I have the same goals as well and would be awesome to see if theres any way either of us can help each other with our investing goals!

One of the major issues I see is this.

After talking to support (who were actually quite responsive and helpful), they told me I had to publish the ad with only one photo first and then re-post the ad with additional photos later to force the first photo to be first.

I’m in the 33% tax bracket through my real job and this could be a big difference in taxes owed if we sold the property?

This can sometimes help with regulations and building codes.Just my 2 cents. :)

This also leads owners to ASSUME simpler is better when it comes to management contracts.

Take it one step at a time—you’ve got this!

Would this be a feasible plan?

@Lee Sanders, if you are interested in Worcester, I would be glad to help. 

In this case, your monthly payment with 20% down will have a good MARKET rate if your DTI works with a much lower month payment and no mortgage insurance(MI).