But I’m turning it around one unit at a time!

If you want to avoid the lengthy process of securing permits and navigating ordinances, you can always opt for long-term rental for the first year.

My go-to metric is the "5-year annualized ROI" provided by the BP Calculators.

I am bothered by the casual nature in which Diem speaks about her bankruptcy in that it seems to be one of convenience rather than necessity. 

Additionally, this structure eliminates the need for active management, as the real estate assets within the DST are managed by the sponsoring entity.As an investor your level of activity would include collecting monthly distributions, receiving  quarterly reports on investment, file taxes annually and 1031 exchange your investment every 7-10 years (sometimes shorter depending on the market).

They like cookie cutter, by the book deals that fit their box. 

I have a gutted carriage house on the back of my property, so my thought is to get my feet wet with house hacking by creating space for a longterm tenant. 

@Paul DentingerRecommend exploring as many sources as possible to get referrals AND cross-reference them to get as much accurate information as possible.Check out NARPM.com, BP’s Property Manager Finder (BiggerPockets: The Real Estate Investing Social Network), etc.Also, encourage you to learn from the mistakes of others - by reading posts here on BiggerPockets about owners not having their expectations met by their current Property Management Company.

A general credit line, on the other hand, could be secured by other assets or unsecured, and doesn't necessarily involve your home equity.HELOC Characteristics: - Uses your home as collateral - Usually has a lower interest rate than unsecured credit lines - Typically has a variable interest rate - Allows you to borrow up to a certain limit, repay, and borrow again during the draw period - Can be used for various purposes, including home improvements, debt consolidation, or as an emergency fund While it's possible to use a HELOC for RE investing or rehab projects, some lenders may be hesitant about this use.

Have you ever considered using your skills and industry knowledge to start your own fix and flip projects? What are some of the challenges or opportunities you see in making the transition from contractor to investor?