Confidant of CEOs
On-Demand Strategic Advisor
Business Growth Strategist
Wealth and Tax Structure Analyst
High-Level Strategic Advisor
Confidant of CEOs
On-Demand Strategic Advisor
Business Growth Strategist
Wealth and Tax Structure Analyst
High-Level Strategic Advisor
“Empowering executives and entrepreneurs with 50 years of transformative business leadership, investor strategy, and operational excellence.”
Raymond P. Medeiros is a seasoned entrepreneur and business transformation expert whose 50-year career spans diverse industries and leadership roles. From starting as a department store buyer at 24 to founding and scaling ventures in retail, hospitality, digital marketing, and financial services, Raymond has a track record of turning businesses around and unlocking hidden growth potential.
As Executive VP of Freedom Leaf (OTC: FRLF) and Senior Executive at Runco International, he led M&A, investor relations, and compliance efforts that significantly boosted company valuations. His pioneering work in digital marketing through NewGate Internet — later acquired by iCrossing/Hearst — helped global brands like Gap and LEGO thrive online.
Raymond is now the Founder and President of Menage Investor, Inc., where he empowers startups and early-stage companies with equity crowdfunding campaigns that comply with SEC regulations and optimize investor reach and costs.
Self-Employed | Present
Provides strategic decision-making support and hotline-style advisory to CEOs, entrepreneurs, and management teams.
Expertise includes operations, negotiations, marketing, and legal strategy.
2020 – Present
Leads marketing, investor relations, and compliance strategies for startups.
Maintains strong vendor relationships to lower campaign expenses.
Managed investor relations and strategic M&A.
Oversaw SEC compliance and corporate development.
Helped develop corporate strategy, managed IT.
Negotiated successful acquisition by Planar Systems at $60M revenue.
1992 – 2006
Early digital marketing leader for brands like Gap and LEGO.
Acquired by iCrossing (Hearst Corporation).
B.Sc. in Business Administration (Marketing)
Kent State University
• Fractional CEO-on-Call
Swift support for C-suite decision-making.
• Strategic Business Advising
M&A, growth strategy, operations, legal structuring.
• Equity Crowdfunding Leadership
SEC-compliant campaigns for startups (Reg CF & Reg D 506c).
• Investor Relations
Online & offline investor outreach, pitch presentations.
• Digital Marketing & Growth Strategy
Paid search, email outreach, brand reputation.
• Turnaround Management
Experience across retail, hospitality, and finance.