Head of Sales - Mid-Market

We are Rydoo! A global fintech scale-up on a mission to make spend management the easiest part of your day.

For too long, managing expenses has been a tedious, time-consuming task. Rydoo is changing that. Our intuitive, user-focused app, powered by smart OCR technology, helps businesses save time and money with just a few clicks and photos.

We’re not just building software; we’re rethinking how spend management should work. With a product-first mindset, a passion for great UX, and a commitment to innovation, we’re empowering thousands of companies and their people to work smarter every day.

We’re a global team of +200 people who believe great tech should make life easier. If you have big ideas and want to build something that actually helps people, you’ll fit right in.

Snapshot

• Ambitious international team (200+ and growing)
• 33 nationalities speaking over 15 languages
• 240+ employees across multiple countries
• Easy-to-use spend management app available on iPhone and Android
• Supporting over 10,000+ clients and 1 million+ users worldwide
• 4.6 employer score on Glassdoor

The Role

As Head of Sales – Mid-Market, you will lead and scale a high-performing, international team of Account Executives. Your mission is to drive sales excellence, optimize the sales cycle, and enable the team to consistently achieve ambitious growth targets.

You will enhance buyer engagement through more relevant and impactful sales content while equipping Account Executives with the coaching, processes, and tools required to position strategically within our target markets. This role requires strong cross-functional collaboration across Sales, Business Development, RevOps, Marketing, and Revenue-related teams.

Responsibilities

• Execute the Go-To-Market strategy, ensuring quarterly achievement of territory plans and individual sales targets designed for full quota attainment.
• Build, lead, coach, and develop a high-performing, engaged sales team (AE’s & Sales Engineers) through strong leadership and clear performance standards.
• Recruit, retain, mentor, and grow top sales talent.
• Train and coach the team on:
• Sales methodologies and execution (MEDDIC)
• Product knowledge
• Competitive positioning
• Time and territory management
• Cross-team collaboration
• Own business development oversight, including forecasting accuracy and sales commitment decisions.
• Drive sales success across assigned territories and individuals, ensuring consistent performance improvement.
• Deliver regular, data-driven sales forecasts to leadership using Salesforce dashboards and reporting tools.
• Lead the team in building and managing a robust pipeline: identifying, qualifying, nurturing, and advancing opportunities.
• Design and implement market penetration strategies in close collaboration with Marketing and other key divisions.

Requirements

• Solid experience in Sales, ideally within the Fintech/SaaS industry
• Minimum 4 years of experience leading and scaling an Account Executive team (at least 5 team members)
• Strong academic background or equivalent professional experience
• Proven track record managing international markets — BENE, DACH, UK & Nordics are a strong plus
• Fluent in English; German and/or Dutch are a plus
• Analytical, hands-on, and collaborative mindset with the ability to translate data into action
• Strong knowledge of structured sales processes and continuous optimization
• High adaptability and comfort operating in fast-changing environments

Rydoo Leadership Expectations

• Strong people leadership
• Results-driven mindset
• Solid product understanding
• Accountable, committed, and team-oriented

Practicalities

• Reports to the VP Sales
• Part of the Sales team, working closely with BDR/SDR, Partnerships, CSM, Marketing, and Revenue Operations
• Location: Lisbon, Portugal (hybrid model)
• Start date: ASAP

Benefits

Next to our amazing team, informal & international company culture and our mission to become the #1 spend management tool in the world, we offer some nice benefits that make working at Rydoo even more fun:

• A competitive package, including salary and benefits
• Meal vouchers of €8 per day
• #RydooOnTour: our international mobility program that gives employees the possibility to temporarily relocate to one of the countries we have a Rydoo office.
• Professional freedom and a flexible work environment
• Upskilling through training and coaching programs
• Regular company and team events
• Wonderful international team with more than 33 different nationalities
• Spectacular onboarding program for all new Rydooer’s
• Free drinks, fruits & snacks to provide you with all the energy to do your job + the occasional afterwork drink and great parties (believe us 😉)
• Permanent contract
  

Check us out

LinkedIn: https://www.linkedin.com/company/rydoo

Glassdoor: http://bit.ly/2UujjWJ

Instagram: https://www.instagram.com/rydoo/

YouTube: https://www.youtube.com/channel/UCTZYj7vm_ZcsGFL18...

Life at Rydoo Blog: https://www.rydoo.com/resources/blog/life-at-rydoo...

Join Rydoo and leave your mark on the future of Expense Management – Ready to join?