Redefining Career Success: Why It’s Not Always About Climbing the Ladder

Many of us were taught to measure career success by how high we climb: bigger titles, larger paychecks, more responsibility. But real growth doesn’t always look like a straight ladder.
Recently, a friend shared that she had moved from a management role to an individual contributor position. At first, she wondered if this was a “step back.” But she quickly realized it was a step forward—because it gave her the chance to grow, learn, and contribute in new ways.
That conversation reminded me of my own compass for career choices: learning. If a role challenges me, stretches me, and pushes me into new territory, then it’s a win—even if it doesn’t come with a fancier title.
As we move into midlife, careers naturally become less linear. Success could mean flexibility, alignment with family, pursuing hobbies, or even location freedom. For some, it’s working abroad. For others, it’s making space for balance.
So instead of asking, “What’s the next rung?” try asking, “What do I value now?” Because the measure of success isn’t always climbing higher—it’s climbing true.
Read More: View From the Top: Is It Really Worth It?