If you're looking to scale and take full advantage of house hacking, look for a property on the larger end of the spectrum, ideally 4 units.

Ideally, my dream is to have a condo in my favorite neighborhood of Chicago (Lake View).I'm 24 years old.

Some cities have started introducing stricter rules, so ensuring compliance upfront can save you headaches later.Out of curiosity, are you leaning toward any specific property types (e.g., single-family homes, condos, or cabins)?

Ideally the elected leaders can try to streamline the process like we did in FL by prioritizing the rebuilding permits & waiving permit fees.

No active projects yet, but I’m gearing up to dive into multifamily properties, ideally 16+ units, with a focus on creative financing and NOI optimization.

We do a lot of the work ourselves and so within 2 hours of Needham is ideal. 

Educating yourself on how to offer 5-star remote management would be ideal as well!

@Yooni ChoiFor a first property, $100/month in cash flow might not be ideal, but it’s acceptable, especially with a house hack.

I would hesitate to say 1-2 years to rotate out but closer to 5 years, and ideally I'd try to get the downpayment higher to at least 10%.I understand your areas though-- they're expensive.

I deal in multiple states, and it's a nationwide thing tbh.