Learn to manage tenants, or learn to manage managers?

[Travis Daudelin]

I was listening to podcast ep. 340 last week and something Whitney touched on made me question everything I'm doing right now. If my long-term goal is to grow a large portfolio of long-distance rental properties, should I skip learning to manage my first few properties myself and instead learn to manage property managers right away?

My intuition was that learning to manage tenants first would help me down the road when I would mainly deal with property managers. Now I'm thinking it may be wasted effort, but some of my investor friends with < 5 properties think property management is just throwing away good cashflow. 

Background: I work full time as the sole provider for a young family and I don't see that changing in the next 5 years. Managing any more than a handful of units on my own would be a huge strain on my already non-existent free-time, so I see myself switching to using property management on my second or third property. I want to scale rapidly though so any time spent building unnecessary skills or systems to manage my investing is a real concern.