my canadian bf got denied at the border, can he try again???

My Canadian bf tried to come visit me (I'm american) and got denied at the border. CBP has a full record now of our relationship, and that we each have gone to one another's country for extended periods to be with one another. At this point, we honestly just want to visit one another so we can talk in person about possibly applying for the K1 fiance visa.
Is it stupid for him to try again at a different border crossing, this time with a pre-purchased return trip? He has no job in canada (works freelance on his computer) and lives with his parents currently so he cannot prove strong ties.

I understand that he will likely be denied again, but I am scared to death that he could get the 5 year ban.

How likely is the ban? It's very frustrating because we honestly aren't doing anything wrong, we would just like to talk in person about engagement rather than skype.

who knows how likely it is! All depends on the POE officer. I have read a lot of experiences on visajourney.com and some that have been denied entry, are successful on another attempt. One should always have proof of ties to Canada with them, ie return airfare, lease agreement, letter from employer, etc etc, and yes fort some people that is difficult to obtain. Just never LIE!! my free advice:

Canadians Visiting the USA while undergoing the visa process, my free advice:
1) Always tell the TRUTH. never lie to the POE officer
2) Be confident in ur replies
3) keep ur response short and to the point, don't tell ur life story!!
4) look the POE officer in the eye when speaking to them. They are looking for people lieing and have been trained to find them!
5) Pack light! No job resumes with you
6) Bring ties to Canada (letter from employer when ur expected back at work, lease, etc etc)
7) Always be polite, being rude isn't going to get ya anywhere, and could make things worse!!
Have a plan in case u do get denied (be polite) It wont harm ur visa application if ur denied,that is if ur polite and didn't lie! Refer to #1