This bleed into the idea that my wife and I had been discussing extending the rear of the house (about 400 sqft) in the future so it came up in conversation and I was told diong it all now, in the financing, would work. 

I don't know what your lease says, specifically, but I would notify her immediately that you do not intend to extend or renew the lease.

A flip that stays on the market for extended period of time (never taken off market), regardless if tenant has been placed, cannot be 1031 exchanged. 

To be clear this is primarily going to be an investment property in the long run if my contract isn’t extended so I would like to be able to get a decent place that the rent down the road will make it cash flow assuming I end up renting it out.

This means that legally I cannot evict them until end of July 2022, if necessary.They approached me asking for a month-to-month lease renewal, which I had declined, as I have intentions of helping a niece that is moving to my area and I will rent the house to her.By knowing that, they decided to use the last month's, already paid rent, for May.Mid May I asked for a moving schedule (most of my communication is via text message), but there were unresponsive.In an attempt to minimize problems, I have offered them to extend the lease by 2 more months which would take me to the end of my mandatory eviction free period.

She also has extended family on east coast who she supports … she is driving to TN, back to OH, back to CO, and I dont have all her docs and shes not returning my calls/texts.

I'm just concerned of financially over extending myself. 

Thank you for that extended response.

For those unfamiliar with the term, "Diamond Hands" is a term generated by the retail stock investor community indicating that if an investor holds a stock for an extended period of time, or has "diamond hands", they will always eventually see a profit.Mentors and veteran brokers and agents have told me even their most botched transactions of the past always end up profitable in the long term.

I have a 3yr extendable to 6yr lease, at my discretion, but with a clause that says they can sell and consequently evict me at any time if they choose upon sale.