What factors should I prioritize when choosing the best approach for my future success in real estate? 

Examples could include:Partnering with other investors to share risk.Using seller financing or lease options.Leveraging creative rehab techniques to save on costs.Negotiating with contractors in a unique way to reduce expenses.I’d love to hear any stories, tips, or approaches that helped you pull off a deal others might have instantly passed on.

What’s the best approach to establish business-to-business contracts with insurance companies?

If one has high living expenses, cash flow doesn't mean much and I definitely understand going for appreciation first.i agree with the outside market approach.

Everything else checks out.How would you approach this?

I really wanted to try Wholesaling and thought his approach to Lease Options was interesting and expected a sort of 1 on 1 or Small Group type of course but there was nothing like that.

If the only MFH options you're finding are in areas you're not comfortable with, it might be worth focusing on a duplex in a better neighborhood.Saving up for a larger property later is a valid approach too, but keep in mind that real estate tends to appreciate over time, and waiting might make it harder to enter the market later.

If you are considering this approach, I suggest you buy an A-class property in a landlord friendly city and get a PM.

There is risk with this approach that the tenant can have short residence or leave in Nov to January.  

I’d love to hear more about the property and how you’re planning to approach the rental market there.