It's human of you to feel guilty and I don't think you need to "just hire a property manager" like the other comments have said.

Private lenders for sure and also joint ventures with other investors to pool money and  resources

You'll end up spending countless hours trying to analyze all the numbers, and in the end you still won't know what house to buy.Our grandparents didn't have all these research tools, podcasts, books, and other resources, and they still managed to invest in real estate. 

I’m a longtime investor and Realtor from the DC metro area as well-  BP is a terrific resource to help you grow both your investment portfolio and better support your investor clients!

I’m going to go ahead and recommend a few resources & folks who have been very informative in understanding this volatile asset.The Investors Podcast does a weekly Bitcoin-based podcast that I really recommend, this particular episode is pretty academic on the common misconceptions of BTC:https://podcasts.apple.com/us/podcast/we-study-billionaires-the-investors-podcast-network/id928933489?

What are the go-to resources or websites you use to estimate insurance costs (especially for rental properties) ?

From there, I decided that house hacking a single-family home was the best use of my resources at the time. 

I would love to hear any recommendations of online resources and/or podcasts to understand the market better, as well as RE investing in general.

I believe in the potential of Oakland, and I’m looking forward to exploring opportunities that can contribute to our neighborhoods.If you have any tips, resources, or insights to share, I would love to hear from you!

This is a great place to learn and to connect with people so take advantage of all the great resources.