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
- Employment Type: Full-Time
- Base Salary: £80,000 – £100,000
- OTE: £150,000
- Reports To: Chief Commercial Officer
- Benefits: Competitive benefits package, generous leave entitlements, professional development opportunities, and a people-first culture backed by Evergreen
We encourage you to apply even if you feel that you do not meet all of the above qualifications. Frequently cited statistics show that women and underrepresented groups apply to jobs only if they meet 100% of the qualifications. Evergreen encourages you to break that statistic and to apply. No one ever meets 100% of the requirements. We look forward to your application!
DIVERSITY, EQUITY, & INCLUSION AT EVERGREEN
At Evergreen, we acknowledge that an emphasis on diversity, equity, and inclusion ("DE&I") is essential to hiring phenomenal people. To create the best home for businesses and spark success at our firm and throughout our portfolio, we aim to establish an environment where every person is welcomed, accepted, and empowered to excel in their role. These beliefs run true to our People-first philosophy, which emphasizes attributes over experience, we strive to recruit and work with those from a range of backgrounds, which drives creativity and innovation. At Evergreen, we recognize that we must continue to improve and expand and we are enthusiastic about maintaining Evergreen as one of the best places to work by ensuring a culture of inclusion and allowing everyone an unbiased opportunity to grow.
Compensation
A competitive compensation package will be offered alongside a benefits package including full medical and dental coverage, unlimited PTO, 401(k) match, family planning support, and much more.
Evergreen Services Group is proud to be an Equal Opportunity and Affirmative Action Employer. We evaluate qualified applicants without regard to race, color, religion (including religious dress and grooming practices), sex (including pregnancy, childbirth and related medical conditions, breastfeeding, and conditions related to breastfeeding), gender, gender identity, gender expression, national origin, ancestry, age (40 or over), physical or medical disability, medical condition, marital status, registered domestic partner status, sexual orientation, genetic information, military and/or veteran status, or any other basis prohibited by applicable state or federal law. As an equal opportunity employer, we offer competitive compensation packages, robust benefits and professional growth opportunities aimed at helping to improve our employees' lives and careers.
