[Hiring] People Operations and AI Partner @Pencil

Role Description

At Pencil, we are driving innovation in advertising technology through our state-of-the-art SaaS product, which harnesses Generative AI to redefine content creation. Our mission is to make AI the default in advertising without replacing creative people. To achieve this, we need to make sure that our technology isn’t just in the hands of big brands - we need to try to help small businesses and creative individuals too.

We're looking for someone who loves building automations, agents, and workflows, and wants to point that instinct at People Ops. You'll own the data and systems behind our People Ops stack (HiBob, Ashby, Remote), and use that ownership as the foundation for turning slow, manual, multi-tool processes into things that mostly run themselves. This is a role for someone who'd rather ship a working automation this week and improve it next week than spend a month planning the perfect system - someone who gets a genuine kick out of making the unglamorous stuff disappear. You’ll bring expertise, energy, and commercial thinking to help us elevate our People processes.

• Design, build, and maintain automations, workflows, and AI agents across our People Ops tooling (HiBob, Ashby, Remote).
• Own the data layer everything else depends on: keep HiBob/Ashby/Remote data clean, resolve integration and schema issues between systems.
• Run new joiner onboarding end to end, treating every manual step as a candidate for automation.
• Administer employee lifecycle changes (promotions, transfers, terminations) across systems.
• Create and maintain SOPs, checklists, and playbooks for onboarding, offboarding, and systems admin.
• Partner with relevant stakeholders on anything touching UK employment or compliance judgement calls.

Qualifications

• Hands-on with automation/workflow tools (e.g. Zapier, Make, n8n, Retool or similar).
• Experience with structured data and APIs.
• Comfortable being the systems administrator of SaaS platforms.
• Experience in a high-growth environment, ideally remote and across multiple geographies.
• Exposure to People Ops, HR systems, or UK employment practices is a bonus.

Requirements

• You're an Owner: you notice friction and just fix it.
• You're Fast: you'd rather ship a working automation this week than spend a month designing the perfect one.
• You like Simple: your default build is the one with the fewest moving parts.
• You find Surprising in the unglamorous stuff: you enjoy turning manual processes into automated ones.
• You're Human: you design for the person behind the workflow.

KPIs & Success Measures

• Number and scope of manual People Ops processes automated, and time saved per cycle.
• HiBob / Ashby / Remote data accuracy rate.
• Time to resolve employee systems requests.
• Reduction in error rate flowing into compliance-relevant fields.

Benefits

• 25 days PTO plus public holidays, with a Flexible Time Off scheme.
• Health insurance / private medical cover.
• Monthly stipend towards wellness, fitness, and learning and development.
• Remote - work from anywhere in your home country.
• Enhanced parental leave policies for birth, adoption, or surrogacy.
• Access to our Pencil office in The Shard, London for UK employees.
• Flexible working hours.