Dave Dickey

Dave Dickey

CEO
Second Story Sales

Dave is an experienced sales leader in health and healthcare services. He began his career with Aetna in various sales, account management, sales training, and sales management roles across small, mid-sized, and national accounts including clients like HCA, Yum Brands, and Lincoln Financial.

Dave was also one of the early employees of Definity Health, the inventor of the Health Reimbursement Account (HRA), and the pioneer of Consumer Driven Healthcare Plans (CDHPs) where he was responsible for regional employer sales, consumer sales, and account management growth. In four years, sales for the company grew to $100M and Dave led the sales efforts of companies like ConAgra, Charter Communications, Coors Brewing, and Sara Lee.

Upon the company's sale to United Health Group, he became President of the Healthcare Transformation Group within United's National Accounts Division and grew net new revenues for United by $50M in two years selling to employers through brokers and consultants.

Dave then co-founded RedBrick Health (now Virgin Pulse/Personify), a health and wellness company dedicated to changing the financing to reward consumers healthy lifestyles and was responsible for forging relationships with companies like Target Corporation and Ridgeview Medical Center.

In 2009, Dave co-founded The Second Story Sales Company, a sales consultancy that helped young and established health service organizations. Customers included employer coalitions, health plans, providers, benefits consultants, accelerators, health improvement firms, consumer advice companies, and digital health solutions. Minnesota Business magazine honored Dave and his company “The Real Power 50” in 2015.

In 2013, Dave became a partner in Treehouse Health, a Minnesota health accelerator that invested in 12 companies, and brought in strategic investors like Blue Cross Blue Shield of MN and Accenture.

Dave grew the Employer Health Innovation Roundtable (EHIR) to four cohorts of 20 large employers and expanded their platform to develop the first cohort of the Health Plan Innovation Roundtable (HPIR). This expansion led to its sale to World 50 (now Everest).

In 2016, Dave co-founded Surest (formerly Bind), the first Personalized Health Plan, and led sales until 2018 and rejoined the company in 2019 in sales. Surest is the fastest-growing health plan in history growing to $3B in conventional equivalent premium in four years until its sale to United Health Group in 2021.

In 2023, Dave became North American Sales Leader for WTW, a health and benefits brokerage and benefits consultancy. During his time, he trained sales teams on sales skills and managed pipeline and reporting.

Dave holds a Bachelor of Arts from Ohio Wesleyan University. He is an adjunct professor of sales and entrepreneurship at the Carlson School of Business at The University of Minnesota. He lectures frequently on health, health care, innovations, and sales and contributes regularly to seminars and conferences.

In his personal time, Dave enjoys watching, playing, and coaching sports. Dave was successful in bringing the Final Four to Minneapolis in 2019 and has announced high school basketball and football for 23 years.