I am thinking that by charging $20/mo for the pet though, and charging $20/mo less for the rent increase (say an increase by $100 instead of $120, for example), I look like I am not increasing the rent 'as' much but am also recognizing that the previous landlord let them get away with no pet fees, which is not industry standard.

Even though I’m recognized as an scorp?

@Michael Shea I'm not a tax accountant, but I've done the rent by room strategy for over 6 years as a house hacker, and I've recognized rent by room tenants rents in the Schedule E part of the tax return.

You might recognize me from Fundhomes - I'm the Head of Growth and a Co-Founder.

One other potential concern that could arise in the field, is the basement unit in the case where it happens to not be unit which is "Legally Recognized" by the City.

I'm not the biggest fan of insurance, but have to recognize they will pay premiums for their clients to stay in homes for 2-6 months as the insurance company gets the home back in order.

A more cautious option could be to employ another house hack if cash flow and stability are your top priorities.Local Market Dynamics: Recognize the peculiarities of the real estate market in your community.

It's essential to recognize that all investments carry assumptions and risks, but informed decisions are based on historical data and trends.

@Justin Foster Good for you for recognizing that you need help!

If it's a phone number I don't recognize I usually ignore it.