Head of Sales - Growth Expert for Fast Scaling Martech SaaS

Welcome to ASK BOSCO, thanks for stopping by…

Let’s pause for a second. Before we roll out the usual pitch - the perks, the four-day week, the impressive-sounding stuff - let’s flip the script. This isn’t about us. Not yet. Let’s slow this down, just step back for a minute and focus on you…

What’s driving your search right now - what’s prompting you to explore new opportunities? What kind of working environment helps you thrive? What sort of team or leadership style brings out your best? Do you feel you’re being challenged enough in your current role? What kind of impact are you hoping to make in your next role?

Hold that thought while we introduce you to something special - a brand new opportunity at ASK BOSCO as we gear up for hyper-growth. By the end, if it doesn’t align with where you’re headed, no worries, we’ll part ways for now (but do connect with us on LinkedIn). But… if you’re feeling the excitement like we are, then buckle up. This could be the start of something incredible. We’re on a mission to scale to £10 million ARR — and we’re looking for an A-player to help lead the way.

The Role At a Glance:

• Hybrid Leeds HQ 2 Days per Week
• £100,000 Base Salary £200,000 OTE Uncapped
• Plus Benefits: including a 4-day week – we work smarter so that we can work a shorter week. 23 days annual leave + bank holidays, health insurance, retail & leisure perks, electric car scheme.

Values & Culture: Outstanding company to work for 2024

Company: AI-powered marketing analytics platform

Pedigree: Visionary Founder. Backed by renowned tech entrepreneurs inc co-founder of SkyScanner. Profits with Purpose - 10% of profits donated to 1moreChild orphanage yearly

Markets: Marketing & eCommerce Agencies. eCommerce retailers.

Your Expertise:

• Proven and demonstrable sales coaching & Leadership scaling a SaaS business from £1M to £10M+.

We’re not here for business as usual. We’re here to scale fast and smart. At ASK BOSCO, part of Modo25, we’re building a smarter, faster, people-first marketing tech business. And we’re already making serious traction. Now we’re looking for a Head of Sales to help propel us from £1m to £10m ARR over the next three years.

This is a hybrid role with two days a week in our Leeds HQ to lead from the front and drive momentum. We’re looking for a proven Head of Sales to lead from the front, drive momentum & serious growth. This is hands-on sales leadership: Scaling revenue, shaping a high performing team, and transforming strategy into action. If you’ve scaled SaaS teams before and are ready to do it again, this time with a platform and culture worth shouting about, this role is for you.

What You’ll Be Doing:

• Own and exceed new business targets: Driving top-line growth and leading us towards our £10m ARR goal.
• Coach and lead a team of Senior BDMs and SDRs: With a focus on results, collaboration, and career progression.
• Shape the go-to-market strategy: From pricing and positioning to messaging and segmentation.
• Work closely with marketing: To generate demand, refine our proposition, and close deals that stick.
• Optimise the engine: Build repeatable processes, keep our CRM clean, and shorten sales cycles.

What You’ll Bring:

• Scaled SaaS teams before.
• A track record of growing and leading high performing teams.
• Mastered the modern sales stack – CRMs, cadences, KPIs and used platforms such as Outreach, Cognism, Sales Navigator.
• Hands-on knowledge of structured sales methodologies – e.g. MEDDIC.
• A data-driven mindset: fluent in CAC, LTV, pipeline velocity, and what drives sustainable growth.
• A customer-first mentality: you sell solutions, not features.
• Knowledge of digital marketing and/or working in a digital marketing agency.

This is a role for someone who’s been there, done it, and is ready to do it again – with more ownership, autonomy, and purpose than ever before in an exciting, fast-paced environment.

At ASK BOSCO, everybody is invited with open arms. We believe that fostering an inclusive and fair work environment is at the heart of our mission. As an equal opportunity employer, we embrace individuals from all walks of life, irrespective of race, colour, nationality, ethnicity, religion, national origin, sexual orientation, age, marital or family status, disability, gender identity or expression or any other legally protected status. We strive for a culture that celebrates and incorporates diverse backgrounds and experiences.

If this sounds like your kind of challenge - high-growth, high-impact, with the freedom to lead your way - then let’s make it happen. Apply now and let’s talk.