iHasco
Head of Sales Enablement

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Head of Sales Enablement
Bracknell Office, 3-4 days per week
iHasco is a leading UK provider of eLearning and compliance training, serving thousands of businesses with a high-volume, fast-paced sales model. We are at an inflection point — we have a strong market position, a growing sales team, and real ambition to move upmarket. To do that, we need to transform how we sell.
At iHasco, we believe workplace learning should be engaging, commercially successful, and operationally excellent.
As part of Citation Group, we're one of the UK's fastest-growing compliance businesses, supporting over 110,000 clients nationwide across Health & Safety, HR, Employment Law, and Learning. Backed by KKR, Hg Capital, and HarbourVest, we've completed more than 15 acquisitions in the last three years, and our ambition continues to grow.
The Opportunity
This is a rare greenfield role. There is no inherited playbook to maintain - you will build the iHasco sales methodology from the ground up, embed it across the team, and create the coaching infrastructure that makes it stick. You will work directly with the Sales Director to design an end-to-end sales process that lifts performance at our current volume and equips us to win larger, more complex opportunities.
This is not a training coordination role. It is a commercial role with an enablement remit. You must have come from a genuine new business sales background yourself. Ideally, you'll have carried an individual sales target before moving into enablement, giving you first-hand credibility and an instinctive understanding of what great sales looks like in practice.
What You Will Do
Methodology and Process Design
- Audit current sales performance - call recordings, win/loss data, pipeline conversion and define the gap between where we are and where we need to be.
- Design a lightweight, repeatable sales methodology built for high-velocity, low-AOV selling that can flex as we move upmarket.
- Build a questioning framework and discovery process that instils genuine curiosity and consultative skills across the team.
- Define clear sales stage criteria, exit conditions, and deal qualification standards.
- Own the sales playbook end-to-end - process, talk tracks, objection handling, and competitive positioning.
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Coaching and Delivery
- Run a structured onboarding programme that gets new reps productive faster.
- Deliver regular skills clinics, call reviews, and live coaching sessions with reps at all experience levels.
- Build and run a manager enablement programme - methodology dies without first-line coaching.
- Create a call scoring framework and cadence so quality is measured consistently, not just anecdotally.
- Act as a sparring partner for the Sales Director on commercial strategy and team development.
Measurement and Iteration
- Define the leading indicators that confirm the methodology is working - not just revenue, but conversion rates, discovery quality scores, and pipeline health.
- Report regularly to the Sales Director on enablement ROI and programme effectiveness.
- Iterate quickly - this is not a set-and-forget build.
What We Are Looking For
Essential
- Proven experience building a sales methodology or structured sales process from scratch - not inheriting or maintaining someone else's.
- Background in high-volume, transactional, or low-AOV SaaS or tech sales environments - you understand pace and know how to make frameworks lightweight enough to survive it.
- Strong coaching capability - you change behaviour in the field, not just in the classroom.
- Commercially fluent - you can read pipeline data, diagnose conversion problems, and connect enablement activity to revenue outcomes.
- Experience enabling first-line managers, not just sales agents.
- Familiarity with established methodologies (SPIN, Challenger, MEDDIC etc.) but no religious attachment to any one of them.
Desirable
- Experience in a scaling SaaS business or one transitioning from transactional to consultative selling.
- Exposure to SMB or mid-market sales motions.
- Experience working closely with a Sales Director or CRO as a strategic partner.


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By the end of your first year, you'll have:
- Established a clear, repeatable sales approach that gives every salesperson and manager a common way of working.
- Embedded a coaching culture where managers confidently develop capability and performance.
- Improved the quality and consistency of sales conversations, helping teams convert more opportunities through better qualification and customer engagement.
- Introduced practical frameworks and tools that support sustainable performance, not unnecessary process.
- Built the foundations for the next stage of commercial growth by helping the sales team become increasingly consultative in its approach.
Why Join iHasco?
This role offers something genuinely different.
You'll be joining a business that's investing heavily in its sales function, giving you the opportunity to shape how we sell, influence strategy, and leave a lasting impact on a growing commercial organisation.
You'll work alongside an ambitious, supportive leadership team who genuinely want to build something exceptional. This isn't about maintaining someone else's framework; it's about creating one that improves performance, develops people, and supports the next stage of our growth.
Alongside a competitive salary and achievement-based bonus, you'll receive generous annual leave plus your birthday off, a pension, health cash plan, wellbeing support, recognition schemes, and continuous learning and development. We invest in our people because we know they're what makes us successful.
More importantly, you'll be joining a business where your ideas are listened to, your expertise is valued, and you'll have the freedom to make a genuine impact. We don't create process for the sake of it. We trust good people to do great work, give them the support they need, and create opportunities to keep growing.
If you're looking for a role where you can build something, influence the future of our sales organisation, and leave a legacy you'll be proud of, we'd love to hear from you.
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