How to get up to speed on software development from the top down

Hi everyone, I am a non-technical founder. I’ve bootstrapped a tech-enabled services company over the past year that’s growing, profitable, and close to 15K a month in revenue. I, by nature, prefer to be involved in the weeds of what’s happening in each domain of my business at first, even if that results in slower business growth. I built my company with a white label portal software (Copilot.app), Airtable, Squarespace, AppSheet,and some ChatGPT scripts.

Now, I need to start building out custom tools. I want to take a deep dive into software development, starting with front and back end web development from the top down, rather than starting from the bottom up as a coder.

If I keep growing eventually I will end up bringing on technical employees, but I want to understand the lay of the land before I start down that road, and I found that I’m able to do a lot once I understand the domain using low code and no code tools. So for example, things like Retool, etc. will accomplish most of the next phase of building I need. But I want to have a reading list of 10 or 20 books or blogs or courses or podcast, etc.. That will help me start getting the way of the land on how to architect software.

I know basic python, basics of the building blocks of programming at the intro level. I just read Designing Data-Intensive Applications (2nd ed on O’Reilly). Does someone have a list of 10 modern books that would help me understand big picture topics like this?