If there is no difference between Carrot and WordPress when it comes to SEO and ranking on GOOGLE then it might make sense to go with WordPress for a long-term play. 

To me, it seems given the right area it could make sense.

So to save 15% capital gain minus qualified intermediary cost does it make sense to do 1031 exchange in selling the old one and do 1031 exchange?

You just have to keep moving forward and trust that it will all make sense eventually.

Congratulations on the duplex -My investor clients have acquired several multi-family investment properties locally in the market I operate in Northwest Indiana - Figure out your personal investment objective for the next 4 years and align yourself with the next property that make sense in this current market environment-

Unless you have some ridiculous deal and need funds to close it now, then it makes sense to refinance in 3.5 months.

It might because they don't want any random person just setup a property management software to make it look legit and using it to scam people (tenants)

I would suggest focusing on solving people's problems more than trying to sell them.

Is my out of box thinking not make sense and be a waste of everyone's time?

Santarelli as an absolute industry expert (podcast, websites, press, social media advertisement) cause investors to have a false sense of security.