[fredsters_s]

(I wrote that answer)

A few principles that may be useful:

- have a regular cadence of communicating, usually monthly, usually he last day of the month

- have a standard format and stick to it

- numbers are better than words

- preview the updates where you uncover scary stuff over the phone / in person before sending an update

- always include an ask

[anitil]

What do you mean by 'always include an ask'? Is that to keep them engaged by having some information out of them?

[mhluongo]

You should always think about how your investors can help you, and ask them for it.

It's about engagement, sure. But it's also about realizing that you need to better leverage your network and supporters. Investors can't help you if they don't know what you need.

[sytse]

We at GitLab frequently ask for help with hiring referrals and potential customer introductions.