From Admin to Tech: How I'm Building a Remote Career One Skill at a Time
After 7 years of holding organisations together behind the scenes, I made a decision that scared me —to intentionally pivot into tech-driven remote work.
This is the honest, unfiltered story of what that journey has looked like: the tools I've learned, the certifications I've earned, the days I almost quit, and why I kept going anyway.

I didn't plan to pivot. I planned to stay.
For over 7 years, I showed up as Head of Unit at a fintech company managing revenue operations across federal and state hospitals, and as an Administrative Manager holding the day-to-day operations of a service organisation together.
I was reliable, consistent, and good at what I did.
But somewhere along the way, I started asking a question I couldn't unask: Is this all there is for me?
Not because the work wasn't meaningful. It was.
But because I could feel something bigger pulling at me —a version of myself that hadn't been fully expressed yet.
A version that wanted more reach, more growth, more possibility.
So I made a decision.
I enrolled in an IT Support training programme.
Not because I had it all figured out but because I was tired of waiting until I did.
The Learning Curve Was Real
Nobody tells you how humbling it is to be a student again as an adult.
To sit with tools and terminology that feel foreign.
To watch video after video and wonder if it's actually going in.
I learned about Service Level Agreements, ticketing systems, CRM platforms, workflow automation, and customer support tools —HubSpot, Zendesk, Freshdesk, Slack, Pipedrive, Airtable, Trello, Zapier, and more.
I didn't just watch the lessons, I explored beyond them, digging deeper into each tool on my own.
And I did something that terrified me: I shared it all on LinkedIn.
Every lesson. Every tool. Every reflection. In public.
Why I Kept Going
There were days I didn't want to post. Days life got heavy in ways I couldn't explain publicly.
Days the imposter syndrome was so loud I almost believed it.
But I kept coming back to one truth: the woman I want to become doesn't stop when it gets hard. She shows up anyway.
So I showed up. Again and again. And slowly, something shifted.
People started engaging. A founder replied to my comment and invited me to share my story.
I passed my HubSpot Sales Hub certification. I applied for my first remote role. And I built a portfolio from scratch —not because I had clients yet, but because I refused to wait for permission to show what I could do.
What I Want You to Know
If you are a woman sitting on experience, insight, and potential that the world hasn't discovered yet —I see you. I am you.
You don't need a perfect story to start sharing yours. You don't need to be fully arrived to begin the journey.
The pivot doesn't happen all at once.
It happens in the small, consistent, unglamorous choices —to learn one more tool, write one more post, apply for one more role, and believe even on the hard days that it's all adding up to something real.
Because it is.
— Always learning, Olasunkanmi



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