Head of Sales – Managed Services

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🕒 2 days ago

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Logo of ParentPay

ParentPay

201 - 500 employees

Founded 2002

💳 Fintech

📚 Education

🤝 B2B

💰 Private Equity Round on 2020-12

Fintech • Education • B2B

ParentPay is a digital payment platform tailored for schools that streamlines payment processes for parents and guardians. It offers various services including cashless payments for meals, school trips, and clubs, as well as tools for school administration such as meal management and parental engagement. Founded to enhance communication and financial reporting within the education sector, ParentPay now supports over 11k schools and 4 million parents in the UK.

📋 Description

• Own the go-to-market success of ParentPay’s Payments Managed Service for schools and Multi-Academy Trusts (MATs). • Lead consultative sales while also shaping and evolving the proposition (offer structure, value narrative, packaging and commercial model) to help customers strengthen financial control. • Work in close partnership with Account Management, Product, Operations and Implementation to diagnose current-state payments operations. • Quantify risk and leakage, and translate findings into clear outcomes and a compelling commercial case for adopting the Managed Service. • Bring structured market feedback to refine the proposition and ensure it remains differentiated, scalable and deliverable. • Engage schools and MATs to understand current payments and income-management processes, volumes, controls and pain points. • Identify operational risk, control gaps, compliance/audit exposure, inefficiency and financial leakage. • Build a quantified case for change (time saved, risk reduction, improved collections), aligned to customer priorities. • Position the Managed Service as an outcome-led solution, tailoring the narrative for finance, operations and executive stakeholders.

🎯 Requirements

• Proven experience in consultative or solution-based sales • Experience selling services, managed services, or operational solutions (not just software) • Strong commercial acumen with the ability to articulate financial value and ROI • Excellent discovery and diagnostic skills • Ability to engage credibly with senior stakeholders (finance / operations) • Experience contributing to proposition development (packaging, value messaging, pricing inputs) and creating/reusing sales enablement assets • Track record of building and closing complex deals • Experience in education, payments, or financial software • Understanding of financial processes, reconciliation, or income management • Experience working with Multi-Academy Trusts or public sector organisations • Curious and analytical style who seeks to understand before proposing solutions • Credible and trustworthy individual who can build confidence with customers quickly • Comfortable with ambiguity and able to operate in a developing proposition • Commercially driven, but not overly “salesy” in style • Resilient and self-sufficient, with a proactive mindset

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