If your goal is to learn to raise capital Joel Block's Dealmaking Symposium is great content and well worth the investment.If your goal is to learn to do financial analysis college courses may be your best bet.  

- who will it be raised from- who will borrow it- who will guarantee itWho gets what out?

The main question I was wondering was, do you think finding deals and just simply asking for a "finder's fee" or maybe trying to buy and wholesale to other investors would be a viable way to raise capital?

I've been wondering recently about the advantages of borrowing money over raising money from investors.

or do I need to wait till the lease is up and raise rent accordingly then?

We are looking to raise capital for the deal and I am trying to get some advice from seasoned syndicator's on the best way to reach accredited investors to share the opportunity with them?

They have also raised rents to market rate. expense/repair/upgrade list updated approximately 120,000.00 in last 4 years. 

I only see an argument if you use this tactic to raise rent above market.Of course, I have no experience in commercial real estate, so I may be off base here.

Please be transparent when asking questions but also this is not how you raise money for an investment. 

The 2 year guy is paying much closer to market rent and is more likely to be able to pay market rent if you're going to raise it; you can guarantee the old lady is going to move or default if you bring rent from 8something to $1400.