I'm working on paying off my primary just for peace of mind (I know, I know it doesn't make financial sense - it's an emotional decision because it's my home)...but I'll probably never pay off any of my 127 rentals. 

The rabbit is just going to turn into an Emotional Support Animal if you push too hard.

@Dalton Chmelik No offence but it sounds like your wife is letting emotion control the investment journey.

I admit part of wanting to keep the home is emotional, but I also believe that it would be a good investment property and maybe the transition will be easier since I do own it already?

I typically don't have subsequent move-ins scheduled very tightly after move-outs, so when this happens it's more of an emotional hassle than anything else (because the tenant wants to then argue that I'm a monster for charging them rent because life happens . . . c'est la vie).If these one and two day delays significantly derail your process you might consider instituting some kind of "drip reminders" of the checkout process . . . starting 2 weeks before the lease-end date and dripping as often as you see needed to get the tenants out on time.

They will be challenging as well because there is more of an emotional and business relationship to the property.

Nobody wants to deal with an over emotional irate person.

I invest in helping and partnering with people that have the drive to become successful.There are very few parts of the country where there aren't phenomenal opportunities -- The only place I've refused so far is the Salton Sea area because it's like a post-apocalyptic wasteland.For example, I'm partnering with a guy I met here on BiggerPockets just four weeks ago that's in a little town in South Carolina that I've never heard of.He was convinced that this little town had no possibilities but I just jumped on Google Maps and started looking around to see what this little town had to offer.That's when I saw an equine therapy ranch that helps people deal with emotional and psychiatric problems like child abuse, PTSD, etc.

The numbers don't support it, and it will slow your journey to financial freedom considerably.At this time in your life, don't let the emotional response of "look and feel" to affect your course.

I think you can't be 100% about anything, and I start there because I caught a lot of emotion-driven thought patterns in how you are viewing the situation.