I'm sure you are a super smart and accomplished guy. But this opening makes it sound like you don't have much to contribute.
What should you write about? Write about your insights and interesting observations! If your readers need to tell you what your insights are, those insights wouldn't be very insightful.
Thanks for the helpful feedback. I guess my goal was to source topics that I should cover for sure. But I agree, the point of any blog is to share MY insights and observations.
Thanks for being open to that feedback. I was concerned it would come off more critical than I meant it.
I would suggest you write a few posts about the topics you feel you have the most to contribute. This will tell your readers what topics are in your wheelhouse.
For example, if you are doing something very technically innovative that I might want to integrate into my future projects, I'd want to read about it. If this isn't an area you are doing something cool, I don't want to read about the fact you are using Ruby.
I think the trick is to write about YOUR topic, and have that build into related posts as it would in casual conversation.
Given the infrequency of comments on most blogs, it may be hard to consistently add topics by responding to previous blog posts.
Heck... that's another potential topic: driving enough engagement to generate that back-and-forth. If it's a problem you have some marketing insight into... I desperately want to hear it.
The topics I think you "should cover for sure" are those where you have something interesting to say.
I've learned never to take anything personally. Just the fact that you took the time to give me feedback is really generous of you.
Definitely trying to experiment with different ways to generate engagement on this blog. In fact I am comparing it to how our company blog functions as well. That can be a post for a later date :).
Instead of supplying another blog of yet another startup's trials and tribulations, compile the many that have been written so far and do a meta analysis of them, perhaps faceting it by category of startup/type of funding/etc. at the very least it will force your blog, hopefully, out of a plain narrative structure. And you can even use this collected data to inform your own decisions, and then write about that analytical process.
What should you write about? Write about your insights and interesting observations! If your readers need to tell you what your insights are, those insights wouldn't be very insightful.