Assume you are privileged enough to have $5k to spend and are an accredited investor. You can't keep it. Are you more comfortable/motivated giving that money away to a charity or investing it in an early stage startup? The charity and startup are tackling the exact same problem.
Portland. You know, the town where folks are driven to create solutions to problems whether there’s a business model or not. Like Calagator. Which for more than a decade has served as the go-to resource as the aggregated calendar for Portland tech and startup events. For free.