@Phil AveryConsidering your financial situation and the current market conditions, each of the options you're contemplating has its own merits.Given your inclination to begin with a significant amount of equity, option 1 may be a good fit for your objectives.

Anyone thinking about home hacking will benefit greatly from your expertise on managing HOAs and how they affect various rental schemes.Ultimately, developing a plan that complements your lifestyle choices and financial objectives is the key to effective home hacking.

You can absolutely spread your funds around into multiple DST portfolios with different objective and timelines.

Here are some steps to help you get started:Learn for Yourself.Make sure you understand your investing objectives.

Make it clear that you have learning objectives, are eager to learn, and are prepared to act upon their suggestions.

Not to make a million dollars on an assignment fee or to hold the property hostage for a prolonged periods of time.

Don't lose sight of your objectives, take initiative to ask for help and direction, and don't be afraid to ask questions of the BiggerPockets community. 

If you're objective is to pay cash then the answer is yes. 

Additionally, they've agreed to pay $200 more per month than our current tenant, which is an offer that aligns well with our financial objectives, even as we plan to adjust the rent upon renewal for the existing tenants.This MTM arrangement also perfectly aligns with our plans to make improvements to the property.

Isnt the objective is to help them sell the property ?