I'm a Big Tech executive. My journey here has felt like falling forward — painful stumbles and detours, yet still progress.

Aug 31, 2026 04:05 PM - 2 hours ago 3

head changeable of a man successful beforehand of a ceramic wall

Wainwright Yu. Courtesy of Wainwright Yu

The email came successful connected a Tuesday. It was an announcement that I had been promoted to director, an executive position astatine the Magnificent 7 company, wherever I had worked for 8 years. Follow-up congratulatory emails started to move in. I sent little but genuine replies, "Thank you."

A fewer weeks later, different email went out. My head was leaving the team. Having conscionable been promoted, I thought this was an evident adjacent measurement for me.

That didn't happen. They were hiring personification other alternatively — different head from different squad was coming successful to return his place. My domiciled and title stayed intact, but location was nary scope description for me. I earned the title, but I didn't person what I thought it signified: readiness for more.

From the outside, a profession astatine a Magnificent 7 institution looks for illustration a consecutive statement — competitory offer, dependable promotions, expanding scope. From the inside, it seldom feels that way. Mine surely didn't. What it felt like, much often than not, was a slow accumulation of near-misses, incorrect fits, and closed doors — pinch conscionable capable daylight betwixt them to support going.

The doorway that hardly opened

This wasn't the first clip I was passed complete for an opportunity I wanted. In fact, my profession astatine this institution felt for illustration 1 nonaccomplishment aft another. When I was a first-year MBA student, I applied for a summertime internship astatine the institution wherever I now work. I was rejected.

A fewer months later, I received an email that felt auto-generated. It was from the company, inviting maine to use for a full-time role. I was assured this was a mistake. They astir apt didn't select retired summertime intern rejections from the target database they originated from the school.

I applied anyhow and was accepted.

I didn't understand why I wasn't trim retired for an internship, but was bully capable for a full-time job. I didn't ask. I was happy to person the role.

The recruiter fto maine cognize that each full-time hires would beryllium receiving introductions to 3 teams crossed the institution to measure the champion communal fit. I received 1 introduction. While the domiciled was called a merchandise guidance role, the existent occupation was to tally the team's play business reviews. Not rather the merchandise guidance occupation I had successful mind, but I accepted it anyway.

The squad I would person ne'er chosen

That pseudo-product head domiciled yet became a existent merchandise head role. I was promoted to main merchandise head pinch a mini squad conscionable complete 3 years later.

Then, I made a leap to a startup squad wrong the company. I was worker number 3 connected a business that was nary much than an thought sketched connected a portion of paper. I thought the thought had imaginable and was excited to beryllium connected the crushed level to build it. Three months, six hires, and respective much papers later, the task was canceled.

I was moved to a different squad I would ne'er person chosen to join, yet again, moving connected a merchandise I thought would ne'er find product-market fit. As it turns out, I was wrong. Instead of getting shuttered, the programme has scaled tenfold. We expanded the merchandise statement from 2 to four. Customer take grew.

I was incorrect astir the merchandise and the team, not because what I saw wasn't real, but because the point wasn't yet what it was going to be. I spent the adjacent 4 years connected that team. The dud I thought I had been exiled to was the aforesaid squad that made maine a director.

What I learned from a profession of closed doors

There are moments erstwhile everyone astir you seems to beryllium headed for the exit. Those are often the moments worthy staying for. I've learned to tally toward fear, shame, and disappointment alternatively than distant from them. What I find is that the group who enactment done the difficult times gain the spot to do and beryllium more.

We get anchored connected what we deliberation we should have. I did too, and almost missed what was really being offered. The occupation that looks beneath you connected insubstantial — moving the play business reappraisal — is often the 1 that makes you, if you fto it.

What I had to fto spell of

People talk astir resilience for illustration it's armor — thing that makes america impervious to pain. That's not really it felt to me. Every nonaccomplishment hurt, but what yet helped maine get up aft each autumn wasn't a fancier title, a much glamorous product, aliases a larger team. It was having the opportunity to make things that group usage and love.

What I had to beryllium consenting to fto spell of is the path. The doorway into the institution via a summertime internship closed, the doorway into a existent merchandise domiciled done post-MBA placement closed, the doorway to scaled effect done a startup merchandise closed, but the extremity remained the same: build things that matter.

I was promoted to head six years ago. I now lead larger businesses pinch larger teams that make a bigger effect connected customer lives. How did it consciousness getting here? About the aforesaid arsenic always: for illustration falling forward. Painful stumbles and galore detours, but making guardant advancement nonetheless.

Wainwright Yu is simply a exertion executive, mindfulness teacher, and activity coach who supports neurodivergent individuals arsenic they observe and harness their (often hidden) strengths.

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