At the same time, paying the extra few hundred bucks a month out of my own pocket doesn't exactly sound like a great option either. 

The second page is for investors to register and possibly receive those off-market listings.I originally posted a link to those pages, but Bigger Pockets auto-deleted it. 

Now in terms of how the deals is structured, I am struggling to see how it benefit you.All of the 620k you'll pay will go to your land owner who bought it 900k and is now completely out of pocket while the land still carries a mortgage for 550K.I am not sure how this deal makes sense.Is there more to it?

@Jim OstlerWelcome to Bigger Pockets.

Reason I ask if because I refinanced my 4 plex I owed outright and never had to come out of pocket at all.

If its an assignment, they often use the original contract price as the "value" for their LTV calculations so you have to come out of pocket for the assignment fee.

If your agent does not want to make this offer, that may be more about whether the resulting money in his/her pocket of $1000-$1300 (not including taxes and depending on terms and commission splits) really makes a $45K offer worth their time.

More money in your pocket and far less stress.

I am not sure what to expect from Bigger Pockets, so far I've used it a little and have listened to a few podcasts.

Since you have so much lead time between now and when you want to purchase you next deal, I would spend it doing two things: Building your network, and learning your area.I would join your local REIA and go to all of the meet-ups you can to meet the players in your area and see if there is a niche that is under-served or if there are investors that you can start working with/partnering with now that doesn't cost you money out of pocket.