josephine counties) and remotely via video/phone to clients nationwide and, in select keynote instances, internationally.

The business operates on a sales-led go-to-market motion that begins with a free initial consultation and routes prospects through the Paperbell self-serve booking platform, supplemented by phone outreach, JotForm contact forms, and a website content/SEO presence. Pricing is package-based and not publicly disclosed; the model combines recurring individual coaching fees with project-based team training and keynote fees. Customer segments span individual leaders (executives, managers, business owners, professionals in transition), teams and organizations (SMBs, nonprofits, credit unions, government agencies), and event organizers. Named engagements include Rogue Credit Union, La Clinica, the Oregon Juvenile Justice Director's Association, the Medford Chamber of Commerce, the Women's Leadership Connection of Oregon, and SHRM partnerships, alongside individual multi-year coaching clients.

The company is bootstrapped with no disclosed external funding, no employees or contractors beyond the founder, and no patents, trademarks, or regulatory registrations on record. Distribution relies on organic social (Facebook, LinkedIn), Google Business/local SEO, email newsletter, partner referrals (notably the Rogue Valley Business Collective), and a speaking circuit that includes national and select international events. The underlying "platform" is essentially the founder's personal brand, certifications, and proprietary content frameworks rather than a software product.

Name

The Leaderful Life

Legal name

The Leaderful Life

Website

https://theleaderfullife.com

Company type

Private

Founded year

2019

Operating status

Operating

Headcount range

1–10 employees

Short description

The Leaderful Life is a solo, founder-led leadership coaching and training practice in Medford, Oregon, offering 1:1 coaching, team development workshops, and keynotes to individual leaders, SMBs, nonprofits, and government organizations across Oregon and nationwide.

Ownership category

akta.pro rank

Product category

Leadership Coaching and Development Services

NAICS

Professional and Management Development Training (61143)

SIC

Services-Management Services (8741)

akta.pro primary industry

Team & Group Executive Coaching (Leadership Teams) (EDABANAF)

akta.pro secondary industries

People Management & Supervisory Skills (EDABAAAB), Talent Management & Leadership Advisory (Succession, Performance, Culture) (BPACAJAH), Organizational Culture & Values-Based Leadership (EDABAAAE), Leadership Assessment, 360 Feedback & Development Planning (EDABAAAK)

Keywords

• Leadership coaching services
• Executive coaching
• Team development training
• Leadership keynote speaking
• Organizational leadership development

Headquarters

HQ city

Medford

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B and B2C

Offering type

Services

Cost components

Personnel, Marketing or Sales, Operations, Others

Revenue model

1. 1:1 Leadership Coaching: Individual coaching sessions focused on personal growth, self-awareness, and practical leadership application. Sessions tailored to role, challenges, and goals with focus on actionable outcomes.
2. Team Development and Leadership Training: Team-based workshops and training programs covering leadership alignment, communication systems, conflict resolution frameworks, and organizational clarity.
3. Speaking and Keynotes: High-impact leadership talks and keynote presentations for organizations and events, with engagement and inspiration focus.

Pricing tiers

Go-to-market motion2 records

Distribution channels5 records

Marketing channels7 records

Core offering

The Leaderful Life provides one-on-one leadership coaching, team development and leadership training workshops, and keynote speaking engagements for individual leaders, teams, and organizations. The practice focuses on real behavior change through self-leadership, courageous communication, and practical tools that apply in day-to-day work. Services are delivered in person across Southern Oregon and remotely via video or phone to clients across the United States.

Product overview

The Leaderful Life is a leadership development coaching company offering a unified suite of three core services: 1:1 Leadership Coaching for individuals seeking personal growth and leadership clarity; Team Development and Leadership Training for organizations needing stronger communication, accountability, and team alignment; and Speaking and Keynotes for events and conferences. These services work together to provide a complete leadership development ecosystem, progressing from individual coaching through team development to organizational-wide keynote presentations.

