If they confident in their ability to perform, they won't balk at this. 

However, I do think if you can hold out for 1-3 years you might see rates drop a bit and insurance drop a bit, and I feel pretty confident we'll start seeing 3%+ organic rent growth per year in the next 2-4 years again.

Of course, your bid will be extremely important, but it would be a challenge to get to the point of executing a bid proposal if we aren't confident in much of the above items.  

Sometimes just talking it out with someone who’s done it before can give you the confidence boost you need.In the end, you'll have to learn mostly from experience on your own and through others.

@Dave Foster is correct.Also, keep in mind that you cannot sell and then do a 1031 exchange.

TK is a great way to build your confidence with a few rentals in great markets, especially if you have limited experience or new to a market.

I definitely feel more confident with my plan after reading your encouraging words.

Yes you can buy 2 properties as long as the combined price is the same as the net sale price of the one sold @Dave Foster is the expert and I use him for all my 1031 transaction.

@Dave Foster knows all about this and handles these all over.

Also, we all have about the same rates - so pick someone you like and you have confidence in.If you have a lender with substantially lower rates than everyone else, you are paying for that rate in the form of origination fees and discount points.