Landlording friends is something that I've thought about for a bit, as in general, I think mixing friendships and business can be a hard line to straddle.

I am about to purchase a home in a popular vacation area. My family will get several weekends of usage out of it, but most of the time it will be used as a rental.
Mortgages on second homes are a full two points bett...

I have to straddle the fence on this one.

Areas near Melrose Park are C+/C- with the rest of it straddles from C-/D+.

Some are computer savvy and realize the benefits of technology and some are computer phobic (I happen to work for one that straddles the line, hehe) or are not clear on the benefits.Perhaps the concern from the brokers perspective may be, if you are working on all this computer stuff, when will you have time to sell real estate since you are part time anyway.Therefore, my suggestion to you is this: Forget offering computer work during the interview process, don't even bring it up except to say something like: "I am computer literate and know my way around a computer fairly well".

Somewhere in the middle between the two types of investments are a few types that “straddle the fence.”

In other words, if the student stopped paying, the coach would stop teaching.I'm sure there are some people who straddle the line -- they are mostly mentors, but they charge money or they're mostly coaches, but they do some pro-bono teaching -- but most fall into one camp or the other.If you're looking for a coach, my suggestion is to learn as much as you can before hiring the coach, as that will give you a solid base to start with and you'll have some idea what you're getting into (and what you're looking for) before spending your money.

To me it seems like the ethical edge we all straddle when assigning contracts and double closing when we dont actually have our own money.

(Look up synthetic straddle strategy). 

This will straddle two tax years and that's another situation that will work to your advantage reporting wise and is a phrase that tax courts have used in the past to describe a valid exchange.