Differentiator

Problem solved

Functional benefit

Products and services

• 1:1 Leadership Coaching

Quantifiable outcome

• Clients gain clarity, stronger communication, improved team performance, and more consistent decision-making within few sessions
• +3 more outcomes

Named customers7 records

Segments4 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Feature3 records

Partnerships

Four partnerships are on record, tiered core and minor.

• Rogue Valley Business CollectivecoreGTM or Marketing PartnerVerified local network strengthening visibility and credibility across Southern Oregon. Provides infrastructure to help local businesses get found where people are already looking. Collective members support each other through referrals and collaborative visibility.
• Society for Human Resource Management (SHRM)coreStrategic or Co-development PartnerPartnership for delivering leadership development content and training to HR professionals. Represents credibility and access to HR and people management audience.
• Medford Chamber of CommercecoreGTM or Marketing PartnerLocal partnership for delivering speaking and training engagements to Chamber members and business community in the Medford region.
• Women’s Leadership Connection of OregonminorGTM or Marketing PartnerSpeaking partnership for annual conference and ongoing leadership events for women leaders in Oregon.

Scale indicators4 records

Recent moves5 records

Expansion highlights4 records

Direct peers

• CoachHub: CoachHub is a global digital coaching platform offering executive and leadership coaching to enterprise clients across functions and geographies. Closely comparable to The Leaderful Life in serving leadership-development needs through a coach-matching model with measurable behavioral and business outcomes.
• BetterUp: BetterUp is a leading online coaching platform that pairs executives and managers with certified coaches for leadership, performance, and personal development. Directly comparable to The Leaderful Life in delivering 1:1 leadership coaching to professionals and teams, with a similar methodology-driven approach scaled across enterprise customers.
• Marshall Goldsmith Group: Marshall Goldsmith Group is a longstanding executive and leadership coaching firm offering one-on-one coaching, team coaching, and keynote speaking. Compares to The Leaderful Life in selling premium executive coaching and speaking services to senior leaders and organizations, with a founder-led brand identity.

Others

• Mindvalley: Mindvalley is a personal development and learning platform offering cohort-based programs, online courses, and events in areas spanning leadership, growth, and wellbeing. Thematically adjacent to The Leaderful Life through individual leader development but does not offer team coaching or enterprise leadership training.

Broad incumbents

• Center for Creative Leadership (CCL): The Center for Creative Leadership is a top-tier research-driven leadership development institution offering executive coaching, assessments, and training programs. Comparable to The Leaderful Life in the leadership coaching, feedback, and team development categories, though CCL is a much larger nonprofit research organization.
• Blanchard (The Ken Blanchard Companies): Blanchard is an established leadership and management development company providing training programs, coaching, and organizational development to enterprises. Comparable to The Leaderful Life in delivering leadership and front-line management training, but at significantly larger scale and with broader product portfolio.
• FranklinCovey: FranklinCovey is a major provider of leadership development, training, and consulting services, including its iconic Stephen Covey frameworks. Overlaps with The Leaderful Life in offering leadership communication and team-effectiveness training, but operates at enterprise scale with licensed content distributed globally.
• Korn Ferry (Leadership & Culture consulting): Korn Ferry is a global organizational consulting firm with dedicated leadership development, executive coaching, and culture practices. Directly comparable in the leadership and team-development segments of The Leaderful Life's practice, but operating at enterprise scale with proprietary assessments and international reach.

Emerging players

• GiANT Worldwide: GiANT Worldwide is a leadership development company offering coaching, team workshops, and culture transformation programs focused on servant leadership. Comparable to The Leaderful Life in the team development and culture/communication framework space, with a similar mid-sized footprint and content-driven IP approach.
• Torch (by Integrate): Torch is a leadership development platform that provides coaching, manager training, and content for technology companies and emerging enterprises. Overlaps with The Leaderful Life in serving team managers and leaders, with comparable product categories and small-to-mid-market customer segments.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat3 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/theleaderfullife
• LinkedInlinkedin.com/company/the-leaderful-life

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 The Leaderful Life