That being said, I've heard that people who have jobs where they see the city (Uber drivers tend to have their real estate license...) or are out and about a lot. 

How I would determine it: if the unit tends to be difficult to rent; if it attracts the kind of renters I try to avoid; if I could easily replace it at a lower price and make a significant profit from selling it; if I had too many units or was tired of dealing with that particular unit (high maintenance, for example). 

There are so many parts and pieces and possible places to shine I tend to think there is a place for everyone who has an interest.

Market tends to have a lot more inventory in the fall after the rental season ends, but here is one for $165k:https://www.zillow.com/homes/for_sale/_type/2103351015_zpid/0-400000_price/0-1522_mp/globalrelevanceex_sort/30.344417,-87.13671,30.320859,-87.173617_rect/14_zm/

People will tend to usually pay more for an experience they cannot get somewhere else.

When you start out you tend to work on smaller deals transacting and work your way up.How much do you need per month ( burn rate ) to live?

Comps in your area are going to dictate 90% of the value of your house- you can "add" based on some things that are "better" at your house, but some of them don't really make that big of a difference to many potential buyers......The house is worth what someone will pay for it....bottom line...... and we ALL tend to think our possessions are worth more than they really are..... that's human nature since we have an emotional connection to them.

That being said, wholesalers at that level are definitely mythical creatures who tend to find you, not the other way around.Stay active here on BP and set up some keyword alerts for "wholesale CT", "wholesaler Connecticut", etc...  

The only thing I would add is remember that direct mail tends to work best when you send a campaign of 5-7 different pieces, 4 weeks apart from each other.

Francis Rusnak I would tend to agree with you, especially in my markets where prices don't fluctuate Wildly.