CEO HOTLINE...
Ray CEO Hotline

Confidant of CEOs

On-Demand Strategic Advisor

Business Growth Strategist

Wealth and Tax Structure Analyst

High-Level Strategic Advisor

Ray CEO Hotline

Confidant of CEOs

On-Demand Strategic Advisor

Business Growth Strategist

Wealth and Tax Structure Analyst

High-Level Strategic Advisor

About Raymond P. Medeiros

“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.

Experience

Fractional CEO-on-Call & Strategic Advisor

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.

Founder & President – Menage Investor, Inc.

2020 – Present

  • Leads marketing, investor relations, and compliance strategies for startups.

  • Maintains strong vendor relationships to lower campaign expenses.

Executive Vice President – Freedom Leaf (OTC: FRLF)

  • Managed investor relations and strategic M&A.

  • Oversaw SEC compliance and corporate development.

Senior Executive – Runco International

  • Helped develop corporate strategy, managed IT.

  • Negotiated successful acquisition by Planar Systems at $60M revenue.

Founder – NewGate Internet

1992 – 2006

  • Early digital marketing leader for brands like Gap and LEGO.

  • Acquired by iCrossing (Hearst Corporation).

🔹 Education

B.Sc. in Business Administration (Marketing)
Kent State University

SERVICES

• 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.

  • Email: ray@menageinvestor.com
  • Phone: +1 415 601 1974