Yelling Into The Void

An oral history of job searching over the last six months.

Yelling Into The Void
“When you apply into the void, the void thanks you for your interest.”

When my last contract was nearing its end, I did what any reasonably self-aware, strategic professional with a bit of foresight would do: I updated my resume, prepared to build momentum with my job search, and hit the ground running.

I wasn’t naïve — I knew hiring cycles could be slow, especially around the holidays. Even so, I figured I’d be okay. I’m adaptable, I’m experienced, I’ve led teams, shipped products, and built systems. Surely, with a thoughtful approach and a few months of persistence, I’d find the right opportunity.

I didn’t expect it to be easy — but I also didn’t expect it to feel like shouting into the void for six months straight.

This is the story of what happened instead — and what I think it reveals about the state of modern hiring.


Phase 1: The LinkedIn Auto-Apply Era

I started my job hunt the way I had every other time: with LinkedIn’s Easy Apply button and a spreadsheet. I burned through dozens of listings in the first couple weeks — low-effort, low-connection, high-volume applications. It felt productive. Technically, it was productive. I was “doing the work.”

I was prepared for low feedback. I’d heard LinkedIn was losing effectiveness — not necessarily due to a failure of the platform itself, but because its ease of use had led to skyrocketing competition, a rise in “ghost jobs,” and even data-gathering honeypots. Every job I’d found since 2012 had ultimately come through LinkedIn — if it worked before, surely it still worked now.

What I wasn’t prepared for was silence. No callbacks, no rejections, no signal. The more I applied, the more I realized I was just adding to the noise. I wasn’t searching — I was screaming into the void.


Phase 2: The Company Portal Pivot

After watching my Easy Apply efforts evaporate into the algorithmic ether, I changed tack. I started applying only through official company portals. It was far less efficient — now I had to scan several dozen sites instead of just one — but I hoped that going directly to the source would improve both visibility and seriousness.

In theory, it made sense. Since each additional company required a greater time investment, I became more deliberate. I spent more time researching companies before adding them to my watchlist. I tailored my documents more. I reconfigured my tracking sheet to monitor companies in addition to roles. I bookmarked everything. I even appreciated the rare moments when an application portal had a usable interface.

But despite all of this, the outcomes stayed the same. Even with more care and intention, I got ghosted. No feedback, no next steps. It felt like playing an escape room with no clues — and no way to know if I was even solving the right puzzle.


Phase 3: The Systemization Phase

At this point, something snapped — but in a constructive way. If the job search wasn’t going to provide structure, I would.

One thing that had always frustrated me was the lack of tooling for job seekers. I had historically used an Excel spreadsheet to track applications, but I’d been unhappy with its limitations for a while.

So I built my own Notion-based Job Search OS. It didn’t just track applications — it tracked my company watchlist, contacts, a task list, a Kanban board. I included a full documents library so I could reference every customized resume, cover letter, positioning statement, and everything else I’d written. And like any good product manager-slash-software architect, I documented the whole thing and added an internal feature request system too.

Then I rewrote my resume system from scratch. I’d always customized resumes, but manipulating a base DOCX was tedious. So I built a YAML-based template system, with a skills pool and a document renderer that let me tailor each version with precision. Every resume became a pitch. Every cover letter reflected real research. I started treating the job search like product strategy.

And yet… results continued to lag.

I’m proud of the systems I built. They reflect my values: intentionality, clarity, adaptability. But it’s become increasingly clear that the hiring ecosystem isn’t optimized to even see that kind of signal, much less reward it.


Phase 4: From Outbound to Inbound

So I went upstream. I launched a blog. I began writing long-form reflections on product thinking, decision-making, and systems design. I published short-form insights on LinkedIn to spark conversation. I started treating myself like a product — not to market, but to clarify.

I’ve started to see some movement. More people are engaging. I’m getting thoughtful responses. New connections. Increased visibility. For the first time, I feel like my work is being seen. And honestly, just having a platform has made me feel better about it — even if I’m still shouting into the void, it’s my void now.

But even then: no interviews. No offers. No clear signs of progress.

You can do everything right — and still get nothing back.


The System is Broken

At some point, we collectively accepted that the hiring process could be slow, opaque, and transactional — and we normalized it. But the truth is: the tooling is broken. Not just inefficient — hostile.

  • Applicant Tracking Systems (ATSs) are black boxes. They hide more than they reveal.
  • Silence is considered acceptable UX.
  • There’s no platform-agnostic way for candidates to manage their search meaningfully.
  • And all our effort with AI has focused on the employer’s side — optimizing for filtering, not connection.

I had to build my own tools because the existing ones weren’t built for me — the candidate — at all.


The Emotional Cost

Here’s the part that’s hardest to talk about.

This whole time — while writing, applying, iterating — I’ve done everything I should. I haven’t just repeated the same strategy; I’ve examined and adjusted course every few weeks. Every system I built, every article I published, every message I sent was part of a thoughtful, intentional plan.

And yet, I’m still here. Still searching. Still looking. Still hoping.

I’m not burned out. I’m not giving up. But I am tirednot from the work, but from the disconnect between effort and outcome.


What Comes Next

I don’t have a happy ending to offer. Not yet.

But I do have a clearer understanding of what I value — and what I’m capable of. I know the systems I’ve built are strong. I know the voice I’ve found is real. I know this process, for all its frustration and annoyance, has sharpened me.

And I know I’m not alone.

So if you’re reading this and nodding along — if you’re somewhere in the same maze — keep going. Keep building. Keep questioning.

Because even if the system is broken, we’re not.