My Morning Cup
My Morning Cup
Costa Media Advisors
E197 - Jon Dickerson's Morning Cup
59 minutes Posted Oct 19, 2026 at 6:14 am.
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Show notes
Jon Dickerson has never shied away from an adventure, trusting he'll figure the rest out along the way.
In this episode, Jon shares how a finance major ended up teaching English in South Korea and backpacking across Europe, how an early job at a fast-growing startup became a crash course in building and launching products, and how he came to found Gumption, a matchmaking tool for commercial real estate lenders and borrowers.
Jon Dickerson is the Co-Founder and CEO of Gumption. You can connect with him on LinkedIn (https://www.linkedin.com/in/jonathangdickerson/). 
If you like this episode, we think you’ll also like:
Brian Elrod’s Morning Cup (E29)
Cam Doody’s Morning Cup (E63)
Matt Patterson’s Morning Cup (E186)
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My Morning Cup is hosted by Mike Costa of Costa Media Advisors and produced by SpeakEasy Productions.