You can create equity through renovations as you live in it.Its all about leverage. 

Educate yourself with resources like The House Hacking Strategy and practice analyzing deals using tools like BiggerPockets calculators.

Short term is always tough but not impossible at all especially with the high level of education and good hospitals in MA.

So I have a few questions I wanted to asked this well educated community.

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

Unfortunately, this problem waste a lot of my time that could be spent on other investments.I have used the same tax professional for many years and he is very educated, but also much older than me and it's hard for me to understand all the reasons he has expressed why is better to put the rental on my personal tax returns.

In San Antonio, I worked alongside an investor who converted an abandoned office building into modern apartments, leveraging tax incentives for adaptive reuse.The Right Moment to ActEconomic shifts in 2025 present a golden opportunity for innovative investors.

Does that mean that education doesn't work too and is a bigger scam that what you are making this out to be?

I try to evaluate a unique property 2-3 different ways, then make a highly educated guess based on my knowledge of the market.

Bigger Pockets is a great place to find a real estate tax accountant.A good real estate accountant can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding an accountant who specializes in real estate taxation, business taxation, financial planning and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.