Pretty hard for us to give you an ARV from 1000 miles away - your specific local area will be what drives the ARV. 

Post Part-Time Job Posting on Indeed: I have posted part-time jobs on Indeed (or other job posting sites) for specific jobs and got a list of reliable workers looking for part-time work.

Your goals should follow the SMART criteria: specific, measurable, attainable, relevant, and time-bound.

one furnace would take up 4 years of your capex budget.

Compare a few direct booking websites/tools and you'll see that most are exactly the same: simple, templated sites with a front-page search/map, property-specific listing pages, and integration with a payment processor, like Stripe.

Happy to answer any specific questions you have.

Specifically, I'm interested in finding a lender that allows a 10% down payment on investment properties.If anyone here has experience investing in these areas or has any lender recommendations, I'd greatly appreciate your insights.

I have property Radar at the moment, but I don’t think you can refine the search terms to fine “seller financing” opportunities specifically.  

Hey @Seth Hunt there are lots of Wholesalers on here but might get better connecting in one of the wholesaler FB groups specific to Chicago. 

Jared Dagley Specifically.