Thank You,Ethan Brown

I agree with @Caleb Brown, and hang on to Rental 1.

@Ade Brown "Here's my issue, what happens if I do not have the money to purchase the property after the lease expires and the seller does not want to renegotiate?

@Chris Brown Thanks for visiting my site.

@Candice Brown I would recommend doing the DM yourself until you can expand your budget.

@Caleb Brown Thanks!

@Justin Brown House hacking is a great strategy and good way to get started.

Like @Vanessa Brown mentioned, you don't want a bad reputation.Now my B/C locations typically takes about 2-3weeks of postlets and craigslist ads then lock in a tenant for the following month.In my refreshes I make sure all HVAC, Electrical and Plumbing has been reviewed by a professional.

I currently live in a 3-BR apartment with two roommates in Andersonville for $495/month, and after a bit of zillowing it looks like there is at least some potential to find a three bedroom condo where I could rent out the other two rooms without much risk of increasing my out of pocket monthly expenses beyond $495.I work in Evanston and my social life is along the red/brown/purple lines, so neighborhoods I'm interested in are anywhere from Lakeview to Roger's Park.I want to plug into the Chicago RE community by actually meeting people, particularly finding an agent and connecting with people who've done this successfully before.

I'd reach out to Brown Bear Management.