Maybe if you have specific questions I can answer them. 

What I've shared is purposely vague as I don't have specific questions and am more interested in your reactions, thoughts and personal anecdotes so I can better understand and appreciate the timeline.Again, any and all comments would be greatly appreciated.

In Florida and specifically my area sometimes it is hard to market a property at a certain price and advertise the energy quality of the home. 

Focusing your efforts on specific forums related to your interests helps in making relevant connections.Offering value before asking for anything in return can set a strong foundation for future relationships.

@Ardian SelimiYou said Alaska high cost of labor makes it hard to pencil out on existing homes but I think that would apply to the new builds also.For personal residences, I have rehabbed a house hack and buy two homes and the builds came out unpredictable even though the first home’s national production builder and the second home’s local custom builder both had plenty of experience with cost and labor estimates.For my RE investments, I went with where I could have a a good chance with building a team/knowledge/mentoring/experience.I grew up in a house hack, started with a house hack and then started with student rentals and then out of state airbnbs.

Consulting with a financial advisor or real estate mentor who understands your specific goals and circumstances can provide valuable insights tailored to your situation.

Specifically, you'll want to collect and analyze a LOT of comp sales data (including data pertaining to days on market, price reductions, the buyer pool, etc.) so that you have a very good understanding of the buyer pool, and how difficult it could be to sell this type of property...I'd suggest talking with multiple agents who have experience with this type of property, and asking them what type of DOM, ARV, and sale experience they would predict for the property.Before you take on $25k+ of credit card debt for a rehab, you'll want to consider all the potential problems you might face with your strategy, and potential solutions to those problems.

@Ross Hamilton I’m actually currently waiting on a reply from your support team after 3 days of reaching out.

However, in many cases you likely won't be able to obtain by-laws until you are under contract.I would have your attorney include a specific "HOA" rider in the contract for this exact reason- It basically would require that you have ample time to review the governing docs of the HOA, such as master deed, current by-laws, current year’s budget, and last two years of audited financial statements, association meeting minutes, etc. 

We aim to have a spread of at least 10% ARV so if we know we can sell in a specific area at 75% ARV - repairs, our MAO would be 65% ARV - repairs.