Yes, timing is critical. Also finding an influential senior supporter who will sway your immediate boss. Your immediate boss has their own deliverables, deadlin

Yes, timing is critical. Also finding an influential senior supporter who will sway your immediate boss. Your immediate boss has their own deliverables, deadlines and career and reputational concerns to manage, and your bright new idea may be seen as a threat to all that. Purely technical arguments won't win the day; it's necessary to understand the organisational politics. Which comes down to "managing upwards", something many technical people don't do, and don't understand that they need to do to make an impact in large hierarchical orgs. I know it took me a long time to understand these factors.