Katie and David first met at Cask and Flagon in February of 2020–right before the pandemic. After a year of chatting and persistency, David congratulated "Katie the Dentist" for graduating from Tufts School of Dental Medicine. He invited her out on his boat and she finally said yes.. The rest is history!

Who needs a knight in shining armor when you have a knight who charters a shiny airplane! David proposed to Katie after taking her on a private flight above Plymouth, the Cape, and the islands.