At a Glance
- Tasks: Own the full sales cycle, from prospecting to closing deals in hospitality fintech.
- Company: Join a high-growth startup backed by Calculus Capital, transforming gratuity management.
- Benefits: Competitive salary with uncapped commission and significant earning potential.
- Other info: Dynamic environment with opportunities for career advancement and personal growth.
- Why this job: Be part of a booming sector with 400% growth and a game-changing solution.
- Qualifications: 3-5 years in B2B SaaS sales, with a proven track record in HR or payroll tech.
The predicted salary is between 50000 - 60000 £ per year.
Join a high‑growth startup at the intersection of hospitality and fintech as a 360 Account Executive. You will own the full sales cycle, from prospecting to closing, targeting everything from independent venues to large enterprise groups. With new UK tipping legislation driving urgent demand, you will sell a category‑defining compliance and reward solution.
Location: London, UK
Why This Role Is Remarkable:
- Significant tailwinds driven by the Employment (Allocation of Tips) Act 2023, making this solution a non‑negotiable requirement for every UK hospitality operator.
- Exceptional traction including 400%+ year‑on‑year growth, 65,000+ active workers on platform, and a successful £1.5M seed round from Calculus Capital.
- High‑earning potential with a transparent, uncapped commission structure (16% on outbound) and a team that achieved 100% quota attainment in 2025.
What You Will Do:
- Own the end‑to‑end sales cycle including outbound prospecting, discovery, demoing, and closing deals ranging from £3k to £50k+ ACV.
- Apply SPICED and MEDDICC methodologies to navigate complex multi‑stakeholder deals and maintain high‑velocity movement across the pipeline.
- Build and manage your own top‑of‑funnel using a modern tech stack including Clay, Lemlist, Fullenrich, and HubSpot to land high‑value accounts.
The Ideal Candidate:
- 3-5 years of experience in a full‑cycle B2B SaaS closing role, specifically within HR, payroll, or workforce management technology sectors.
- Proven track record of consistent quota attainment and the ability to build a pipeline from scratch without relying on SDR support.
- Strong commercial maturity with the ability to present business cases to CFOs of multi‑site enterprise groups and General Managers of independent sites.
Account Executive (£50k-£60k + Uncapped OTE) at Calculus Capital-backed hospitality fintech employer: Jack & Jill
At Calculus Capital-backed hospitality fintech, we pride ourselves on being an exceptional employer that fosters a dynamic and inclusive work culture. Our London-based team enjoys significant growth opportunities within a high-performing environment, where innovation meets hospitality, and employees are rewarded with uncapped commission potential and comprehensive support for their professional development. Join us to be part of a transformative journey in the hospitality sector, where your contributions directly impact our success and the future of gratuity management.
StudySmarter Expert Advice🤫
We think this is how you could land Account Executive (£50k-£60k + Uncapped OTE) at Calculus Capital-backed hospitality fintech
✨Tip Number 1
Network like a pro! Get out there and connect with people in the hospitality and fintech sectors. Attend industry events, join relevant online groups, and don’t be shy about reaching out to potential contacts on LinkedIn. You never know who might have the inside scoop on job openings!
✨Tip Number 2
Prepare for those interviews by practising your pitch. Make sure you can confidently talk about your experience in B2B SaaS sales and how you’ve successfully closed deals in the past. Use the STAR method to structure your answers and showcase your achievements!
✨Tip Number 3
Showcase your knowledge of the latest trends in hospitality and fintech. Research the impact of the new UK tipping legislation and be ready to discuss how our solution can help businesses comply. This will demonstrate your genuine interest in the role and the industry!
✨Tip Number 4
Don’t forget to apply through our website! It’s the best way to ensure your application gets seen by the right people. Plus, it shows you’re serious about joining our team and being part of this exciting journey in transforming gratuity and compliance management.
We think you need these skills to ace Account Executive (£50k-£60k + Uncapped OTE) at Calculus Capital-backed hospitality fintech
Some tips for your application 🫡
Tailor Your CV:Make sure your CV speaks directly to the role of Account Executive. Highlight your experience in B2B SaaS and any relevant achievements that showcase your sales skills. We want to see how you can own the full sales cycle!
Craft a Compelling Cover Letter:Your cover letter is your chance to shine! Use it to tell us why you're passionate about hospitality fintech and how your background aligns with our mission. Be genuine and let your personality come through.
Showcase Your Sales Methodologies:Mention your familiarity with SPICED and MEDDICC methodologies in your application. We’re looking for candidates who can navigate complex deals, so give us examples of how you've successfully applied these methods in past roles.
Apply Through Our Website:We encourage you to apply directly through our website. It’s the best way for us to receive your application and ensures you don’t miss out on any important updates. Plus, we love seeing applications come in through our platform!
How to prepare for a job interview at Jack & Jill
✨Know Your Stuff
Make sure you understand the hospitality fintech landscape and the specific challenges that come with it. Research the latest UK tipping legislation and how it impacts businesses in this sector. This knowledge will help you demonstrate your expertise and show that you're genuinely interested in the role.
✨Master the Sales Methodologies
Familiarise yourself with SPICED and MEDDICC methodologies, as these are crucial for navigating complex deals. Be prepared to discuss how you've applied these techniques in past roles, especially in B2B SaaS environments. This will showcase your ability to handle the full sales cycle effectively.
✨Showcase Your Pipeline Building Skills
Since you'll be expected to build your own top-of-funnel, come ready with examples of how you've successfully generated leads in previous positions. Highlight any modern tech stacks you've used, like HubSpot or Clay, to manage your sales process efficiently.
✨Prepare for Stakeholder Engagement
You'll need to present business cases to CFOs and General Managers, so practice articulating your value proposition clearly and confidently. Think about how you can tailor your pitch to different stakeholders, demonstrating your commercial maturity and understanding of their unique needs.
