I like Upward transitional neighborhoods.

The residential brokerage industry is in transition right now; after numerous attempts the last 15 years by well financed - venture capital backed companies that attempted to "disrupt' the industry (ibuyers, Zillow, buyer's only agents, public access to MLS, flat fee MLS, discount brokers), we are still at basically the same place we were in 1975, i.e., 6% commission paid by seller.So, the next step is compliance with the settlement agreed; no offer on MLS of seller agent sharing points with buyer's agent.  

STR is not my area of expertise, but I can tell you since November last year I've had probably 50 leads / sales calls with STR owners in the Kissimmee area looking to transition to LTR because their STR is not performing as well as expected.A lot of investors purchased during COVID times when during a time of inflated tourism and it has since returned to normal, but supply remains high. 

I would recommend starting as a Loan Processor first and then transition into it or just go 100% full time and learn the craft.

Is it possible to actually work in tandem during a transition with 2 property managers? 

Legal Compliance: Make sure you’re up to speed on landlord-tenant laws in your area, especially concerning lease transitions and tenant rights.If everything checks out and aligns with your investment goals, this could be a great opportunity to have a steady income stream with minimal vacancy delays.

What you can do is refinance the home in 12 months and transition it into a conventional or Portfolio loan and at that time change the Vesting to the LLC.

They're often a goldmine of information and resources tailored to your area's regulations and can offer guidance specific to your situation.Best of luck with your new property and navigating this transition!

However, they don't have the national clients where deals just get handed out so you'll have to dig up your own business, so transitioning careers with a family can be hard the first year. 

I would suggest finding a 3rd party contractor who specializes in the software to help you with the transition.