Then plan and design how you're going to deploy that cash via what strategy your wife and you have confidence in.I use a excel or google doc and my first sheet would layout all of the details of the sale including all costs that go into getting closed.

Are there specific tools, presentations, or approaches that help them feel more confident in taking that first step?

For real estate just start analyzing as many deals as you can so you get more comfortable and confident.

I am confident in my depreciation numbers on the dwelling but I make an assumption that my other tax deductions will all occur in the year that I have the expense when I know my CPA depreciates some of them as capital expenses over time. 

@Travis Gutting Being prepared and confident to make an offer will land you good deals from the MLS. 

Set clear goals, save for a down payment, and practice analyzing deals to build your confidence.

I would recommend against being the GC unless you are confident of doing more than one effort.  

None I could say with confidence without knowing more details on the borrowers experience, property type, city, and project numbers (PP, Rehab, ARV).

After you feel confident in understanding real estate as an investment vehicle, decide how you want to begin your investing journey.

From podcasts to forums, you’ve all helped me learn, save, and build the confidence to take this step.That said, I’m reaching out to ask for advice.