I searched online and one house, let’s call it Property X, has caught my attention.

(yet) But if I were in your position, I would be sceptical of renting to anyone that doesn’t have a bit of skin in the game.

I have been at this game since I was 23, always have been a buy and hold investor, I have only sold 1 investment property thus far....But I agree with your process at age 60 sounds like a great time to unload and truly have passive income....Have a look at some high quality REITS as well like O, DLT, and VTR as well as utility stocks that throw off nice dividend yields on a monthly and quarterly basis.

If you're not super interested in the REI game anymore and would prefer to invest elsewhere, then it's just unnecessary hoops - you have to decide what your long-term goals are and go from there.Best of luck!

I've gone the online route which resulted in no available loans and an inbox full of mortgage officer voicemails. 

Its not so much that you have to do it yourself, but Realtors are in the retail game, not the wholesale game.

The lower paying job might provide me with an extra hour or 2 after work but not a game changer.

I have been in the real estate game since 2014, mainly educating myself and saving money to do my first deal. 

They're actually an online investment advisor firm aimed at busy millennials.

I highly recommend googling property management within 10 miles of whatever deal your considering and filtering out from there based on reviews online and from speaking to people over the phone (reach out to experienced realtors in the area).