On the tax side, you mentioned wanting to roll profits into new deals.

Great tools that get updated regularly.I am on the lending side of things and would be happy to hop on a call with you anytime to discuss financial strategies and help answer any questions you may have about nearly any loan product available to help you on your journey, even if they are not products my capital partners offer.We are all here to help you learn and grow.

there are ways to get around the highest and you also need to take into account the savings you will generally have on the purchase side when compared to other regions. 

Personally for what people charge for these programs I would say you are 1000x  better off taking some courses at a local college, getting a degree and working in real estate to get paid for experience and then do real estate on the side for your own portfolio as well.

It’s ran like a business, not a personal investment.Given the heavy workload I have being the CEO/founder of the wealth management company, my wife has set up a well oiled machine on the property management side, due to her perfectionist drive however, it still means that she's constantly dealing with tenants and toilets and replying to items at all hours of the day and night.

You'll also have to pay a decent monthly payment to seller and negotiate how much is credited towards the future purchase.Other than all this, your screwed and should have done better homework:(- On the bright side, look at how much you've learned in a short amount of time!

A side question - if this time, November to January, is the worst time to find a tenant, does it somewhat logically follow that it's also the best time to buy? 

For example, FL coordinated debris pickups as private property residents stacked things curb side.

I know in Virginia my friend had a similar issue (side-by-side duplex, though, not second floor) and he was not proactive, just warning them several times verbally.

I hear they may take longer to close but you have time on your side.