This means you should consider door-knocking and becoming comfortable with the rejection.Be open to assistant positions and working on a team.

I want to feel comfortable before making the jump.

Unfortunately, I think many investors do end up trusting the marketplace completely, once they feel comfortable with it.

If that includes choosing and managing your own tenants, so be it.If someone asks me, I would comfortably say I'm an investor who also chooses to be a landlord - I'm only a landlord because I've judged it to be the most compatible approach to reaching my investment goals (which, I would add, are not entirely financial).

If the repair cost estimate needed to get the property rent ready is more than you needed to have a comfortable ROI, but there's still plenty of equity in the house to do a flipWholesale the propertyFor example...

I am not comfortable with what my first steps should be, so any mentoring or coaching is greatly appreciated!

Once I felt comfortable enough I secured the property with a deposit and plan to take a day trip to visit it in person and meet the manager. 

Ie, most residences have a no-business clause in the lease, yet most people nowadays perform some degree of their work nevertheless in the comfort of their home.

Growing up, I had always been a hard worker, but I also had many deep-seated fears of failure that held me back from pushing myself out of my ‘comfort zone.’

You can only hold the Sales Agent designation for 2 years, you must move on to Broker by then.Why not just find a great, investor friendly agent and use them as part of your team?