Head of Sales - Remote (England)

About this role

Evergreen Services Group is a San Francisco-based holding company that acquires and operates B2B services companies across North America. Since its founding in late 2017, Evergreen has completed 100+ acquisitions across Managed IT Services, Cybersecurity, ERP Software Partners and Government Services. We are driven by a people-first mission to be the best home for businesses and their leaders, by marrying capital allocation with inspired operations.

The Evergreen holding company team is comprised of 40+ professionals based in San Francisco who are focused on capital allocation, M&A, executive level hiring, strategic board leadership, and finance and accounting. Evergreen is a uniquely long-term oriented holding company that seeks to hold and grow businesses indefinitely rather than follow the 5-7 year holding period of a typical private equity fund. This allows us to take a truly long-term view on performance and people. Evergreen is backed by Alpine Investors, a leading private equity firm focused on the services and software industries with $16B+ in AUM.

One of Evergreen's portfolio companies, a leading UK-based software partner and managed service provider, is looking for a Head of Sales to build and lead a high-performing, data-driven sales organisation spanning New Business, multi-product Account Management, and Pre-Sales.

This is a senior commercial leadership role for someone who thinks in systems, not just deals — bringing operational rigour, strong people leadership, and a modern approach to revenue growth. The successful candidate will report to the Chief Commercial Officer and sit on the Commercial Leadership Team, with five direct reports and accountability across a team of 24.

This is a full-time remote role with the expectation of monthly in-person visits to the office in Northwest England.

What You'll Do

Sales Leadership & Strategy

• Lead, develop, and hold accountable a high-performing sales organisation across New Business, Enterprise Account Management, Sales Support, and Pre-Sales/Solution Architecture.

• Build a culture of accountability, collaboration, and continuous improvement — setting clear expectations, providing regular feedback, and empowering managers to lead with confidence and consistency.

• Coach and develop managers and individuals across all five sales sub-teams, actively assessing and upgrading talent to maintain a high-performance bar.

• Identify, develop, and retain high-potential talent; make clear decisions on underperformers when needed.

• Contribute as an active member of the Commercial Leadership Team, supporting the wider commercial strategy alongside Marketing and Lead Generation.

Revenue Operations & Process

• Lead the adoption of HubSpot as the sales system of record — embedding consistent sales processes, forecasting, pipeline management, and reporting across the organisation.

• Build scalable, data-driven sales processes from a standing start, with a focus on pipeline hygiene, funnel visibility, and forecasting discipline.

• Develop the New Business team (currently one player-manager and two contributors, growing to three) to build velocity in net new logos and improve closure rates.

• Inherit a New Business motion that is approximately 70% marketing-fed and build a more balanced, proactive pipeline-generation engine over time.

• Formalise the reporting and go-to-market integration of the Pre-Sales/Solution Architect team within the broader sales structure.

Account Management & Retention

• Enhance proactive account management model, shifting the team from reactive to proactive through segmentation, tiering, cadence, and strategic account planning.

• Drive customer value, retention, and commercial growth across software product suite— ensuring in-life growth and migration conversations are built on long-term partnerships, not short-term transactions.

• Treat the Sage 500/1000 legacy migration wave (customers moving ahead of 2029 end-of-life) as a strategic account expansion lever.

Commercial & Strategic

• Contribute measurably to new-logo volume targets and recurring revenue growth, thinking in ARR, customer lifetime value, and EBITDA — not just top-line bookings.

• Build a cohesive, modern sales motion aligned to how buyers of financial software and services actually buy today.

• Anticipate the market's shift from time-and-materials to outcome/fixed-fee services pricing.

• Align sales plans and priorities with marketing activity, customer growth initiatives, and broader business objectives.

What They're Looking For

Required

• Proven sales leadership experience in a SaaS or recurring-revenue environment — fluent in ARR, recurring revenue, and customer lifetime value as operating metrics.

• Strong rev-ops orientation — naturally thinks in KPIs, pipeline data, and process; a builder, not just a closer.

• Demonstrated experience professionalizing account management through segmentation, tiering, and shifting teams from reactive to proactive.

• Proven ability to build scalable sales processes and manage data flow and pipeline hygiene from a standing start.

• Strong people leadership — experience developing managers, building team capability, and making clear talent decisions.

• Commercially fluent, with the ability to quickly get up to speed on partner economics, channel dynamics, and margin-aware deal structuring.

• Data-driven by default: insists on pipeline visibility, forecasting discipline, and funnel reporting as standard practice.

• Growth mindset — a credible long-term leader as the business scales, not a hire for the moment.

Nice to Have

• HubSpot experience, including building workflows, reporting, and sales process automation.

• Experience with comp plan design and sales incentive structuring.

• Familiarity with the ERP software partner ecosystem.

• Experience embracing AI and technology within sales processes, including research agents and AI transcription tools.

What They Offer

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