Jason Cannaday in

Jason Cannaday

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Founder & Chief Financial Architect at Ledger & Oak
📍 Lubbock, Texas, United States

Jason Cannaday is a service-disabled U. S. Army veteran and seasoned financial strategist who founded Ledger & Oak. With over 18 years in healthcare finance, including a key role as CFO for StarCare Specialty Health System, he now provides fractional CFO services and AI-enhanced insights to startups and healthcare providers. He holds a Master of Science in Finance from Texas Tech University.

Outside of his entrepreneurial ventures, Jason is a recognized community leader in Lubbock. He has a demonstrated passion for important local causes, including advocating for mental health initiatives through partnerships with local organizations. His background as a veteran shapes his committed and accountable approach to his work and community involvement.

Unique fact: Jason was honored as one of the "20 Under 40" by the Young Professionals of Lubbock in 2018.

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Experience
16 Years
Current Role
Founder & Chief Financial Architect
Job Level
Leadership
Location
Lubbock, Texas, United States
Personality Overview

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Priorities

Topics Jason cares about

Healthcare Finance
Has over 18 years of experience in the sector, including serving as Chief Financial Officer for StarCare Specialty Health System and as a Senior Financial Analyst at UMC Health System.
Startup Growth
His current venture, Ledger & Oak, focuses on being the "Architects of Your Financial Blueprint" for startups, guiding their strategic growth and operational excellence.
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Career

Work history

3-2025
Founder & Chief Financial Architect
Ledger & Oak
6-2011
VP of Finance and Co-Founder
Opportunity Asia Education Services
5-2016 - 2-2025
Chief Financial Officer
StarCare Specialty Health System
1-2013 - 4-2016
Senior Financial Analyst
UMC Health System
10-2009 - 1-2013
Financial Analyst
UMC Health System
In the press

Media appearances

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Education
2002 - 2009
Master of Science in Finance
Texas Tech University - Rawls College of Business
2002 - 2009
Master of Science
Texas Tech University - Rawls College of Business
Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

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