@Dan Creed, this is honestly in line with my general costs, but it will also depend on finish level.  

Run the common rent comps and compare that to your PITI and overall costs to analyze cash flow.

We frequently hear investors chasing properties that meet the "1% rule" which in my opinion is a  flawed underwriting practice (have posted on that very subject a few times in these forums), but in order to achieve a 14% cap rate your Gross Operating Income must nearly meet 2% of the assets cost assuming your operating expense ratio is at 35% (which is very lean on operating expenses).

Realize you may be better off using cost segregation to achieve greater tax benefits immediately for purchases of STVRs.

I'm currently looking at a few potential single-family fixer-uppers (some in Worcester, Taunton, and near Dorchester), and I could really use some expert advice on current rehab costs for different scopes of work.Here are some numbers I've gathered from my contractor friends.

Your point about long-term mindset really resonates with me; it’s crucial to consider how a property will perform over the years rather than just the initial cost.

This seems interesting as I am already have implemented the 12-week year into a Notion Template, but I feel that is not well integrated with my calendar and other systems.

I am all ears if anyone can lend some suggestions; however, after wasting thousands of dollars on DEV costs, I want to share my journey to help others.

I assume that I don't actually have to pay the capital gains until the principal repayment exceeds my cost basis, which on an amortized loan would be quite awhile (assuming they don't refinance and pay me off altogether).

While you may not make significant passive income renting the other side or the other three units, you can probably cut your living expenses in half or even live for nearly free in a 4-plex.If I had to do it all over again, I would have taken this approach at your age and purchased a 4-plex every year or so with minimal down payment.