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HeadshotPro

AI Photography1 open role2-10 team members

Jobs at HeadshotPro and what it’s like to work there.

HeadshotPro is a bootstrapped, profitable AI headshot service founded in Holland. A small, fully remote team builds and operates the product, focusing on automated professional headshots.

Mission

Professional business headshots, without a physical photo shoot

How they work

HeadshotPro operates with a small core team of four and is fully remote. The team works asynchronously via Discord.

The frontend stack uses Vue.js, Nuxt 2 and Tailwind CSS. Developers commonly use AI coding assistants (for example Cursor, v0, and GitHub Copilot) to move faster and ship UI work.

Typical day-to-day work is turning ideas and mockups into working code (improving onboarding flows, building features), optimizing landing pages and running A/B tests with marketing/support via PostHog, and owning frontend work from development to rollout. Bugs and performance issues are triaged based on PostHog recordings or support tickets.

The company expects full autonomy: you work whenever and wherever you want as long as your work aligns with company goals. The environment is fast paced and requires proactive ownership rather than hands-on management.

How they hire

The company describes the process as a "personality hire" over a "skill hire". Cultural fit, autonomy and proactivity are key selection criteria.

To apply, you usually send a short pitch explaining why they should hire you. You have to include links and examples to back up your claims.

They note they may not respond to every applicant if the role receives a large number of responses.

Compensation is flexible: candidates are asked to propose a salary, and the company offers a phantom share grant (cash payout on company sale). The company also shuts down for two weeks at Christmas and allows additional time off as long as deliverables are met.

Work style snapshot

Work location

100% remote and asynchronous (team works via Discord)

Perks & benefits

100% remote, asynchronous workFlexible schedule — work whenever you wantFull autonomy over your workOpen to candidate salary offersPhantom share grant (cash payout on company sale)Two-week company-wide Christmas shutdown
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