Look for undervalued properties.Network: Connect with local real estate agents, contractors, and other investors for insights and deals.Analyze Properties: Use the 1% rule to evaluate potential properties (monthly rent should be at least 1% of the total investment).Secure Financing: Explore different financing options like conventional loans, hard money loans, or private lenders.As for timing, if you can handle the extra responsibility, starting now could give you a head start.

Luckily, I did not include this unit in my underwriting when purchasing, so the survival of this property is not contingent on this situation.Continuing to optimize for management of the building when I move out, like moving everyone to online rent payments or adding remote accessible security cameras.Exploring opportunities to expand my portfolio—I've begun my hunt for my next 3 to 4-unit building to house hack, ideally in Lake View, North Center, or Ravenswood.This year taught me that real estate investing isn’t easy, but it’s undoubtedly worth it.

Supply and Demand11.

Pros include securing the desired property and strategic planning, while cons involve higher costs, financing challenges, and complexity.

To stay secure, I’d recommend saving 3-6 months of mortgage payments, budgeting for repairs, and possibly investing in a home warranty.

Agree with @Jeff Pollack on having the guts to leave the security of a JOB.

Treasury's $25 billion auction of 30-year bond met with weak demand - MarketWatchYields rise after weak 10-year auction, heavy corporate supply | Reuters

Depending on the application, first, last, security, and another month or two.

Take that away by making it clear you will pay for, even supply, all materials. 

Quote from @Jeff Adolphe: @Kevin Collins How long does it typically take you to secure a house with REI?