Would really encourage not to go down that road

However, if you have the option to choose a Roth version of the 401k, it may be worth considering for the tax savings could be huge down the road, but only if you can significantly grow your assets in the plan. 

You endure a 12 month pay out of $9600 but probably get that back in principle at some point down the road.  

However, you can try again using meetup.com ** Real Estate Investors of Florida (REIF)  Network over lunch on Tuesday, September 27, 201611:00 AM    Whitey's Fish Camp 2032 CR 220, Orange Park, FL** Jax Reim Meets for a MasterMind Breakfast on Tuesday, September 20, 20169:00 AM to 10:30 AM @ 5959 Merrill Road, Jacksonville, FL

I've thought about becoming an insurance underwriter, project manager or maybe doing something in finance (all three of those I'm unqualified for - but I could start doing what's needed to transition if these types of positions may pay dividends down the road for me when I become a REI).Please let me know if you have any advice -- I want to hit the ground running, armed with the skills I need when I'm ready to start landing deals!

This is a better profit margin, but I'm nervous about having more problems down the road arise from the siding and the roof.

You find properties of the type you like and then start a conversation with the broker in hopes that down road they will bring you good deals.  

I risk having to dump money into it/braking down on the side of the road.

But to undersand how to do this you need to be down the road a few years and have expenses in excess of some amount as a percent of your income.  

You put it in the ground and let grow – and you have no idea what’s happening beneath.Have faith.Proverbs 14:23 says “In all labor there is profit, But talk of the lips leads only to poverty.”Ashley and I door-knocked and road foreclosures in two counties for two years solid before we found our first house deal.After that first deal, things just took off.