About Skill Trek · Est. 2024

A small studio writing the field guidewe wish we'd had.

Skill Trek is a roadmap and writing studio for working engineers. Eleven people, four countries, one editorial bar — published in public, free to read, and built by practitioners who still ship.

The internet has enough tutorials. It needs more maps.

The path from "curious" to "actually employable" is buried under millions of fragmented blog posts, course-mill videos, and engagement-farming Twitter threads. Most of them aren't wrong. They're just not connected.

We started Skill Trek because we kept watching people we cared about — younger engineers, friends switching careers, even peers picking up new specializations — bounce between resources that didn't tell them what came next, what to skip, or what would still matter in eighteen months.

What we're building is the opposite of a course-mill. Roadmaps with point-of-view, written by people who've shipped the thing. Essays with no SEO filler, no hype, no engagement bait. One newsletter a week. That's it. We're not in a hurry to be bigger.

If we do this well, somewhere, someone will pick a roadmap, walk through it, ship the capstone, and land the job they were aiming at. That's the point. Everything else is decoration.

— BELIEF 01

Connected beats complete.

A roadmap that takes you from A to Z with twelve resources beats a curriculum with two hundred. Curation is the value.

— BELIEF 02

Practitioners only.

Every roadmap is authored or reviewed by someone who's shipped the work in production within the last two years. No exceptions.

— BELIEF 03

Free is the bar.

The roadmaps and the writing are free, ad-free, and tracker-light. The newsletter pays for itself with sponsorships we'd actually read.

— BELIEF 04

Take a position.

"It depends" is rarely the most useful answer. We say what we'd do, why, and where the answer might change.

28k
Trekkers
Reading roadmaps weekly
340
Articles
All free, all evergreen
12
Roadmaps
Six more in draft
11
People
Four countries · Async
01 / The studio

The practitioners behind it.

Eleven people. Each one ships in their domain — and writes about it from the inside.

AR

Aanya Rao

Editor-in-chief · Co-founder

Hired ~80 AI engineers across two companies before this. Writes about careers, hiring, and the stuff that doesn't fit on LinkedIn.

PREV · STRIPE · OPENAI
DK

Daniel Kim

AI lead · Co-founder

Built RAG and eval systems at scale. Authors most of the AI Engineer roadmap and writes the deep-dives on retrieval and agents.

PREV · ANTHROPIC · NVIDIA
PM

Priya Mehta

Engineering lead

Maintains the Python and DevOps roadmaps. Spent a decade on platform teams before deciding she'd rather teach the playbook.

PREV · DROPBOX · CLOUDFLARE
JL

Jamie Liu

Security & reliability

Authors the cybersecurity roadmap. Spent six years on red and blue teams. Believes most security writing is either too vague or too smug.

PREV · PALO ALTO · DOORDASH
SO

Sam Okonkwo

Frontend & design

Designs the site, the typography system, and the interactive roadmap views. Co-authors the Frontend Engineer roadmap.

PREV · LINEAR · FIGMA
MK

Miguel Kahn

Data scientist

Runs the data side of the studio — job-market studies, comp analyses, tracking what the field is actually doing.

PREV · WAYFAIR · MONZO
LF

Lior Friedman

Editor at large

Reviews every roadmap before it ships. Cuts a third of the words and triples the clarity. Writes the Sunday newsletter.

PREV · STACK OVERFLOW
+4

Four more

Operations · Editorial · Eng

The rest of the team handles operations, contributor editing, and platform engineering. We hire roughly two people per year.

02 / Story

Two years. Slow on purpose.

A short version of how we got here. We never raised more than we needed and we publish on a real cadence, not a frantic one.

JAN 2024

An idea, a Notion doc

Aanya and Daniel wrote a one-page essay about why most learning paths for AI engineers were broken. It got passed around enough that they decided to build the thing instead of complaining about it.

MAY 2024

First roadmap published

The original AI Engineer roadmap shipped with seven stages. It's been rewritten three times since. Most of the spine is the same.

SEP 2024

10k subscribers

The newsletter passed 10,000 subscribers without a single paid promotion. We took it as the signal we needed to hire.

FEB 2025

Seed round, on our terms

$2.4M seed from a small group of operator-investors who use the roadmaps themselves. No board observer rights, no publishing pressure.

OCT 2025

Twelve roadmaps live

Full coverage across AI, Python, Cyber, Frontend, Backend, DevOps, Data, Mobile, Security, ML Platform, Game Dev, and Product Engineering.

MAY 2026

Where we are now

28k weekly readers, eleven people, six new roadmaps in draft. Hiring five more roles, all listed publicly.

Mentioned in
The Pragmatic EngineerStratecheryHacker News (×7)Console.devLenny's NewsletterThe Information

Walk a path. Or write the next one.

Open AI Engineer roadmapSee open roles

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