Seller financing can be a valuable tool when used correctly, but its effectiveness depends on how it's structured and implemented.

The stock market, gold, Bitcoin, and most real estate are all at all-time highs.

So, your focus may need to pivot from high rental cash flow to little to no cash flow as a rental with an appreciation upside.I would recommend taking your $150K to $200K and securing a solid equity position in something that will cover its expenses and maybe provide a small cash flow, but then is poised to appreciate nicely over the course of the next several years. 

This strategy is especially effective given the current lack of entry level homes in Chicago.Our two cents - thanks for bringing this topic to the forums!

Lots of wrong/bad numbers and high email bounce rate.

You have material information that effects the desirability and value of the property.

Using a webinar for lead generation can definitely be effective, especially for building authority and attracting warm leads.

Ask yourself: do I really have the knowledge of real estate principles, real estate law and real estate finance; the network of contacts; the experience both in business in general and real estate in particular; the time available; and the analytical ability to compete against FULL TIME EXPERIENCED PROFESSIONALS to be successful in a field where the failure rate is so astronomically high?  

Consider reaching out to a local Rental Owners Association to connect with experienced hosts, gain valuable insights, and access resources that can help you navigate property management more effectively.

This can create a subtle but effective pain point for the landlord—especially if they’re not excited about taking on those responsibilities.