As an entrepreneur creating a SaaS company, I tend to want to focus on technology but technology alone doesn't build a company. I'm in uncharted territory and overwhelmed but I think it will be okay.
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I'd also think about looking for strategic mentors on the areas you might need. A few calls a month with a mentor can help a bunch :) Keep grinding Bob!
Building and updating up a backlog for developers is hard enough that can take a full-time PM job. It's really hard to balance workloads when you have to work in many different fronts and getting pulled into many different directions. It's OK, to take a step back sometimes. Otherwise we start making stuff that is not helping to imrpove the product. Empathy is the greatest asset you have Bob, it allows you to feel the pain and the joy of people. When you feel bad because there are hard moments and hard messages to give, use Candor. Ed Catmull is really great at it. It's basically, communicate directly and care personally about the people who's receiving the message. Be honest and direct while caring about your developer: i.e: "you don't have a big backlog now and have a full plate in other ends" maybe he can offer value in other parts of the project without having to be managed as intensively. Sorry I can't be more helpful, I still think Empathy is one of the greatest skills we can have.
Also, "Security" is the commodity that all users give from granted and at the same time takes a lot of bandwidth from the team. The question is, once you reach a minimum/acceptable threshold. Is that part of your core value proposition? If that differenciates you from the competition it might be worth spending extra and expanding efforts in that end. If not, I'd make it as secure as possible within the company's means. (But I'n not an expert on the industry, I hope this helps though)
Hey Bob, thanks again for opening and for your honesty here. There are many good points you bring up. Yes, pricing has been always one of the hardest things to decide. This video from YC, casts some light but yet not the ultimate formula to solve it: https://www.ycombinator.com/library/6h-startup-pricing-101
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