Boss Life International

What Boss Life International does

Boss Life International is a private, remote-first digital education company founded by Joel Bauer that delivers online coaching and wealth-building courses to individual entrepreneurs, business owners, and executives. Its core product is the 5 Moves to Financial Freedom: CHESS Playbook, a structured methodology (Choices, Habits, Experiences, Systems, Security) sold as a one-time digital course ($199.97) and complemented by a King/Queen annual membership subscription ($499.97) that unlocks live coaching. The company also offers an application-only ELITE CHESS Playbook tier and a community platform called the Founder's Private Group.\n\nThe technology stack is entirely third-party: Graphy for course creation and delivery, AWS for data storage (servers in India), Calendly for lead qualification, and Stripe and Cashfree for payment processing. The company does not develop proprietary technology, holds no patents or trademarks, and has no disclosed AI/ML capabilities. There is no mobile application.\n\nThe business model combines a one-time course purchase with a recurring annual membership, monetized through a direct-to-consumer self-serve storefront at bosslife.today with optional discovery calls for higher-touch onboarding. Customer segments are described horizontally across individual entrepreneurs, professionals seeking career advancement, and executives/diplomats. Revenue is undisclosed, no funding rounds are reported, and the company operates with approximately 10 employees on a bootstrapped basis.

Name

Boss Life International

Legal name

Boss Life International

Website

https://bosslife.today

Company type

Private

Founded year

2019

Operating status

Operating

Headcount range

1–10 employees

Short description

Boss Life International is a remote-first digital education company founded by Joel Bauer that sells online wealth-building courses and coaching memberships to individual entrepreneurs, CEOs, and business leaders, delivered via the Graphy platform with Stripe and Cashfree payment processing.

Ownership category

akta.pro rank

Product category

Online Education and Coaching

NAICS

Professional and Management Development Training (61143), Professional and Management Development Training (611430)

SIC

Services-Educational Services (8200), Services-Membership Organizations (8600)

akta.pro industry

PRIMARYEDABANAM

Founder/Entrepreneur & Family Business Executive Coaching

Education/Corporate Training & Professional Development/Executive Coaching Services

SECONDARYEDAMAIAB

Executive Function Coaching (Planning, Organization, Time Management)

Education/Supplemental & Enrichment Programs (Arts, STEM, Language)/Life Skills & Personal Development (Study Skills, Executive Function, SEL)

Keywords

• Online wealth coaching
• Entrepreneurship education
• Financial freedom courses
• Executive coaching programs
• Digital learning platform

Headquarters

HQ city

Not publicly disclosed

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Technology or R&D, Marketing or Sales, Infrastructure, Operations

Revenue model

1. Course Sales: One-time purchase of digital courses including the 5 Moves to Financial Freedom CHESS Playbook. Includes lifetime access to course content, Founder's Private Group community, and bonus materials.
2. Membership Subscription: King/Queen Membership Plan with recurring annual subscription required to access exclusive live coaching sessions. Limited seating enforces scarcity and urgency.
3. Discovery Calls: 15-minute introductory discovery calls via Calendly to qualify and onboard new customers into the coaching program.

Pricing tiers

Go-to-market motion2 records

Distribution channels2 records

Marketing channels5 records

Core offering

Boss Life International sells digital courses and coaching programs built around its proprietary CHESS Playbook methodology to develop founders, CEOs, diplomats, managers, educators, leaders, and influencers. Its flagship is the 5 Moves to Financial Freedom CHESS Playbook course, supplemented by an application-only Elite Chess Playbook personalized coaching program, a King/Queen annual membership for live coaching, and a Founder's Private Group community.

Product overview

Boss Life International is an online education company that offers a suite of coaching and training products focused on developing founders, CEOs, and business leaders. The core product is the 5 Moves to Financial Freedom: CHESS Playbook, a comprehensive personalized coaching system built on research and development conducted over 5 years. This flagship course is complemented by the ELITE CHESS PLAYBOOK (offered by application only), the 3 Keys 2 Peaceful Prosperity discovery call for prospects, and a community platform for ongoing networking and coaching. Additional offerings include webinars and a member-only blog. All courses are delivered through the Graphy platform infrastructure with Stripe and Cashfree payment processing. The company targets entrepreneurs seeking to build wealth and develop an influencer/leadership mindset.

Differentiator

Problem solved

Functional benefit

Brands

• Boss Up 365: Member-only blog content series featuring articles on current events, grass roots, innovations, news, and politics.

