Sales Strategy & Planning Manager, Trainline
Advertising
£75-85k
+ Bonus
More information about location
Europe's leading rail ticketing platform
Open for applications
Europe's leading rail ticketing platform
1001+ employees
Open for applications
£75-85k
+ Bonus
More information about location
1001+ employees
Company mission
Trainline is proud to be Europe's leading rail and coach platform - a tech company with a mission to make train travel as smooth as possible to allow travellers to make greener travel choices.
Role
Who you are
- Experience in sales strategy, sales operations, revenue operations or commercial planning, ideally within media, advertising or adtech
- Strong analytical skills, with fluency in pipeline, forecasting, conversion and productivity metrics
- Hands-on comfort with Salesforce and BI (business intelligence) reporting tools
- A track record of turning revenue targets into concrete plans, and using data to decide where a sales team should focus its time
- Real commercial judgement, understanding what makes a pitch land and helping sellers sharpen their story as well as their numbers
- Practical curiosity about AI and automation, ideally with examples of using new tools to make a sales team faster and more effective
- The credibility and influence to challenge and guide experienced sellers without managing them directly
- A highly organised, self-directed style, and genuine comfort operating as a hands-on individual contributor
What the job involves
- Trainline Media has proven advertiser demand and is now focused on building a larger, more predictable and repeatable sales engine. This role is central to that next phase, improving how the team plans, prioritises and manages sales performance so that sellers are focused on the right advertisers, generating high-quality opportunities and taking the actions needed to deliver revenue goals
- You will act as the commercial operating partner to Trainline Media's sales leadership and sales team, working backwards from revenue targets to define the pipeline, prospecting and sales activity required to deliver the plan
- This is a hands-on, individual-contributor role with no direct reports, where success depends on combining rigorous analysis with strong commercial judgement, and on influencing experienced sellers without managing them directly. You will work closely with Sales, Marketing, Finance and Client Success to remove barriers to revenue
- Translate annual and quarterly revenue targets into clear pipeline, prospecting and account-planning requirements, and run the sales-performance reviews that keep the team focused on the right actions
- Define and track the leading and lagging indicators used to manage commercial performance, giving leadership a clear view of capacity, productivity and revenue risk
- Build and maintain a prioritised prospect universe across advertisers, agencies and verticals, helping each seller focus on the accounts most likely to convert
- Own pipeline standards, forecasting methodology and commercial reporting, improving the quality of opportunity data in Salesforce and giving leadership an honest view of committed, likely and upside revenue
- Analyse where the team spends its time and reallocate effort toward the highest-value selling activity
- Introduce AI-assisted tools and reusable frameworks that sharpen pitches, personalise outreach at scale and simplify repetitive sales processes
- Partner with Sales, Marketing, Finance and Client Success to remove barriers to revenue and share learnings that improve how the team sells
- Build analytical dashboards that track sales effectiveness, productivity and the impact of the tools and processes you introduce
Salary benchmarks
Our take
Trainline make it super easy to book transport tickets. Its app is intuitive and well designed and its even pioneering paperless travel, allowing users to store their tickets in the app.
It's hyper-focused on customer experience and has a product culture of fast iteration to deliver great outcomes for customers. Its customers make 170,000 journeys a day and it sells 200 tickets a minute.
Its continuing to innovate to stay ahead, using machine learning to predict price movements and integrating with Siri and Google Assistant so people can buy tickets simply by speaking to their phone.
Steph
Company Specialist at Welcome to the Jungle
Insights
Company
Employee endorsements
Challenging work
"The complex nature of the market as we work with different suppliers is an amazing opportunity to create fluid solutions. A very well segmented..."
Company benefits
- Flexible working (60% min office attendance)
- Cycle to work scheme
- Discounted gym memberships through Wellhub
- Private Health and Dental Insurance
- Enhanced Pension (matched contributions)
- Income Protection
- Share Incentive Plan (buy one get one free)
- Learning budget
- Primary & Secondary Caregiver Leave
- Shared Parental Leave
- Enhanced sick pay
- Free Perkbox subscription
- Electric Vehicle Salary Sacrifice Scheme
- YellowNest - Subsidised Childcare Fees
- Work from Abroad
Company values
- Own It - We care about every customer, partner and journey
- Do Good - We make a positive impact
- Travel Together - We're one team
- Think Big - We are building the future of rail
Company HQ
Farringdon, London, UK
Articles
Leadership
Jody Ford
(CEO)Joined Trainline in 2020 as COO before becoming the CEO in 2021. Previously the Group CEO at Moonpig and Photobox and also spent over 10 years at eBay in various VP roles.
Lisa Hillier
(Chief People Officer)Previously the CPO at Gousto, The Restaurant Group, and Just Eat. They also spent over 6 years at Betfair as the Head of HR and Chief Human Resource Officer.
Mike Hyde
(Chief Technology Officer)Previously a Director of Data Science at Facebook and as a Director of Business Insights at Skype and Microsoft.
Sakshi Anand
(Chief Growth Officer)Joined Trainline in 2023 as the VP of Growth and President of UK before becoming the CGO in 2025. They are also the Founder of NeuStar Consulting.
People progressing
Gary joined in 2022 from Comparethemarket as Director of Engineering and was recently promoted to VP Engineering, reporting directly to CTO.
Joe joined in 2022 from Meta as Director of Data Science and was recently promoted to VP Data, reporting directly to CTO.
Ali joined in 2023 from Meta and was recently promoted to VP Product, reporting directly to CPO.
Diversity, Equity & Inclusion at Trainline
- 💚 Diversity drives us forward We know that having a diverse team is crucial to Trainline’s ongoing success. A team that is diverse in all forms – gender, ethnicity, sexuality, disability, nationality and diversity of thought are key to Trainline being an inclusive environment where every Trainliner can be their true self. We're committed to creating workplaces where everyone belongs, is celebrated and their differences are valued, creating an awesome employee and customer experience. 💚 Meet our Networks Our diversity networks are inclusive communities developed and led by Trainliners, with sponsorship and support from senior leaders. They're all about empowering and supporting underrepresented groups, by providing a safe space to talk, a place to come up with new ideas and a channel for voices to be heard. 🚀 Women in Leadership 💜 Gender Equality Network 🏳️🌈 Rainbow Train (LGBTQIA+) 🌻 Sunflower (accessibility) 🌍 Ethnic Diversity Network 🐣 Parent & Carers
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