Contract says I must repay my sign-on bonus if I leave within 2 years. Enforceable?

Yes, clawback clauses are generally enforceable in SG if clearly worded, this is a standard retention mechanism, not a trick. Read the exact clause: some prorate monthly, some are all-or-nothing before the cliff. If yours prorates over 24 months and you've served 14, you likely owe roughly the remaining 10 months' portion, so about 10k times 10/24, around 4,167. They usually deduct it from your final salary, but MOM rules limit deductions to at most half of any single month's salary, so they may bill you the balance separately. Two options: budget to repay it, or negotiate a sign-on with the new employer to cover it, poaching companies do this regularly. Get everything in writing before you resign.