TL;DR Skip to the proposal
I worked in a small business out of college. Digital platform, subscription-based service. Two man dev team (later increased to three).
I was in the meetings; I was friends with the department head and the dev outside of work. I understand what it's like to develop software from behind the 8 ball in a tiny company.
I understand how hard it is to build a major software revision while working on the minor tweaks and features that keep your existing customers paying.