You are correct; it would be awkward having two different parties staying on the property. 

I've done this several times, it can be a little awkward sometimes but most tenants understand.

It’s not just awkward—it can jeopardize trust, relationships, and, ultimately, the deal itself.Here’s how we ensure success:1️⃣ Weekly Syncs: Regular team check-ins to align on progress and updates.2️⃣ Shared Systems: Use tools like Slack or Asana for real-time collaboration.3️⃣ Transparency is Key: If you don’t know, say so.

I had to have an awkward conversation with my favorite realtor when their broker suggested everyone had to pay a $700 “document fee” on every sale.

Over priced, layout is awkward, junky neighbors, back on market/under contract multiple times, bad photos, bad timing(got buried from other listings, weather occurrence, etc). 

So it will be an awkward conversation.

I feel like i am in this awkward in the middle stage where I still need to work my corporate job, but right on the cusp to make real estate my fulltime job.   

I think it would be awkward if you raise the rent after a year, might cause conflict between you two. 

The Canadian Edition of Quickbooks really only differed from its U.S.A. cousin by having an awkward implementation of GST/HST (our VAT) and GIFI.  

I’m here to connect, learn, and share what I pick up along the way as I (probably awkwardly) work toward financial freedom.