Anything that extends my reach is worth a look.

What happens during periods when the demand for legal work is lower?

Although the study may increase the gain, the gain may be taxed at a much lower rate making it a beneficial investment.If a property is purchased with the intention to flip or own for a short period of time (less than 3 years), a cost segregation study may not be significant.Overall, as long as you intend to hold the investment property for greater than a year, the benefits of a cost segregation study should be considered.

Only extended exposure to your preferred market allows you to have this clarity and understanding about a property’s long term potential.

Aloha @Daniel Kam - most of Kakaako has a 180 day rental minimum, so if you haven't checked with your building association, I recommend you verify what the minimum rental period is for your building.If you are allowed to rent for less than 180 days, you will then need to apply for a GET license, and well as TAT/OTAT and pay the appropriate taxes on a regular basis.  

Furthermore, if anyone knows of a third party that provides the data or is interested in periodically gathering the data for me from the county courthouse (for a monetary reward), please reach out.

This can extend timelines and add layers of bureaucracy.Mission alignment: Many non-profits are cautious about selling assets if the sale could appear misaligned with their mission.

Quote from @Chris Seveney: If you can borrow private money for that period of time at 10% that is a very good rate.

Work with your attorney for what is needed to insure all subcontractors get paid by the General Contractor.Make sure the insurance covers Construction period and also materials.Talk with your Commerical insurance agent and they should address the above questions with you.If this is an older facility make sure your engineering firm has covered Fire Suppression systems and any Storm pond or drainage systems. 

If there are plenty of studios or private single rooms at the same price or cheaper than a shared-space room at your place, you will definitely have a hard time filling up.Are there extended-stay motels in your property's area?