Ray Massey — CEO
Raymond Massey is CEO of Enterprising Capital, a growth advisory firm partnering with B2B software founders to scale ARR with strategic deals. Previously, he was on the M&A teams at Robinhood and Rackspace (Nasdaq: RXT), an Apollo company. Ray started in PwC Deals building financial models for private equity clients and public companies like General Electric, then moved into PwC Strategic Value Consulting in NYC focusing on valuation and market research across software, IT, financial services, retail and logistics. At 22, Ray joined corporate development at Rackspace (Nasdaq: RXT), an Apollo company, where he researched thousands of cloud companies, led international M&A across the Americas, EMEA, and APAC, and supported the acquisition of Bright Skies GmbH. Ray also invested in Platform9 (managed kubernetes). During the IPO, Ray joined Robinhood's M&A team, evaluating founders and teams through acquisitions: product, GTM, ops and recruiting. Ray works with: 1. B2B software founders exploring growth channels or M&A 2. Private funds looking for a deal partner with deep relationships Reach out via DM for partnerships. Outside of investing Ray enjoys biking, cooking, music, and nature. He once went on a 450 mile bike tour from Munich, Germany to Paris, France.
Stackforce AI infers this person is a SaaS and Fintech expert with a strong focus on M&A and corporate strategy.
Location: San Francisco, California, United States
Experience: 10 yrs 7 mos
Skills
- Finance
- Strategy
- Mergers & Acquisitions (m&a)
- Market Research
- Financial Modeling
- Due Diligence
- Corporate Development
- Valuation
- Strategic Planning
- Python
- Marketing
Career Highlights
- Expert in scaling B2B software companies.
- Led international M&A across multiple regions.
- Strong background in financial modeling and valuation.
Work Experience
Enterprising Capital
CEO (4 yrs 7 mos)
Robinhood
M&A (2 mos)
Platform9
Investor (11 mos)
Rackspace Technology
Manager, Corporate Development and Strategy (9 mos)
PwC
Experienced Associate, Strategic Value Consulting (5 mos)
Associate, Strategic Value Consulting (8 mos)
SEO (Sponsors for Educational Opportunity)
Alternative Investments Participant (1 yr)
PwC
Summer Associate, Deals (3 mos)
Summer Associate, Advisory (3 mos)
JK Moving Services
Finance Intern (2 mos)
Presti & Company, Inc.
Growth Advisor (3 yrs)
Software Engineer (Co-op) (8 mos)
GTM Analyst (Co-op) (6 mos)
FEC Financial
Bookkeeping Intern (2 yrs)
Education
Startup School Certificate at Y Combinator
Bachelor of Science (BSc) at University of Virginia
Bachelor of Science (BSc) at UVA McIntire School of Commerce
Alternative Investments Program at SEO (Sponsors for Educational Opportunity)
High School Diploma at Potomac Falls High School