Who is Decisely?

Decisely is an integrated technology solution to manage all your HR needs from recruitment to retirement, and everything in between.


Leadership Team

With over 150 years of combined experience, our leadership team has grown Decisely from a simple brokerage firm to a diverse team of licensed representatives and industry experts. Our Decisely family is focused on providing the best benefits, HR, and compliance management service on the market.

"You miss 100% of the shots you don't take. You need to start shooting at your goals."
— Wayne Gretzky

As CEO of Decisely, Kevin is building a new standard in the benefits technology and brokerage insuretech space. Decisely is a partner to brokers as well as a trusted advisor and turnkey SaaS technology for small business in the US. Kevin joined Decisely from Mercer, where he created and implemented the strategy and marketing for Mercer Health & Benefits private exchange technology. Kevin has over twenty years of experience in e-commerce and online distribution. He has co-created two start-ups within Fortune 100 companies and built the award winning Delta.com.

Kevin also specializes in merger and acquisition strategies along with business development, negotiation and implementation of processes that have generated over $600 million in annual revenue for multiple Fortune 100 companies. He graduated with a B.B.A. in economics and an MBA from Georgia State University. Kevin also serves on the board of directors at Fiducius, a private equity backed firm based in Cleveland, Ohio.

"It ain't what you don't know that gets you into trouble. It's what you know for sure that just ain't so."
— Mark Twain

Richard has over 25 years of experience developing software for employee benefits applications, and is a serial entrepreneur who co-founded and grew PlanSource, a SaaS employee benefits technology company focused on insurance exchanges and employee benefits administration. PlanSource is now used by over 10,000 brokers and over 3.5 million consumers. Prior to PlanSource Richard was a cofounder of Sylinq, an employee benefits technology sold to Ceridian.

At Decisely, he is responsible for product development and partner integrations.

Richard has BS in Computer Science and Mathematics from Weber State University.

Our Board Members

Wally Smith is a serial entrepreneur who has led six technology companies from start-up to exit. After pioneering chip companies in the 80’s and 90’s, Smith founded Enwisen, the first HR Benefits communications SasS company. After a successful sale to Lawson, he stayed on as GM until Infor acquired the company in 2011. Most recently he founded Safetychain Software, a food safety SasS company, Meridio, a voluntary benefits technology platform and HR Soft, a talent management platform-as-a-service company. He is also a founding member of Decisely. Smith is a graduate of San Jose State with a BS in Accounting, and of the Growing Companies Executives program at the Stanford School of Business.

Russ Fradin is the operating partner of private equity firm Clayton, Dubilier & Rice and the former President and Chief Executive Officer of SunGard Data Systems, a leading software and technology service company. He previously served as Chairman and Chief Executive Officer of Aon Hewitt, where he led the successful merger of the two companies in 2010. He also served as a member of the Board of Directors for Best Buy and Hamilton Insurance Group. Earlier in his career, Fradin was chief executive officer of BISYS, a national distributor of commercial property/casualty insurance, long-term care, disability, and annuity products, and he held various executive positions at Automatic Data Processing, Inc. (ADP). In addition, he worked as a management consultant at McKinsey & Company, where he was a senior partner. He holds a BS in Economics from the Wharton School of the University of Pennsylvania and an MBA from Harvard Business School.

Michael Gross is Co-head of the Investment Team at Sightway Capital, focused on investment activities in the financial services and transportation sectors. He is a director of The Instar Group, Capital Automotive Financial, and Wings Capital Partners. He was previously a director of Charter School Capital. He was also active in Two Sigma’s investment in Hamilton Insurance Group. Prior to joining Sightway Capital, Mike was in the Private Equity group at Vestar Capital Partners, L.P. where he focused on Vestar’s financial and business services industries. Prior to Vestar Capital Partners, Mike was a member of the Financial Institutions Investment Banking Group at Credit Suisse. He holds an MBA in Finance and Accounting and a BS in Business Administration from Indiana University’s Kelly School of Business.

John Hahn, Executive Chairman, Galway Holdings. Hahn is also the co-founder of EPIC Insurance Brokers & Consultants.

Brian Modesitt, CEO at Two Sigma Insurance Quantified (TSIQ), has led Two Sigma’s entry into the insurance business, culminating in the formation of Two Sigma IQ. Brian has over 20 years of experience of innovation in financial services, with a particular focus on the insurance industry. He has co-founded or provided the first institutional capital to over a dozen companies and has served on the board of directors of many of these companies. Prior to joining Two Sigma, Brian served as Managing Director and Co-Head of Financial Services at Vestar Capital Partners. Previous work experience includes TCW/Crescent Mezzanine and Morgan Stanley. Brian earned a bachelor’s degree, summa cum laude, from Franklin & Marshall College, and an MBA, with honors, from The Wharton School at the University of Pennsylvania. In addition, Brian was a Fulbright Scholar, studying the economics of emerging economies at the National University of Singapore.


At Decisely, we pride ourselves on maintaining a strong company culture. One that allows us to thrive as individuals, as well as team members. If you are looking to join a team that is committed to making a difference in people’s lives and having a great time, Decisely may be the perfect fit for you.

Here are some of the benefits and perks:

  • Amazing people—and meaningful work
  • Nationally competitive salary
  • Health benefits for employees and family
  • Flexible PTO
  • 401(k) with company match
  • Wellness activities and challenges
  • Fully stocked kitchen
  • Volunteer opportunities
  • Appreciation for who you are and what you do.

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Current Job Openings at Decisely

Our Investors:

Decisely Employees
Sightway Capital
Oak Hill
Decisely Torch

See what we can do together.

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