
Digital Gateway. STEP AI
Turn your best employee into your hiring standard, an AI onboarding & assessment platform11-50 EmployeesActively Hiring
- Top 1% of respondersDigital Gateway. STEP AI is in the top 1% of companies in terms of response time to applications
- Responds within a dayBased on past data, Digital Gateway. STEP AI usually responds to incoming applications within a day
- Growing fastShowed strong hiring growth in the past month
Digital Gateway. STEP AI careers
Digital Gateway builds an AI platform for employee onboarding, training, and
competency assessment that captures how a company's best people actually work. And
turns it into a system that ramps everyone else to the same level.
Every growing company carries the same hidden risk: real performance lives in a few
star employees' heads. When they leave, slow down, or get pulled into training
juniors, the whole operation feels it. New hires take months to become useful, the
same mistakes repeat, and the "how" never gets written down.
Our platform fixes that. We extract the knowledge, skills, and decisions of a top
performer and package them into a structured role map — a guided learning track of
modules, materials, and hands-on assignments. New and existing employees move through
the track, get assessed against real competencies, and are signed off by a mentor when
they can actually do the job. Managers see, in one view, exactly what each person has
mastered and where the gaps are.
The result: new hires reach top-performer level in weeks instead of months, onboarding
stops depending on your busiest people, and critical know-how becomes an asset the
company owns — not something that walks out the door.
Under the hood it's an assessment-and-training engine: define the role, capture the
standard, assess against it, close the gaps. We start by embedding with a client to
map their key role, then the platform scales that standard across the whole team — and
every new role map makes the product smarter.
We're a small, remote-first team based in Vancouver, building for companies that hire
fast and can't afford six-month ramp times. If you want to help put a real onboarding-
and-assessment standard inside every growing company — and get in early while the
platform is being built — this is your team.
competency assessment that captures how a company's best people actually work. And
turns it into a system that ramps everyone else to the same level.
Every growing company carries the same hidden risk: real performance lives in a few
star employees' heads. When they leave, slow down, or get pulled into training
juniors, the whole operation feels it. New hires take months to become useful, the
same mistakes repeat, and the "how" never gets written down.
Our platform fixes that. We extract the knowledge, skills, and decisions of a top
performer and package them into a structured role map — a guided learning track of
modules, materials, and hands-on assignments. New and existing employees move through
the track, get assessed against real competencies, and are signed off by a mentor when
they can actually do the job. Managers see, in one view, exactly what each person has
mastered and where the gaps are.
The result: new hires reach top-performer level in weeks instead of months, onboarding
stops depending on your busiest people, and critical know-how becomes an asset the
company owns — not something that walks out the door.
Under the hood it's an assessment-and-training engine: define the role, capture the
standard, assess against it, close the gaps. We start by embedding with a client to
map their key role, then the platform scales that standard across the whole team — and
every new role map makes the product smarter.
We're a small, remote-first team based in Vancouver, building for companies that hire
fast and can't afford six-month ramp times. If you want to help put a real onboarding-
and-assessment standard inside every growing company — and get in early while the
platform is being built — this is your team.
Chief Operating Officer (COO) — Commission-Only · Founder's Right Hand at Digital Gateway
Onsite or remote • Boston • California • Chicago+18 more
$120k – $180k • No equity2 weeks ago
Business Development / Lead Generator — COMMISSION ONLY at STEP AI
Remote only • Everywhere
$60k – $120k • No equity3 weeks ago
Head of Sales / Revenue Operator — Role is COMMISSION ONLY at STEP AI
Remote only • Everywhere
$80k – $150k • No equity3 weeks ago
Sales Representative / BDR — Role is COMMISSION ONLY at STEP AI
Remote only • Everywhere
$60k – $120k • No equity3 weeks ago
Den Matrosov
COO | 15+ yrs scaling SaaS & Cybersecurity ops | Built 0→65 team, 2× revenue 7 yrs running | Chaos→systems | AI-enabled ops | Interim COO @WinMagic





