Taking something old and bringing to back to life is rewarding in itself, but taking a house and making it a home for others is even better!

Generally speaking, your sales roles will be higher risk, higher reward, so commercial or residential brokerage, sale or leasing (particularly commercial), however these may involve getting your real estate license or some other type of license.

I personally look at the risk vs. reward and having the license is a no-brainer for me, but not for everyone else. 

Not sure how long you plan on house hacking but I am sure the reward will out weight the cost. 

I am working with a friend of mine who has the fish on the hook but still hasn't reeled it in yet.We have a property with possible liens on it. 

That's awesome man, wholesaling is challenging but rewarding.

I think you will find more rewarding avenues in either of these directions versus working for the "big box" brand that doesn't let you work with the clients you desire.

If you are looking for a CRM that connects to a website (like Firepoint but less expensive) Reel Geeks is another one I've checked out that looks really impressive. 

I think multifamily apartments offer one of the best risk/reward investment prospect that exist today!

Once I insure some level of safety, then I look to other KPI’s such as IRR and overall annualized returns to see if the risk I am taking on will have a measurable reward.