By managing yourself, you keep that money in your pocket.✅ Hands-On Experience – If you plan to grow your real estate portfolio, managing tenants yourself can teach you valuable lessons about leases, maintenance, and local rental laws.✅ More Control – You’ll personally handle tenant screening, rent collection, and property upkeep, ensuring everything is done to your standards.✅ Stronger Tenant Relationships – Being involved directly allows you to build rapport with your tenants, which can lead to better communication and longer leases.Cons of Self-Managing❌ Time-Consuming – Dealing with maintenance requests, late-night emergencies, and tenant disputes can quickly become a second job.❌ Legal Risks – Chicago has strict landlord-tenant laws.

@Marc Shin, Soundproofing is definitely something worth tackling for a short-term rental—it’ll keep your guests happy and help you avoid complaints.

You are allowed to keep all the deposits in one account, as long as you have a means of tracking how much belongs to each renter.

Keep up the good work over there at DM and keep adding new data, it's very helpful!

Please keep in mind, this is my opinion and I am not being paid by RESimpli or any other person for my comments.

They’re often familiar with market-specific expenses and can help validate your estimates.Lastly, as you analyze more deals, keep track of actual expenses on your properties or properties you’ve researched.

They will still do the occasional flip, but mostly when a deal presents itself AND they may be between new construction starts so need to keep their teams busy.

Keep on being a shining example of quality, Chris.Continued success!

That expiring NOL keeping you up at night?

Good luck on your journey and keep it up!