Who is Betting on You?


Oluwole Dada
September 3rd, 2025
3 Min Read
Every career is built on a series of bets. Some are bets you make on yourself. Others are bets people make on your potential.
It might be an employer taking a chance on your potential, a mentor guiding you through unfamiliar territory, a line manager trusting you with greater responsibility, a co-worker supporting you through a difficult problem, or someone in another team recognising what you can contribute. Each moment of trust adds up, shaping not just what you do but who you become.
The Early Days
Three years ago, I joined twopeaks as a Software Developer. My earliest contributions focused on turning ideas into tangible, usable products: multilingual websites, thoughtfully designed interfaces, and work on the company’s flagship platform for managing infrastructure and deployments across multi-cloud environments.
At the time, my world was the frontend. It was about performance, responsiveness, and the small details that make software feel polished.
Stepping into New Roles
Gradually, I was entrusted with responsibilities that grew in scope. A backend issue here, a bug there, and gradually I began learning to think differently: about data flows, about how features talk to each other, about the invisible layers that make applications reliable.
Those small moments became stepping stones into full-stack work.
The transition was not always comfortable. New tools, new problems and new ways of thinking often came before I felt fully ready. But that was the point. Growth usually arrives disguised as a challenge you do not yet know how to solve.
What made the difference was the trust, the belief that I could learn, adapt and deliver. That trust has been the through-line of my journey.
Where I Am Now
Today, my role looks very different from when I began. My work now sits at the intersection of DevOps, infrastructure, and platform engineering. I spend much of my time designing and operating the systems that support how software is built and deployed in production. Using tools such as Nomad, Consul, Vault, and Ansible, I help orchestrate workloads, manage infrastructure, and build platforms that make it easier for teams to ship reliably.
This work excites me not because it is flashy, but because it is foundational. When it works well, it disappears into the background, quietly supporting everything else.
Writing has also become part of my work. I write not just code, but documentation and articles that clarify ideas, strengthen collaboration, and share lessons with a broader community.
Looking Back
Looking back, the growth feels less like a series of job changes and more like a series of bets that paid off. Each stage built on the last, compounding into new skills, perspectives, and confidence I could not have imagined three years ago.
I have learned that growth rarely happens in isolation. It happens when others trust you with more than you think you can handle and when you choose to rise to that trust. Employers, mentors, managers and colleagues each leave a mark on that journey.
Final Thoughts
Three years in, I am grateful for those bets. They have shaped me into a more versatile engineer and writer.
Careers grow through trust, opportunity, and the willingness to rise to both.
And so I leave you with this:
Who is betting on you right now?
And whose growth are you betting on?