Chief of Staff / Operations & Project Manager (Hands-On, Remote, UK Hours) - Ticket distribution company

About us
We’re a small, fast-moving startup in the ticket distribution industry, operating on UK hours. We’ve built a business that works, and we’re now preparing for our next stage of growth. To get there, we need our operations to run more smoothly, more predictably, and with less dependence on the founder day to day.

The role
You’ll be the founder’s right hand, with one clear purpose: make sure the business runs flawlessly and is ready to scale. This is a high commitment high reward role for a rockstar leader.

In practice, that means:

• Streamlining processes. Mapping how work actually flows across our Operations and Development teams, removing friction, and building clear, repeatable ways of working.
• Ensuring operations run smoothly. Overseeing the day-to-day, keeping teams organised and accountable, and making sure nothing falls through the gaps.
• Anticipating issues. Spotting risks, bottlenecks and slipping deadlines before they become problems, and dealing with them early.
• Escalating when needed, and finding solutions. Knowing what to handle yourself, what to resolve with the team, and what genuinely needs the founder’s decision, and arriving with a recommendation rather than just a problem.
• Owning our ClickUp. Our ClickUp workspace is the backbone of how we operate. You’ll own it fully: structure, workflows, automations, dashboards and adoption across the team.
• When needed, you’ll step in and execute yourself, whether that’s building an automation, writing an SOP, or covering an operational task when the team is stretched.

Oversee and keep teams accountable
Organise each team’s workflow so it’s clear who owns what, by when, and what “done” looks like
Track commitments across Ops and Dev, follow up on missed deadlines, and escalate blockers early
Run weekly team check-ins and make sure agreed actions get done
Report to the founder honestly on what’s on track, what’s slipping, and why

Project management
Plan and run projects end to end: scope, milestones, timelines, dependencies, risks and resources
Apply sound project management practice, adapted to a small startup rather than applied rigidly
Manage the development pipeline: backlog grooming, sprint or cycle planning, prioritisation, and release coordination with the developers
Translate business requirements from the founder and the Ops team into clear, well-scoped tasks the developers can act on

ClickUp and systems
Own and improve our ClickUp workspace: structure, spaces, lists, custom fields, views, templates, automations and forms
Make sure every team uses ClickUp consistently and that it reflects what’s actually happening
Build dashboards and reports so the founder can see priorities, progress and blockers at a glance

Workflow mapping and AI

Map how work actually flows across teams, from request to delivery, using clear process maps (e.g. swimlane diagrams or flowcharts)
Identify steps that are manual, repetitive or error-prone, and redesign them
Find and implement practical uses of AI in our workflows, such as automating task intake, summarising updates, drafting SOPs, or generating reports
Build and maintain automations that connect our tools (ClickUp, Slack, Google Workspace and others), including AI-powered steps where they add value
Document every workflow and automation so the team understands how it works and it doesn’t depend on one person

Processes and operations

Document and maintain internal processes and SOPs, and keep them up to date as workflows change
Identify bottlenecks and recurring problems and implement practical fixes
Execute operational tasks directly when needed, especially during busy periods
Onboard new team members onto our tools and ways of working

Founder support

Be the team’s first point of contact so the founder doesn’t need to be involved in day-to-day decisions
Prepare weekly summaries covering progress, risks and decisions needed
Handle confidential information with discretion

What we’re looking for

4+ years in project management, operations management, chief of staff or a similar role
Formal project management knowledge, ideally with a recognised certification (e.g. PMP, PRINCE2, CAPM, Scrum Master/PSM, or equivalent)
Experience managing or coordinating a software development team, even a small one
Hands-on experience setting up and managing ClickUp, beyond simply using it (please describe what you built)
Experience mapping and redesigning business workflows
Practical experience using AI tools in day-to-day work (e.g. ChatGPT, Claude, ClickUp Brain) and building AI-assisted workflows
Working knowledge of at least one automation platform, such as Zapier, Make or n8n
Exceptionally organised: you keep clean systems, clear documentation and tight follow-up as a matter of habit
Willing to execute work yourself when needed, not only delegate it
Confident holding people accountable, politely but firmly, including people more technical than you
Excellent written and spoken English

Nice to have

A technical background (computer science, IT, or previous work as a developer, QA or business analyst)
Experience building more advanced automations, such as multi-step n8n or Make scenarios, API integrations, or AI agents
Experience in a startup or small, fast-paced team
Background in ticketing, e-commerce or live entertainment

What we offer

• Full-time, long-term remote position
• Best in class Benefits
• Yearly offsite
• Direct work with the founder and real ownership of how the business operates
• Room to grow as the company grows

To apply please send:

• Your CV
• A short description of a ClickUp workspace you set up or significantly improved
• Apply with 9 Application points