I know he lives in Hawaii now which I'm sure is a whole lot more expensive than Washington state. 

There are programs with low to even no seasoning.With cash out refi's you're most likely looking at 75% LTV max for most programs and 80% for rate and term

@Ngozi IwunzeOne way to avoid capital gains is to turn the flip into a rental after the rehab and then do a 1031 exchange into a more expensive property. 

If your credit score is low, ask them how to improve it enough to get the best interest rate.Honestly I don't think you really need to be "underwriting" right now other than to have a general idea about how much house you can afford based on your salary, down payment, and savings. 

I put roughly 20% down on a $200k home, and am curious what steps I could take to possibly turn my original investment into a large portfolio within the next 10 years, when we're currently "low on liquid funds" after finishing up a wedding.... 

How negative is the property's cash flow if using the 50% expense rule. 

They are expensive, but may be cheaper than the $60-100k loss you're projecting.https://en.wikipedia.org/wiki/Active_noise_control

What's left after subtracting the expenses is your Net Income. 

Can I even invest in a syndication with my relatively low income as a teacher/coach. 

Understand that they are doing this to make a profit, so it will be more expensive than coordinating maintenance yourself.It may be a decent program for a DIY owner that wants to just outsource maintenance, but you will have the same maintenance issues with this company that you would with a PMC:1) Higher costs2) Admins answering the phones & assigning work, that just know the basics about maintenance.