The phrase "similar dilemma" means facing a situation where you have to make a difficult decision or choice that is somewhat like another situation you have experienced before. Full definition
Hoping a parent with similar dilemma experience will share. (babycenter.com)
As legislators in Illinois and other states face similar dilemmas about who pays the costs of pension payments, they should keep in mind these issues of fairness, equity, and transparency. (teacherpensions.org)
We went through similar dilemmas in deciding what to take on our 57 day round the world trip. (theprofessionalhobo.com)