Location: Remote
(Initial induction at our Head Office in Lincoln, LN6 3TA, plus occasional team events and briefings)
Hours: Full-time, 37.5 hours per week (Monday to Friday)
Flexible working arrangements available
Salary: £24,375 per annum + £5,000–£10,000 commission
Realistic OTE: £29,375–£34,375
About Cool Milk
We’re Cool Milk, the UK’s leading supplier of school and nursery milk. Every single day, we help over 1 million children access nutritious, free or subsidised milk — supporting healthier starts and brighter futures.
What we do genuinely matters. Every carton counts. And as we continue to grow, we’re looking for a driven, relationship-focused Telesales Executive to help us extend this vital service to even more schools and nurseries across the UK.
The Role
This is a consultative, relationship-led telesales role where you’ll be introducing schools and nurseries to a free service that delivers real value to them and their pupils.
While you’ll be making outbound calls, this isn’t traditional hard sell telesales. You’ll succeed by building trust, asking the right questions, and helping educational settings understand how Cool Milk can support them — and often their wider networks too.
Key Responsibilities
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Make approximately 50–60 outbound calls per day to schools, nurseries, multi-academy trusts and nursery groups
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Build strong relationships with school business managers, headteachers and other key decision-makers
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Identify opportunities for growth within academy chains, trust structures and nursery networks
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Convert single-site wins into multi-site contracts through effective follow-up and relationship management
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Consistently meet and exceed sales targets while maintaining excellent service standards
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Manage your account portfolio professionally, ensuring a smooth and positive customer experience
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Work closely with internal teams to deliver seamless onboarding and ongoing support
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Support peak activity periods, particularly during the back-to-school season
Key Behaviours for Success
Success in this role comes down to four core behaviours:
Enthusiasm
You bring genuine energy and positivity to every conversation. Your belief in what you’re offering comes through in your voice, and your passion for helping schools is infectious.
Resilience
You bounce back quickly from rejection and see setbacks as learning opportunities. You stay focused, adaptable and motivated — especially during busy or high-pressure periods.
Credibility
You build trust by being knowledgeable, honest and reliable. You listen carefully, never oversell, and always do what you say you’ll do — representing Cool Milk as a true partner to schools and nurseries.
Curiosity
You ask thoughtful questions to really understand how each organisation operates. Your curiosity helps uncover wider opportunities within trusts, groups and networks, turning single conversations into long-term relationships.
What We’re Looking For
Essential:
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Proven telesales experience with a track record of exceeding targets
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Comfortable making high-volume outbound calls while maintaining quality conversations
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Excellent telephone manner — confident, credible and engaging
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Strong consultative selling and relationship-building skills
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Ability to multitask effectively across calls, CRM updates and follow-ups
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Proficient in MS Office (experience with NAV or SharePoint is a bonus)
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Performs well under pressure and during busy periods
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Clear, confident English communication
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Right to work in the UK
Desirable:
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Experience working with schools, nurseries or public sector organisations
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Understanding of multi-site or trust-based account management
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Experience identifying and developing expansion opportunities within existing accounts
What We Offer
Genuine flexibility — work hours that fit around your life, including school runs and personal commitments
Remote working with full equipment provided (following induction)
Excellent earning potential: £5,000–£10,000 commission on top of your base salary
Top performer earned £10,000 commission last year
Second-highest earner achieved £8,000–£9,000
Termly bonuses for top performers
Casual dress code
Health Care Scheme
Cycle to Work scheme
Company pension
Employee wellbeing programme
Free parking when visiting the office
A supportive, fun team doing genuinely meaningful work
Purpose-driven role helping over 1 million children thrive every day