put in an awkward position
put (one) in an awkward position
To cause one to be in a situation or scenario that could prove to be embarrassing or damaging to one's reputation, career, relationship with someone else, etc. Because I'm such good friends with both Jack and Jenny, their breakup puts me in a really awkward position. I hope you realize that it will put us in an awkward position if you decide to leave the company right now.
put someone in an awkward position
to make a situation difficult for someone; to make it difficult for someone to evade or avoid acting. Your demands have put me in an awkward position. I don't know what to do. I'm afraid I've put myself in sort of an awkward position.