Most mentors are good for getting people energized - Good mentors work with you step by step to get a house or two and teach you how to move along on your own - Great mentors teach how to buy and manage the properties, set up "systems & methods", along with providing other high level contacts, tax planning, asset protection & generational wealth, strategies for changing markets, and changes in the law.     

@Sahil ParmarI will just say I have not seen a single enticing property in the whole upper half of this state.

They will also be able to help you tell a good deal from a bad one and can help you learn how to estimate your repair costs, marketing costs, estimated time on market etc.Your experience level will go a long way in determining how things go.

(With sort of the Penthouse level in 700 7th being an exception there because of the dramatic vaulted ceilings and views).  

I want to pursue building a fairly basic mountain/cabin style house on a full basement with (hypothetically) 2 beds 2 baths on the main level and 2 beds 1.5 baths on the basement level.

This means something needs to give so outsourcing lower level activities like management is a good option.What is your hourly value you calculate for yourself?

I'd be lying if I said my stress level was low over the past couple of months, LOL.   

What are some recommendations for getting smart on managing rehabs, working with contractors, and understanding how to estimate costs on a fixer upper?

That well below market, but it’s rough, like not level floors and big rough logs for walls.

With that said - you likely want to plan with your CPA.If you filed your 2020 tax return already, give that tax return to the CPA that you work with so he/she can be familiar with your tax situation further(what income level you are at, what types of income you have, potential strategies if you or your spouse are more readily available to claim Real Estate Professional Status, etc).Good luck in your search