We are looking to host an event at our top producing property.

I choose to leverage "good debt" to acquire multiple cash-flow producing / tax favored / appreciating assets.

I really like the content they produce. https://youtu.be/9yeHBrkNX2EYou can also google and read through VA Pamphlet 26-7, "Lenders Handbook

You're going to need some steady income until you can get your investments to start producing enough for you to live on. 

However, I would consider other countries and explore their financing options.The plan is to acquire €40-60k properties to slightly refurbish and rent out (either long-term or Airbnb, if allowed), to produce passive income.I have a pool of potential investors around me who will be joining as soon as we prove that a few deals are working.

How long does it take before it produces wine usually? 

I would suggest you become a full-time agent on a team for the short-term to gain leads, get mentored, and capture as much knowledge as possible as the top producing agent provides invaluable information as you work for them.

Wilson burned Saturday, producing a smoke plume.

This is definitely an option that can produce great returns.

Ultimately, being an agent and wholesaler can both produce capital to help you invest.