Agentic Operator (Remote)

We The Flywheel; United States; Remote; USD 34,000 - 69,000; Full time

Job summary

We The Flywheel is a remote-first digital product studio hiring an Agentic Operator who works at the intersection of human judgment and AI automation. You’ll walk user flows, test SSO and social logins, handle mobile-app testing, and catch where AI language and nuance go wrong.

You’ll own setup and configuration, oversee multi-step tasks, document what you learn, and help scale repeatable work with a human perspective, collaborating closely with our founding team.

Qualifications

• Human ingenuity applied to AI-assisted work.
• Strong, and progressively stronger, written and spoken English.
• Detail-oriented and reliable in closing loops.

Responsibilities

• Walk our user flows as a real person would and flag confusion or friction.
• Handle testing AI can’t do alone (SSO, social logins, captchas, mobile apps).
• QA AI output in your language and context to catch translation or tone issues.
• Own tactical setup and configuration (accounts, access, onboarding steps).
• Direct and check AI agents on multi-step tasks and escalate blockers.
• Document learnings to enable repeatable work or automation.

Skills

Human ingenuity

Fluent English

Detail-oriented

Self-starter

AI proficiency

Tools

Notion

Airtable

Google Workspace

Job description

We The Flywheel (WTF) is a private digital product studio active across sports media, technology, fitness, and personal branding. We operate 500+ web properties across 42 markets and are deeply embedded in AI-native workflows. Our HQ is remote-first with team members in Vietnam, Europe, the Balkans, and Latin America.

What We're Really Hiring For

AI does the heavy lifting here — but AI is the leverage, not the point. We hire for the human layer on top of it: ingenuity, judgment, taste, and strategic thinking — the perspective a model can't have. The people who thrive here use AI to move fast, then apply the real human intelligence that makes the output genuinely good. If your instinct is to prompt-and-ship without thinking critically, this isn't the fit.

The Role

We're looking for an Agentic Operator fully remote — someone who enjoys working at the intersection of human judgment and AI automation. You'll be the human-in-the-loop: walking our user flows with a real user's eye, handling the testing AI can't do alone (SSO and social logins, flows behind captchas, mobile-app testing), catching where AI gets local language and nuance wrong, and owning clean account and onboarding setup. Tactical work — but the value you add is the human judgment AI doesn't have.

Fully remote. Work from anywhere. You'll work directly with our founding team, using AI tools daily to get things done faster and smarter than traditional approaches.

What You'll Do

• Walk our user flows as a real person would — click through sign-ups, onboarding, and key journeys on our sites and apps, and flag where they’re confusing, broken, or could simply be better
• Handle the testing AI can’t do alone — SSO and social logins, flows behind captchas, mobile-app testing, and anything an agent can’t self-serve end-to-end
• QA AI output in your own language and context — read our localized pages (e.g. Vietnamese) as a native speaker and catch where the AI’s translation, tone, or nuance is wrong or culturally off
• Own tactical setup & configuration — account setups, access/credentials, onboarding steps, and the standard configs we need in place, done cleanly and completely
• Direct and check AI agents on multi-step tasks — catch errors, resolve blockers, and upscale the edge cases that need a human call
• Document what you learn so repeatable work can be handed off or automated

Who You Are

• You bring human ingenuity to AI-assisted work — you don't just run the prompt, you judge whether the result is actually right and how to make it better
• Strong, and progressively stronger, written and spoken English — clear enough to hold your own in online meetings now and, as you grow, in in-person meetings with the team and clients. A native or fluent second language is a real plus — it's part of the job
• Detail-oriented and reliable — you close loops and don't leave tasks half-done
• A fast self-starter who learns unfamiliar tools and platforms on your own
• Uses AI daily (Claude, ChatGPT, etc.) — as leverage, not a crutch

Experience (Preferred, Not Required)

• Experience with account management, virtual assistant, or ops support roles
• Familiarity with tools like Notion, Airtable, Google Workspace, or similar
• Heavy AI adopter — Claude, ChatGPT, or similar are part of your daily toolkit
• Comfortable in async, remote-first environments without hand-holding li>Comfortable in async, remote-first environments without hand-holding

Details

Hours 10–40 hrs/week

Duration 3 to 6 months (ongoing potential)

Level Open to all levels

Location Remote — Worldwide

What We Build

You’ll be working across a portfolio of media, AI, and consumer products. Here’s a sample of what we’ve shipped:

• Flywheel Media — 500+ properties across 42 markets for iGaming and performance marketing
• Flywheel Motion — personal brand acceleration for high-impact professionals
• CTAIO — weekly AI strategy intelligence for CTOs, CIOs, and CAIOs
• WTF Radar — independent AI tool rankings across 20+ categories, updated weekly

Our CEO

We The Flywheel is led by Thomas Prommer , Group CEO — a global technology executive with 20+ years leading AI-driven digital transformations for Fortune 500 enterprises. Formerly Global SVP Engineering at Adidas (500+ engineers), CIO at Sweetgreen, and Senior Technology Advisor at Bain Capital. Educated at KIT, Carnegie Mellon, MIT Sloan, Harvard, and Wharton.