Question 1 of 7
What is your primary motivation for this acquisition?
Be honest with yourself here — the answer shapes everything that follows.
Question 2 of 7
Where are you primarily based?
Drive time and logistics matter. Be realistic about how you'll actually use the property.
Question 3 of 7
What is your realistic acquisition budget?
Include all-in cost — purchase price plus closing costs, transfer fees, and immediate capital needs.
Question 4 of 7
What lifestyle character are you looking for?
Not the fantasy version — the version that reflects how you actually spend time on vacation.
Question 5 of 7
How important is short-term rental income to this acquisition?
This affects which markets are viable — some communities actively restrict STRs.
Question 6 of 7
What community type best matches what you're looking for?
Be honest — community character is one of the most consequential and least-analyzed factors in coastal acquisitions.
Question 7 of 7
How do you approach regulatory complexity?
Some of these markets have significant regulatory overhead. How you feel about that matters.