Products and services

• 5 Moves to Financial Freedom: CHESS Playbook A flagship digital course that teaches wealth-building strategies through the proprietary CHESS methodology, including structured learning modules, founder's private group access, a bonus e-book, and a Triple Lock 100% Money Back Guarantee. Targeted at founders, CEOs, diplomats, managers, educators, leaders, and influencers.
• ELITE CHESS PLAYBOOK An application-only personalized coaching system built on the CHESS Playbook methodology, offering exclusive, comprehensive coaching services. Targeted at high-commitment founders, CEOs, diplomats, managers, educators, leaders, and influencers.
• 3 Keys 2 Peaceful Prosperity Discovery Call A 15-minute introductory consultation via Calendly that helps prospects understand the coaching programs and determines fit for the CHESS Playbook and membership offerings.
• King/Queen Membership Plan An annual subscription membership that grants access to exclusive live coaching sessions, with limited seating to enforce scarcity. Priced at $499.97/year (original price $4,999.97).

Quantifiable outcome

• Students can triple their investment within one calendar year if they complete all assignments within the 90-day grace period

Named customers1 record

Segments3 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration3 records

Feature1 record

Partnerships

Six partnerships are on record, tiered core and minor.

• GraphycoreTechnology or IntegrationGraphy is the course creation and delivery platform used by Boss Life International. The platform is trusted by 100K+ creators for online teaching. Boss Life International uses Graphy to host and deliver their courses, including the 5 Moves to Financial Freedom CHESS Playbook. The platform handles course creation and selling infrastructure.
• Board Members (Unnamed)coreStrategic or Co-development PartnerBoard members contributed to Research & Development over 5 years to develop the premium CHESS Playbook content. These undisclosed individuals provided strategic guidance for wealth-building strategies that have built successful business owners and helped scale others into success.
• Aana (STEM Programmer)minorOthersTeam member contributing STEM programming expertise to the CHESS Playbook development and implementation.
• Michael (Raw Minerals Expert)minorOthersTeam member providing raw minerals expertise as part of the research and development team.
• Raj (Electrical Programmer)minorOthersTeam member contributing electrical programming expertise to support platform development.
• Daniel (Cymatics Engineer)minorOthersTeam member providing cymatics engineering expertise as part of the R&D team.

Scale indicators3 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• MasterClass: Premium online education platform selling annual subscription access to video courses taught by world-class instructors across business, leadership, and entrepreneurship. Directly comparable in model: high-priced digital courses for affluent learners pursuing self-improvement.
• Mindvalley: Online personal-development and entrepreneurship training platform offering cohort-based courses, live coaching, and a private community. Comparable in targeting ambitious entrepreneurs with structured curriculum and subscription/community monetization.
• Strategic Coach: Coaching membership for entrepreneurs with structured quarterly workshops and tools for business growth. Directly comparable in audience (founders/entrepreneurs), recurring membership model, and structured framework-based methodology.
• Tony Robbins (Robbins Research International): Iconic business and life coaching brand offering premium events, programs, and coaching aimed at entrepreneurs and executives seeking financial freedom. Closely matches Boss Life's wealth-building, founder-development positioning.
• Dean Graziosi (Mensa Founders): Entrepreneur education brand offering courses, masterminds, and events on wealth-building and business success for aspiring entrepreneurs. Closely aligned with Boss Life's target persona and wealth-building methodology positioning.

Broad incumbents

• Kajabi: All-in-one platform enabling creators to build, market, and sell courses, coaching, and memberships. Comparable as Boss Life uses a similar course/membership infrastructure model and competes for the same end-customers' attention.
• Coursera: Large-scale online education platform partnering with universities and companies to deliver courses, certificates, and credentials. Comparable as a broad incumbent in paid online learning, especially for professional/leadership development.
• Teachable: Online course creation and selling platform used by individual creators and entrepreneurs. Adjacent as the underlying infrastructure layer for Boss Life-style businesses, and competes for the same online-education customer wallet.
• Skillshare: Subscription-based online learning community with courses across business, creativity, and technology. Comparable in online subscription education model though positioned more broadly than Boss Life's entrepreneur niche.

Emerging players

• Entrepreneurs' Organization (EO): Global membership community for founders offering peer learning, events, and accelerator programs. Comparable in serving entrepreneurs seeking structured growth resources, though delivered as peer community rather than course content.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat3 records

Key risks6 records

Key highlights6 records

Customer concentration

• Xx.com/graphyapp
• LinkedInlinkedin.com/company/boss-life-international

Compliance2 records

Revenue estimate

Valuation estimate

Number of profiles

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 Boss Life International