Head of Sales in Chesterfield

Head of Sales in Chesterfield

Chesterfield Full-Time 36000 - 60000 £ / year (est.) No home office possible
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At a Glance

  • Tasks: Lead sales strategy, drive revenue growth, and coach a high-performing team.
  • Company: Fast-growing procurement SaaS company with a mission to redefine eSourcing value.
  • Benefits: Competitive salary, uncapped commission, equity, and fully remote work.
  • Why this job: Shape the future of sales in a dynamic, high-impact environment.
  • Qualifications: Proven B2B SaaS sales experience and strong leadership skills.
  • Other info: Join us in a high-trust culture with excellent growth opportunities.

The predicted salary is between 36000 - 60000 £ per year.

We’re a fast-growing, post–Series A procurement SaaS company on a mission to make our customers the benchmark for eSourcing value realisation within the industry. Our AI-enhanced, best-of-breed eSourcing platform streamlines, automates, and standardises key procurement processes, and is used by mid-market and enterprise organisations across the UK, Nordics, USA and wider Europe. As we prepare for Series B in late 2026 and continue scaling globally, we’re hiring a Head of Sales to maintain and evolve our predictable revenue engine and lead us into our next phase of growth.

As our Head of Sales, you’ll be the commercial leader responsible for owning revenue across both new business and expansion. This is a hands-on leadership role: you’ll carry your own targets, coach and develop the team, and build the sales function that will power our Series B trajectory. You’ll manage one senior AE from day one, work closely with our CEO on strategic deals, and partner with our Marketing Manager to strengthen our GTM machine. You’ll also play a critical role in refining our enterprise-leaning motion as our average deal size scales.

What You’ll Do

  • Drive Revenue
    • Own and exceed annual, quarterly and monthly New ARR targets (primary KPI).
    • Lead both new logo acquisition and expansion across key accounts.
    • Execute hands-on selling into mid-market and lower enterprise buyers - often to procurement directors, heads of procurement, and business unit leaders.
  • Maintain and evolve a Predictable Sales Engine
    • Follow, refine, and optimise our end-to-end sales process from qualification to close.
    • Improve win rates and shorten sales cycles through process discipline, messaging clarity, and value-based selling.
    • Create accurate forecasting, reporting, and commercial insights for the exec team.
  • Develop the Team
    • Manage and coach our high performing Senior AE.
    • Build out the sales organisation as we scale.
    • Establish a high-performance sales culture grounded in accountability, curiosity, and continuous improvement.
  • Strengthen GTM Alignment
    • Work closely with Marketing to generate predictable pipeline in our core markets (UK, Nordics, USA, Europe).
    • Collaborate with Product on feedback loops, pricing evolution, and adoption of new AI-led capabilities.

What We’re Looking For

  • Proven track record selling B2B SaaS into mid-market and enterprise (ideally selling B2B SaaS into procurement/supply chain).
  • Experience owning revenue targets and closing deals in the £20k–£50k+ ACV range.
  • Strong hands-on selling skills with the ability to lead from the front and set the standard for the team.
  • Demonstrated ability to build or scale a sales function in a scaling, post-Series A environment.
  • A data-driven, metrics-oriented mindset, with strong forecasting discipline.
  • Experience in one or more of our core verticals (energy, renewables, industrials, F&B, tech) is a plus.
  • A natural collaborator who partners well with Marketing, Product, and the CEO.
  • Based anywhere in Europe, comfortable working fully remote.

What We Offer

  • Competitive base salary
  • Uncapped commission with transparent targets
  • Equity in a fast-growing SaaS company approaching its next funding milestone
  • Fully remote setup across Europe
  • A high-trust, high-autonomy culture with the chance to directly shape the commercial future of the business

Why This Role Matters

This role is critical to unlocking our next phase of growth. You’ll define the sales culture, build the revenue engine, and lead our move deeper into mid-market / enterprise procurement. If you’re energised by ownership, impact, and building something that lasts - we’d love to speak with you.

Head of Sales in Chesterfield employer: DeepStream

DeepStream is an exceptional employer, offering a fully remote work environment across the UK and Europe that fosters a high-trust, high-autonomy culture. As a fast-growing SaaS company, we provide competitive salaries, uncapped commissions, and equity opportunities, empowering our employees to shape the future of our business while enjoying significant growth potential in their careers.
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Contact Detail:

DeepStream Recruiting Team

StudySmarter Expert Advice 🤫

We think this is how you could land Head of Sales in Chesterfield

✨Tip Number 1

Network like a pro! Reach out to your connections in the industry, attend virtual events, and engage on platforms like LinkedIn. The more people know you’re looking for a Head of Sales role, the better your chances of landing that dream job.

✨Tip Number 2

Prepare for interviews by researching the company inside out. Understand their products, culture, and recent news. This will not only impress your interviewers but also help you tailor your answers to show how you can drive revenue and lead their sales team effectively.

✨Tip Number 3

Practice your pitch! Be ready to discuss your past successes in B2B SaaS sales and how you’ve exceeded targets. Use specific examples that highlight your hands-on selling skills and ability to build a high-performance sales culture.

✨Tip Number 4

Don’t forget to apply through our website! It’s the best way to ensure your application gets noticed. Plus, we love seeing candidates who are proactive about their job search. Let’s get you on board!

We think you need these skills to ace Head of Sales in Chesterfield

B2B Sales
SaaS Sales
Revenue Management
New Business Acquisition
Account Expansion
Sales Process Optimisation
Forecasting
Team Leadership
Coaching
Collaboration
Data-Driven Decision Making
Metrics Orientation
Sales Culture Development
GTM Strategy Alignment
Industry Knowledge (Procurement/Supply Chain)

Some tips for your application 🫡

Tailor Your CV: Make sure your CV speaks directly to the Head of Sales role. Highlight your experience in B2B SaaS and any relevant achievements in procurement or supply chain. We want to see how you can drive revenue and lead a team!

Craft a Compelling Cover Letter: Your cover letter is your chance to shine! Share your passion for sales and how your skills align with our mission at DeepStream. Don’t forget to mention your hands-on leadership style and how you’ve built successful sales teams in the past.

Showcase Your Metrics: We love data-driven candidates! Include specific metrics that demonstrate your success in previous roles, like revenue growth or deal sizes. This will help us see your impact and how you can contribute to our predictable revenue engine.

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’re considered for this exciting opportunity. Plus, it shows you’re keen on joining our team!

How to prepare for a job interview at DeepStream

✨Know Your Numbers

As a Head of Sales, you'll need to demonstrate your understanding of revenue targets and sales metrics. Brush up on your past achievements, especially in B2B SaaS sales, and be ready to discuss how you’ve exceeded targets and improved sales processes.

✨Showcase Your Leadership Style

This role is all about leading a team and building a sales culture. Prepare examples of how you've coached teams in the past, fostered accountability, and driven performance. Highlight your hands-on approach and how you set standards for your team.

✨Understand the Market

Familiarise yourself with DeepStream's target markets and competitors. Be prepared to discuss how you would approach new logo acquisition and expansion in these areas. Showing that you understand the nuances of procurement and supply chain will set you apart.

✨Collaborate and Communicate

Since this role involves working closely with Marketing and Product, think of ways you can enhance collaboration. Prepare to discuss how you’ve successfully partnered with other departments in the past to drive sales and improve product offerings.

Head of Sales in Chesterfield
DeepStream
Location: Chesterfield

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