Eight Career Lessons I Keep Coming Back To
June 17, 2026 · 3 min read · Tola Oladiji
Birthdays tend to make me reflective.
One of mine recently had me thinking about how much my understanding of work has changed since I started my career.
Some lessons came from opportunities that went well. Others came from mistakes, difficult feedback, disappointments, and moments when I was given more responsibility than I felt ready for.
I expect some of these lessons will continue to evolve, but these eight have shaped how I approach my career today.
1. Growth Requires Difficult Work
The periods when I have grown fastest have rarely been the most comfortable ones.
Stretch roles expose gaps.
They force you to think differently, develop new capabilities, and solve problems without having every answer.
That discomfort is often evidence that you are operating beyond what you already know.
2. Relationships Compound Over Time
Your skills matter, but careers also move through people.
Someone mentions your name for an opportunity.
A former colleague recommends you for a role.
A leader who has worked with you before asks you to join another project.
Those moments are usually built on trust accumulated over time.
Strong professional relationships should not begin only when you need something.
3. Reputation Is Built in Ordinary Moments
It is easy to perform well when the presentation is important and senior leadership is watching.
Reputation is also shaped by smaller moments.
How do you respond under pressure?
Do you meet deadlines?
How do you treat junior colleagues?
What happens when you make a mistake?
Can people trust your word?
Consistency eventually becomes reputation.
4. Clarity Often Comes From Movement
Some career decisions cannot be solved entirely through analysis.
You can research, seek advice, and think carefully, but eventually you have to move.
I have made meaningful career decisions without feeling completely certain about the outcome.
The next step often revealed information I could not have discovered while standing still.
5. Feedback Becomes More Valuable When You Stop Fighting It
Earlier in my career, critical feedback could feel embarrassing.
My first instinct was sometimes to explain.
Over time, I have become more interested in what the feedback can teach me.
A useful approach is to ask:
- What specifically should I do differently?
- Where have you seen this show up?
- What would better performance look like?
- What should I continue doing?
Specific feedback is much easier to act on.
6. Put Your Hand Up for the Difficult Projects
You will rarely feel completely prepared for the opportunities that stretch you most.
Sometimes you have to volunteer before you know exactly how you will deliver.
The key is understanding the difference between a stretch and something you genuinely cannot handle.
If you can learn quickly, ask for help, and put in the work, difficult projects can accelerate your development significantly.
7. Learn From Mistakes Quickly
You will get things wrong.
A bad decision does not need to become a permanent label.
Review what happened.
Understand your role in it.
Change your approach.
Then move forward.
The ability to learn quickly from mistakes is more useful than trying to build a career in which you never make one.
8. People Remember How Leadership Feels
Deadlines matter.
Targets matter.
Quality matters.
The people doing the work matter too.
I have seen how differently teams respond when they feel respected, trusted, and supported by their leaders.
Good leadership does not remove accountability.
It creates an environment where people understand the standard and believe the person holding them accountable also wants them to succeed.
Career Growth Is Broader Than Promotion
I used to think about career growth largely through roles, titles, and progression.
I now think about it more broadly.
Am I better at solving difficult problems?
Has my judgment improved?
Can I handle greater responsibility?
Am I better at working with people?
Do people trust me?
Am I becoming the kind of leader I would want to work with?
Titles still matter.
But those questions tell me much more about whether I am genuinely growing.