While others took it easy, you worked and saved like you might be fired at any moment. Now there is a corporate takeover and you're glad you took the pessimistic path.
Unlike Cassandra or the ant and the grasshopper, you didn't know hard times were coming; you were more like one of those people who lived through the Great Depression and never adjusted to the return of prosperity. How can you say you're glad you did, without sounding like you're criticizing people who took more risks, like buying a house?
Edit: might also cover actions that aren't money-related, like having worked unpaid overtime to learn skills for your resume.