Director of Sales, Enterprise
At Thrive, we’re changing the way people learn at work and we’re looking for a high-impact Director of Sales (Enterprise) to help us continue our growth journey. This is a senior, strategic role for a results-driven sales leader who can cultivate meaningful relationships, close complex deals, and help major enterprise organisations transform their learning and development through Thrive’s award-winning Learning & Skills Platform.
🌍 About Thrive
We’re not your average LMS. Thrive’s all-in-one Learning & Skills Platform is helping global brands like Volvo, Vodafone, Nando’s and British Airways upskill their people, boost engagement, and drive business performance. With an intuitive, consumer-grade experience and a data-rich ecosystem, Thrive empowers organisations to modernise learning at scale.
🚀 Your Mission
This is an individual contributor role. As Director of Sales, Enterprise, you’ll be responsible for acquiring and growing high-value enterprise accounts across the UK and beyond. You’ll own the full sales cycle from strategic outreach through to closing and onboarding and be a trusted partner to HR, L&D and business leaders seeking impactful learning solutions.
🎯 What You’ll Do
1. Identify & Win Enterprise Deals
Target new enterprise accounts with a consultative, insights-led sales approach for companies over 10,000 employees.
Understand client challenges and position Thrive as the must-have solution in their digital learning stack.
2. Drive Strategic Sales Campaigns
Build and execute go-to-market strategies that penetrate key verticals (retail, finance, manufacturing, etc.).
Manage long and complex sales cycles, mapping stakeholders and aligning priorities.
3. Own the Commercial Process
Craft tailored proposals, negotiate high-value contracts, and close deals with confidence.
Consistently hit and exceed your revenue targets while maintaining healthy pipeline velocity.
4. Collaborate Across Teams
Partner closely with Thrive’s marketing, product, and customer success teams to support customer outcomes.
Help shape future features and offerings by feeding customer insights back into the business.
5. Represent Thrive on the Global Stage
Attend industry events, contribute to thought leadership, and help elevate the Thrive brand across the enterprise L&D landscape.
💡 What You Bring
Proven Enterprise Sales Success: 5+ years selling B2B SaaS or learning tech into large organisations, with a consistent record of exceeding £1M+ annual targets closing deals above 150k ARR.
Deep Industry Insight: Experience within the LMS, EdTech or HRTech space is a major plus. You understand how L&D, HR and business goals intersect.
Consultative Selling Approach: You lead with insight, build trust fast, and tailor solutions that truly solve customer problems.
Industry Credibility: You’re confident influencing senior stakeholders — from Heads of L&D to CHROs and CTOs — and navigating complex decision-making units.
Growth Mindset: You thrive in a fast-paced, scaling business, take ownership of results, and push yourself (and us) to grow every day.
Tech Fluent: Comfortable working with modern CRM tools (HubSpot/Salesforce), video prospecting, and collaborative platforms like Notion or Slack.
Sales Expertise: Proficiency in MEDDIC/MEDDPICC as a qualification framework
Product Expert: Confidence is running the end to end sales process with limited SE support, showing a capability in executing solution demonstrations.
🌟 Why Thrive?
A chance to join a rocket-ship EdTech company on a mission to redefine workplace learning.
A collaborative, people-first culture where your voice matters and your work has a real impact.
Competitive salary + uncapped commission + benefits (private health, wellness perks, pension).
Remote-first, flexible working environment built on trust and autonomy.
The opportunity to work with global brands and cutting-edge learning technologies
#LI-Remote
- Team
- Sales
- Locations
- UK
- Remote status
- Fully Remote
About Thrive
Thrive Learning is the industry's fastest-growing learning technology company, empowering 3M+ users worldwide. 2019 was the year we rewrote the rule book and launched the first truly modern, all-in-one learning experience, because doing things differently is in our DNA. Our products and services are used by some of the most recognisable brands, including Volvo, Vodafone, Krispy Kreme, Sky and many more.
Already working at Thrive?
Let’s recruit together and find your next colleague.