Nov 11, 2020
What Attracts Young Talent? With Keyson Dingle
Play • 30 min

Keyson Dingle is an Underwriter for Westchester, a Chubb company. He used his football scholarship to attend university and graduate with a BS in Business Administration from Cheyney University of Pennsylvania and considers himself an insurance nerd. Keyson details his career as a young insurance professional and why he is passionate about teaching others the different avenues and facets of insurance on this week’s episode! 


Key Takeaways

  • Who is Keyson and how did he go from football to insurance?
  • You don’t really realize how big the insurance industry is until you step out into your own bubble. 
  • Keyson wants to make insurance cool. He really wants people to see what insurance has to offer. 
  • Not many people know what an underwriter is, so it’s also Keyson's mission to educate the public on more than just car insurance. 
  • If you’re only going to recruit from the risk management schools, you’re going to have a big gap in talent.
  • How can the industry attract more diverse talent? 
  • Mentoring is critical to attracting new talent and bringing more people under their wings to see the full extent of what insurance can offer. 
  • What does Keyson look for in a mentor or in a leader? 
  • What would the future of insurance look like in 5 years? 
  • Keyson shares key lessons he wished he learned sooner. 


Keep Getting Better

Keyson on LinkedIn




“Wow, this industry is much more than I thought. Also, you’re helping people. Everybody needs insurance.”


“People think insurance is only for the car, but people really don’t know how big commercial insurance is.”


“Before in the office, we were so siloed and only talked to people in our office.Now, we’re really expanding globally the amount of connections that we have. That’s going to push the industry in a good direction forward.”


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