As @Jay Levy said definitely an industry in transition.

I self managed until I moved out of Milwaukee (in Jax, FL now) but she made it a smooth transition.

We have a new Military Division at KW to help give you a network and make the transition.

I tend to learn most from mistakes.I ventured outside my normal bread and butter lane a couple years ago and found myself stuck as wellI was bored with vanilla boxes people sleep in so tackled a large daycare with the intent to make it a sober living home.I bought it 12/31/19 and worked on the transition until Feb 2020. 

Maybe you could transition your lawn business into more of a passive gig for yourself? 

I went from a 4-plex, an SFR, and some flips to a 30-unit community and transitioned to 3rd party management at that point. 

I am currently seeking advise on which brokerages to join as a new agent I live in New Hampshire but also plan on getting my Massachusetts license as well My goals as a real estate agent is to gain more knowledge on investing, wholesaling and flipping homes as my long term goal is to own a few properties and manage and hold for steady income as an exit strategy I will have to start part time, with 8+ hours dedicated on weekends and some hours weekdays until I transition full time, primarily because I have a full time job which needs to continue until i generate sufficient income to cover my living and family expenses Please let me know any brokerages you guys suggest and any advice you can give me on starting out as an agent Thank you!

Mortgage is $1,090.My question is at what point can I make the transition to renting out this one and purchasing a new home in regards to time?

You also need to consider how easy it would be for people priced out of west LA and downtown to just move into those neighborhoods and integrate during the earlier stages of transition.

Purchase price: $355,000 Cash invested: $71,000 Sale price: $1,090,000 Purchased this 2 unit row home in DC's Shaw neighborhood back in 2002 when the area was considered a sketchy, transitional neighborhood.