It doesn't look like you would be getting much from the sec121 exclusion.Not sure how selling this property would get your more funds into your Roth IRA, unless it just because it frees up money to make the contribution..If you need funds to build up a reserve / rain day fund / etc., this might be a way to go... 

For example, I'm not too sure about how to actually find good deals/distressed properties, and how to actually find appropriate property managers, CPAs, lawyers, etc.I think once I get started and inertia starts to build up, things will make more sense, but it's that first step that I'm finding difficult. 

I've heard my colleagues mention wholesaling as a good way to build up capital fast, and I'm curious what you all have to say about it, any tips, advice, admonishments?

I think most would disagree with the 15 year strategy but if you can afford it, its not a bad plan to build up some equity.

Here are a few of my questions:- How much money should I save up before starting to invest in properties- Is there a market that would be best for someone such as myself, or is it just personal preference- Do I need to hire people such as agents, contractors, property managers, etc. or will that all be later on once i build up my portfolio- When is the best time to begin purchasing?

These steps will help you build up the cash then once you have acquired the investment property you can refi and pay off the credit cards.

or are you looking to flip a few properties to build up some capital before purchasing a primary residence? 

Keep all the units I currently own and just save up for each additional unit like I have done to build up what I currently own?

So, for as long as the note we hold doesn’t pay off, we collect $10,722 monthly interest and pay out $4,100 on the underlying note - of which prox $2,000 is interest with the balance principal reduction (since our note is interest only this represents note equity buildup).  

And you want to build up your team.