“Why should we switch, switching is too risky.”
Why they say it. The pain of changing feels concrete and immediate, while the pain of staying is abstract and spread out. They are protecting themselves from being blamed if a migration goes wrong.
Do not: Do not minimize the risk of switching or promise it will be painless, which makes you sound naive about their reality.
You are right to weigh that carefully, a bad migration is a real career risk and I am not going to pretend it is trivial. The thing most teams miss is that staying put has its own compounding cost, it just never shows up as a single scary event. Would it help if I walked you through exactly how we de risk the switch, including what stays running during the transition?
Then ask. What would the move have to look like for the risk of switching to feel smaller than the risk of staying?