What books, articles, forums, discord servers etc. would you recommend for how to bootstrap a business? I'm personally more interested in the business side, but I'm curious about anything the community respects and finds valuable.
Changed the way I think about being an independent contributor vs an entrepreneur.
Not being able to quit your day job and devote all your time to it can push the schedule back significantly.
Sometimes, you can convince others to join you for a while without pay (only promises of equity), but unless they are 'all in', they generally fall away pretty fast.
The book is agnostic about how you raise capital. It gives you the pros and cons of bootstrapping or raising money, and leaves it to you to decide what's best.
Micro SaaS Ideas - https://microsaasidea.com - Newsletter (basic is free) + community (pro) for bootstrapped/solo founders. The content is superb - research backed insights & analysis.
Book: http://zerotofounder.co - covers both tech & marketing side. Author himself has successfully bootstrapped as a solo founder.
The Incredible Secret Money Machine, by Don Lancaster.
It's short, easy to read and understand, and when I look back on all of the various business mistakes I've made over the decades, for every one I can find a place in that book where he warned about it.
I have been kicking around an idea, and have thought about building a site. Strictly an off-hours, hobby amount of effort. I think I would be lucky to recoup DO hosting fees. Given that I only expect this to be a learning experience, but still want to operate as if it were a real business - how do I begin?
We have about 15000 subs consuming my content.
TL;DR:
A market you can reach that can buy a product you can get distributed.
It's advantageous if you enjoy interacting with the people you want to solve problems for, especially initially (many calls, emails, conversations).
The product's sale complexity (high-touch vs. low-touch or self-service, buyer-is-user vs. buyer-is-not-user but can make discretionary decisions vs. purchase signed off by a committee) will impact what you do. Continually reduce the sale complexity.