Executive Assistant
Checkatrade is hiring an Executive Assistant . Level rates it ; you can apply on Checkatrade.
Level's read on this job
- On Level's scale, this role is Little AI ●○○○: aI is not part of the work.
- The posting mentions executive support, diary management and stakeholder management among its tools and skills.
- Level classes it as a senior role.
- Checkatrade has 18 other open roles on Level.
AI in this role
Executive Assistant needed to manage the CEO's diary, coordinate leadership meetings, and streamline daily operations.
Powering Great Work
We started as the place to find a trusted trade. Now, as we shape the future of home improvement, we're building the tech to transform that landscape for everyone - better products, smarter data, AI where it actually helps - so trades can spend less time on admin and consumers can find someone they trust, first time. That's Powering Great Work, and it's why every team here exists:
🔧 Trades spend less time on admin and more on winning work and growing their business
🏠 Homeowners get a trusted trade, first time, every time
🚀 We get to build products that change homes and lives across the country
As our next Executive Assistant to the CEO, you'll keep the day-to-day running smoothly so they can focus on the big calls. You'll own the diary, the priorities and the details in between, with a seat close to the decisions shaping Checkatrade's next chapter. It's a 12-month fixed-term contract covering maternity leave.
The job, unfiltered:
Own the CEO's diary end to end: prioritise what matters, protect focus time and make sure every meeting has a clear purpose and the right people in the room.
Coordinate board and leadership meetings: pull the papers together, chase actions and make sure nothing falls through the cracks between sessions.
Manage complex travel and itineraries, so the CEO turns up ready and without the faff.
Be the first point of contact for the CEO, handling sensitive and confidential information with discretion and representing them well with senior stakeholders, investors and the exec team.
Keep the leadership team's rhythm on track by coordinating offsites, leadership meetings and the cross-team moments that keep everyone aligned.
Spot where things could run better and fix them. You'll have real ownership of how the CEO's office runs day to day.
The fit:
Experience supporting a CEO, founder or senior executive in a fast-moving business, ideally at C-suite level.
A sharp eye for detail, and the judgement to know what's urgent, what's important and what can wait.
Total discretion with confidential and sensitive information. People trust you with the details that matter.
A calm, organised approach under pressure, with the confidence to manage upwards and push back when needed.
(Don't self-select out because you don't tick every box. We'd rather meet you.)
What you get
💰 Competitive salary, annual bonus & equity scheme
🩺 Health, wellbeing and learning support
🚲 Gym membership, Smart Tech Scheme, Cycle Scheme
🎂 Birthday/special day leave, buy & sell holiday scheme
❤️ 1 week's paid charity leave, and more
How this goes
Screening call with one of our Talent Acquisition Partners
1st stage interview with our Senior Executive Assistants
2nd stage interview with the VP Strategy and Corporate Development
3rd stage interview with our CEO
Not this one? Stay close anyway. Join the Talent Community and we'll ping you the second something better fits.
About us
We’re Checkatrade – the UK’s leading platform for finding a tradesperson. With more than 50,000 trades listed and over 6 million reviews, we help homeowners get jobs done right and help tradespeople grow their business.
We’re growing fast, with big plans to become the go-to brand for home improvements. If you care about great work, take pride in the details, and want to make an impact, you’ll fit right in.
How we rate this
Executive Assistant at Checkatrade rates 10 out of 100 for how much of the daily work is AI. That makes it Little AI (AI Level 1 of 4). The level is about AI in the job, not seniority.
Little AI. AI is not part of the work.
- ●●●● Builds AI80 to 100
- ●●●○ Works on AI60 to 79
- ●●○○ Uses AI40 to 59
- ●○○○ Little AI0 to 39
Levels come from how often the tools, models and workflows of the role are named in the posting itself. Read the description and count the AI tools, models and workflows it names.
Prepare for this job
Built from this posting and from similar jobs on Level.
Skills and AI tools this role asks for
Questions you could be asked
- Tell me about a project where executive support was part of your work. What did you do?
- Tell me about a project where diary management was part of your work. What did you do?
- Tell me about a project where stakeholder management was part of your work. What did you do?
- Tell me about a project where organisation was part of your work. What did you do?
Adapt your resume
- List these exact terms on your resume: Executive Support, Diary Management, Stakeholder Management, and Organisation. An applicant tracking system matches the wording, not the idea.
- Attach one line of real, concrete experience to at least one of them. A tool named with nothing behind it rarely survives a human read.
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