Thanks for sharing your story. Those early days of using Heroku were really enjoyable for me. It felt so promising and simple. I remember explaining the concept to a lot of different people who didn't believe that the deployment model could be that simple and accessible until I showed them.
Then life went on, I bounced around in my career, and forgot about Heroku. Years later I actually suggested it for someone to use for a simple project once and I could practically feel the other developers in the room losing respect for me for even mentioning it. I hadn't looked at it for so long that I didn't realize it had fallen out of favor.
> That time coincided with the founders taking a step back, leaving a loss of leadership and vision that was filled by people more concerned with process than results
This feels all too familiar. All of my enjoyable startup experiences have ended this way: The fast growing, successful startup starts attracting people who look like they should be valuable assets to the company, but they're more interested in things like policies, processes, meetings, and making the status reports look nice than actually shipping and building.