Contego – Global Talent Solutions is working with an exciting, high-potential client in the real-world analytics space. They deliver cutting-edge computer vision, sensor, and AI-powered solutions that provide accurate footfall, passer‑by, behavioural, and conversion analytics to major retailers and transport operators. This enables their enterprise and mid‑market clients to optimise staffing, conversion rates, estate performance, and more — typically through meaningful recurring revenue subscriptions in a consultative, solution‑led environment.
About the Sales Director role
We are looking for a Sales Director to join the senior leadership team and drive the next phase of commercial scaling. You'll work closely with the Client Success Director and Product Director in a strategic + hands‑on leadership position. Your focus: transition from founder‑led sales to a scalable, structured revenue engine — defining and executing the go‑to‑market strategy, building the sales team, generating a high‑quality new business pipeline, and delivering sustained revenue growth.
Location: Milton Keynes / London – Hybrid (with travel to client sites)
Reporting to: COO (Leadership Team)
Key Responsibilities:
Sales Strategy & Revenue Leadership
Define and execute a scalable sales strategy aligned with company goals
Shift from founder‑led to repeatable, team‑based sales motion
Set ambitious (but realistic) revenue targets and create structured plans to hit them
Identify new verticals, market opportunities, and customer segments
Establish and track KPIs for sales performance and commercial effectiveness
Deliver regular performance reporting, forecasting, and insights to the executive team
Build and maintain a robust, qualified pipeline
Generate leads via inbound tools, prospecting platforms, and proactive outbound outreach
Personally open doors with high‑value prospects and lead complex, multi‑stakeholder deal cycles
Own the full sales process in HubSpot (or similar), maintaining strong data integrity and discipline
Close mid‑market and enterprise subscription agreements
Track competitor offerings, positioning, and pricing
Monitor industry trends and evolving customer requirements
Translate insights into sharp sales messaging and positioning
Cross‑Functional Collaboration
Partner with Product to feed prospect feedback and market trends into the roadmap
Align tightly with Marketing to optimise lead gen and conversion funnels
Cultivate strong relationships with key customers and strategic partners
Performance & Analytics
Analyse sales data and market signals to uncover growth opportunities and optimisation areas
Evolve from reactive to forecast‑driven revenue management
Experience & Profile – Essential
Proven success in B2B software/solution sales, especially subscription/SaaS models
Consultative sales experience with complex buying processes
Strong track record of building pipeline through direct outreach and proactive prospecting
History of closing deals with large SMEs and enterprise accounts
Experience setting sales strategy and consistently delivering against revenue targets
Disciplined CRM usage — ideally HubSpot — for pipeline management and forecasting
Analytical mindset with ability to interpret data and market signals
Background selling into national/international retailers and/or public/transport sectors (including tenders)
Experience building or scaling a sales function in a growth‑stage company
Personal Attributes
Proven ability to transition founder‑led sales into a structured team model
Executive presence and strong stakeholder management
Resilient, comfortable with ambiguity, performance‑driven, and highly self‑directed
Clear communicator with excellent negotiation skills
About the Senior Sales Manager role
We're also seeking a Senior Sales Manager to join the senior leadership team. Working alongside the Client Success Director and Product Director, you will scale up revenue generation at the company. This is a senior, hands‑on new business role focused on generating, managing, and closing high‑value opportunities. You will play a key role in shaping our go‑to‑market approach while personally driving revenue growth.
Location: [Milton Keynes / London - Hybrid Remote with regular travel]
Reporting to: Client Success Director
Key Responsibilities:
New Business Development & Revenue Growth
Own and deliver against an individual revenue target.
Build, manage, and convert a high‑quality pipeline of mid‑market and enterprise opportunities.
Identify and engage senior stakeholders within target retailers and transport operators.
Lead complex, consultative sales cycles from discovery through to close.
Negotiate and close subscription‑based agreements.
Strategic Prospecting & Market Expansion
Proactively identify new verticals, accounts, and partnership opportunities.
Generate opportunities via outbound outreach, networking, events, and inbound follow‑up.
Open doors with senior decision‑makers (Operations, Retail, Commercial, Estates).
Sales Process & Forecasting
Manage the full sales cycle within HubSpot with strong CRM discipline.
Maintain accurate forecasting and clear visibility of pipeline health.
Contribute to refining sales messaging, positioning, and playbooks.
Cross‑Functional Collaboration
Work closely with Client Success and Project Management to ensure smooth onboarding and expansion opportunities.
Provide structured market feedback to Product and Marketing.
Collaborate on case studies, proposals, and tender responses.
Experience & Profile:
Demonstrated success in B2B software and solution sales.
Experience selling subscription‑based solutions within a consultative sales framework.
Proven ability to generate pipeline through direct outreach and proactive prospecting.
Track record of closing deals with large SMEs and enterprise customers.
Experience setting sales strategy and delivering against defined revenue targets.
Strong CRM discipline, with experience managing pipeline and reporting in HubSpot (or comparable platforms).
Analytical mindset with the ability to interpret sales data and market signals.
Proven ability to independently source and close new logo opportunities.
Strong commercial acumen and deal negotiation capability.
Experience selling into national and international retailers, and/or responding to tenders, particularly in the public and transport sectors.
Experience navigating multi‑stakeholder enterprise buying groups.
Experience selling data, analytics, SaaS, or technology‑enabled services.
Personal Attributes
Comfortable operating in a scale‑up environment with evolving structure and high accountability.
Resilient, comfortable with ambiguity, performance‑oriented, and highly self‑directed.
Clear communicator with strong negotiation capability.
Why Join the Team?
You will play a central role in expanding our client’s footprint across retail and transport sectors, helping shape our commercial motion while directly influencing revenue growth. This role offers progression into a commercial leadership position as the sales function scales. If you are motivated by growing a business from start‑up to scale‑up, building revenue engines, and opening new markets, we welcome your application.
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