Generally, the rule is 2 years between "owner occupied" loans without raising any eyebrows.

., condos in FL would be tough sell these day), and detailed projections of how the money is used.To be frank, when you offer 20% returns and say "there is hardly any way to lose money in what I am doing" my eyebrows really go up.

From what I have gathered (at least in Michigan) is that if you are going to be a Realtor and an investor, you have to be VERY careful about the deal....I don't want to raise any eyebrows and I am WAY to open about where I think people SHOULD and SHOULD NOT invest in this county (which I don't think realtors are allowed to do).

For multiple reasons, I do not want to keep the property for more than 2.5 to 3 years, but am willing to keep the property for a couple years, as I've seen comments here on BP that selling quickly after a cashout refi raises eyebrows at the IRS.

Not to say someone couldn't do it, it would just raise some eyebrows that's all. 

No raised eyebrows at the self-checkouts.

My eyebrow was raised.  3 days before moveout I called again to see how progress was going - and that's when things started to go south. 

I would imagine that through direct mail campaigns, it may raise eyebrows as I'm not fishing for listings, I actually want to buy myself.

However, having another job is going to be one of the biggest factors in this, particularly if the other job is full time.It is honestly very difficult to say with a straight face that you work 40 hours per week in a job and 41 hours in real estate without pretty much anybody raising an eyebrow at it.The other issue is, even if you don't have a full time job elsewhere, being able to honestly say that you spend 14 hours a week in real estate is also tough if you aren't in the middle of a remodel almost continuously.I'm not saying you don't qualify.  

So...no...no one is jealous of a guy like that...just sorry that others got duped.Third, if you were selling the idea that you could turn lead into gold....you would definitely raise some eyebrows...maybe even get some folks to pay you for the privilege of listening to your program....but here's the difference (and, frankly, it's more than disconcerning that you don't get this) you sold them on the fact that they could turn LEAD into GOLD, not turn LEAD PAINTED GOLD....and that young man is the difference...they are not dupes...you sir are a criminal...it's called fraud....easy to figure in your scam...harder in the real estate game...but it's all the same.So when you sell your next property, and bill it as having "unique plumbing" (or whatever) and then justify the sale by fact that the buyer should have been more savvy....just remember that someone trusted you...and you screwed them over for a buck...because in your words they were "silly to give it to you".