Executive Assistant to Chief Executive Officer

About Us

OneClickComply is changing how businesses think about cybersecurity compliance. We've built a platform that automates the hard parts — technical control implementation, policy generation, continuous monitoring, and real-time audit evidence — so that achieving ISO 27001, SOC 2, Cyber Essentials, and CIS v8 takes weeks instead of months.

We're a multimillion-pound startup, backed and growing fast, based in Sunderland. Small team, no hierarchy, no red tape. The decisions being made right now will define what this company becomes.

The Opportunity

This is not a diary-management job.

We're looking for someone to be the CEO's right hand — the person who protects his time, guards his focus, and makes sure the things that need to get done actually get done. You'll be the last line of defence between him and the hundred small things that would otherwise eat his week alive.

You'll need to be comfortable saying no on his behalf. You'll need to be comfortable chasing him when he's the bottleneck. The right person can hold a CEO accountable as easily as they can hold a calendar together.

Beyond that, you'll be the operational glue across the business — working with our CFO and accounts team on financials, our COO on sales admin, and across the company on contracts, legal, and office management.

What You'll Be Doing

Defending the CEO's time

• Own and ruthlessly protect the diary — decide what gets an hour, what gets fifteen minutes, and what never reaches him at all

• Manage inbound from investors, partners, clients, auditors, and the team

• Draft and send correspondence on his behalf and represent the CEO's office professionally

Making sure things get done

• Track every commitment, action, and deadline the CEO signs up to — and chase them to completion, including chasing him

• Be the person who remembers what was promised three weeks ago and makes sure it lands

• Prepare briefing notes, research, meeting packs, agendas, and board materials so he never walks into a room cold

Travel and logistics

• Build complex multi-stop UK and occasional international itineraries — flights, hotels, trains, transfers, and contingency plans for when it all goes wrong at 6am

• Accompany the CEO regularly to client meetings, investor sessions, conferences, and industry events

• Drive, prep, take notes, and make sure he's ready for every meeting

Finance and accounts — with our CFO and accounts team

• Raise and chase invoices, process expenses and receipts, reconcile company card spend

• Manage supplier accounts and subscriptions

• Help pull together numbers for board reporting, investor updates, and grant claims

Sales administration — with our COO

• Maintain CRM hygiene and pipeline reporting

• Prepare proposals, quotes, and order forms

• Process new client paperwork so nothing stalls between a deal closing and a client onboarding

Contracts and legal

• Own the contract repository — client agreements, supplier contracts, NDAs, DPAs, partner agreements

• Manage e-signature workflows and chase counterparties for turnaround

• Track renewal dates and notice periods so nothing is ever missed

• Liaise with external legal advisors when needed

Office and company operations

• Run the Sunderland office day to day — suppliers, facilities, equipment, deliveries

• Coordinate team events, all-hands, client visits, and the monthly team meal

• Support onboarding logistics for new starters

Handling the confidential

• Board materials, investor updates, commercial terms, financials, and people matters — treated with complete discretion

What We're Looking For

Above all else: diligence, hard work, and dependability. This role lives or dies on whether the CEO can hand you something and forget about it, confident it will be done properly and on time.

Firm requirements

• Full UK driving licence and your own car, dedicated solely to your use at all times — not shared with a partner or family member. You'll be driving at short notice. Parking is paid for.

• Local to our Sunderland office, or within comfortable commutable distance — this is an in-person role, including early starts and occasional late finishes

• Proven experience supporting a senior leader — ideally a founder, CEO, or executive in a fast-moving environment

• Willingness to travel regularly, including overnight stays and occasional international trips

You'll also need

• Exceptional organisation and the ability to hold a dozen moving parts in your head without dropping any

• Excellent written English — you'll be drafting in the CEO's name and it needs to sound right

• The confidence to push back, say no, and chase up the chain without flinching

• Complete discretion with confidential and commercially sensitive information

• Comfort with numbers, contracts, and detail-heavy admin — and genuine satisfaction in bringing order to things

• Strong working knowledge of Google Workspace or Microsoft 365

Nice to have

• Experience with a CRM, accounting software such as Xero, or e-signature platforms

• Startup, scale-up, or tech environment experience

• Any exposure to cybersecurity, compliance, or GRC — not essential, we'll teach you

Why Join Us

• Work directly alongside the CEO of a fast-growing, well-funded business

• Visibility across finance, sales, legal, and operations from day one

• Real ownership of your remit and a genuine stake in the outcome

• No red tape, no death by committee

If you want a quiet, predictable role, this isn't it. If you want to be indispensable to something genuinely going somewhere, read on.

Salary & Benefits

£32,500 per annum, plus a package well beyond what you'd expect from a company our size.

Equity

• Part of our stocks and share options pool (10% of the company), allocated on seniority and impact

Paid city centre parking

• Fully covered, so your car is always where you need it

Health and wellbeing

• 24/7 GP appointments and prescriptions for you and your family

• Unlimited telephone, face-to-face, and video counselling

• Virtual physiotherapy and unlimited eye testing

• Virtual gym classes and discounted memberships at over 3,600 locations including PureGym, David Lloyd, and Nuffield Health

• Subsidised health insurance through BHSF from £6.21 a month

• Dedicated care and special needs support

• 25% off 24/7 video vet consultations through Vetster

Generous time off

• 25 days annual leave plus 8 bank holidays (33 days total)

• 10 days company sick leave

• Paid day off on your birthday

• Paid pet bereavement leave

• Half day for your child's first day at school

• Additional discretionary leave when life requires flexibility

Financial perks

• Over 4,000 retail discounts and 40% off cinema tickets

• Free 24/7 legal advice from Irwin Mitchell

• Personal finance and debt advice through Auriga

• Entry to our monthly £1,000 lottery

• Charity fundraising matched up to £250

• Up to £250 towards driving lessons after your first year

• Interest-free loans for travel passes and crisis support

Day-to-day extras

• Unlimited free tea, coffee, soft drinks, and alcoholic beverages in the office

• Monthly team meal at a restaurant voted on by the team, fully on us