I’ve heard of a few different options but would love to hear your experiences, especially if you've used gap funding on flips, new construction, or commercial projects.

This approach would allow me to learn with each deal and minimize initial risks.2️⃣ Go Straight to Multifamily: Instead of starting with SFHs, I could spend time learning the multifamily business and go directly for a 20+ unit building, maximizing scalability from the start.I have no experience with either strategy.If you were in my position, which strategy would you choose and why?

Also just look online and steal some ideas...I used to Google Luxury Kitchens and then figure out how to do the same for less $$.You'll be fine with your experience.

I’m so sorry to hear about the support experience you’ve had, I would love the oppertunity to personally help you have a fantastic experience with RentRedi.

Does anyone have any experience with using an FHA 203k Loan on a multi and turning it into a house hack in Massachusetts? 

I have no experience with this group but just visited their website. 

experience: I’m on my 3rd flipage: early 40sday job: brand and web design/development retirement savings: noneI want to learn about buy and hold to secure having SOMETHING for retirement!

The fact that you have already owned and sold a rental property gives you a great experience to start from.In terms of the best place to invest - that is whatever place meets your criteria, goals and investing style.Personally flips have not been working as well for me lately, but when we get the right BRRRR deal those are still working well.

I’d greatly appreciate any insights or experiences you could share on this topic.Thank you again for your help! 

Consider starting small, like with a duplex, to get experience.