If we had the infrastructure and capital to invest in a hundred ventures in Bermuda, what would we invest in, and how would we measure success?

Why I keep coming back to it

Bermuda is sixty-four thousand people, a regulator that will licence in months, and the deepest pool of risk capital of any small place on earth. It is also the most expensive electricity in the world, work permits on most hiring, and one hotel short every summer.

Every conversation about the future of the island turns into a list of complaints or a list of wishes. Neither is an investment thesis. A hundred ventures is enough to be a portfolio and few enough that every one has to be chosen, which forces both lists into one.

What would count as an answer

A ranked list of problems worth a decade, with the measure of success written down before any money moves. Not GDP, not press releases: a handful of numbers a resident would recognise as their own life getting better, read again every year.

And a rule for what gets killed. A portfolio with no kill rule is a wish list with a budget.

What I would need to find out

• What the island actually spends, and on what.
• Which gaps have buyers on the island, and which only have sympathy.
• Which of the hundred could be started by a founding team that exists here today.