
Matthew Draymore
Fractional CFO
Matthew Draymore is a Fractional CFO at CFO Share, where he helps startups and small businesses turn financial complexity into clarity. He works alongside founders of SaaS and technology companies, professional services firms, and IoT and product businesses in the $2M to $30M revenue range. He quickly diagnoses financial risk and opportunities, untangles messy data, and turns it into tools and strategy that owners and managers can act on.
Matthew began his career in startup accelerators and angel investing, giving him a view of what founders need and what investors expect, before finding his home working directly with startups and SMBs. As a founding member of CFO Share, he has helped grow the firm to a team of 30, served as CFO for dozens of businesses, and consulted with 80+ companies. Whether working with a high-growth startup, a stable family business, or a company in need of restructuring, Matthew brings that breadth of experience to each engagement to empower leaders to reach their growth and profitability goals.
Based in San Diego, Matthew mentors students through the Leeds School of Business Professional Mentorship Program. He has visited 25+ countries and enjoys skiing, hiking, cooking, and exploring local restaurants.
Education
B.S. in Business Administration, Finance emphasis, University of Colorado Boulder, Leeds School of Business (graduated with High Distinction)
Certificates in International Business, Entrepreneurship, and Technology Arts & Media (TAM)
Industries
SaaS and technology
Professional services (marketing, legal, behavioral health, coaching)
IoT
B2B products
CPG and e-commerce
Additional experience: construction, cannabis, robotics
Areas of Expertise
Forecasting and financial modeling
Multi-department budgeting
Capital strategy and fundraising support (equity and debt)
Cash flow planning and management
Board and investor reporting
M&A preparation and financial support
KPIs and financial reporting packages
Pricing and gross margin analysis
Hiring, utilization, and capacity planning
Accounting cleanups
Systems
QuickBooks Online
Bill.com
Excel and Google Sheets
HubSpot
Salesforce
Seamlessly integrated finance to unlock growth.
Want to learn more? Schedule a call to meet with our team.
