Head · Гибрид · Лондон, Великобритания · Английский B2
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Messy spend management is tricky business. And tedious processes are a lose-lose situation for all involved, not just finance. At Pleo, we're changing that. We build spend solutions that make managing money seamless, empowering, and surprisingly effective for finance teams and employees alike - with a vision to help all businesses ‘go beyond’.
The word ‘Pleo’ actually means ‘more than you’d expect’, and living by that mantra has been the secret to our success over the last 10 years.
Now, we’re at a pivotal moment in our journey; every move we make has a direct impact on our 40,000+ customers, our business, and our collective success. We need people who take pride in uncovering customer needs, who turn complex problems into simple solutions, challenge the way things are done (respectfully), and always aim high. With great ambitions driving us forward, we can’t say we’ve got this whole thing figured out. And frankly, that’s half the fun! What we can say is that we’re a driven, progressive, and, importantly, a kind bunch of 850+ people from over 100 nationalities, all committed to delivering the future of business spending, together.
We're looking for a Director, Customer Success, to lead our mid-market and upmarket segments at Pleo. This is a transformation role
Задачи
As a Director, Customer Success, you will
Lead the Customer Success strategy for Pleo's mid-market and upmarket segment, with a clear focus on retention as the foundation and expansion as the growth lever
Lead multiple teams through frontline managers, creating clarity, accountability, and a strong coaching culture
Build and scale the operating model mid-market and upmarket customers: segmentation, engagement motions, success planning, account prioritisation, renewal readiness and growth plays
Drive proactive risk management and customer health visibility across the portfolio, with a particular emphasis on churn prevention
Partner closely with Sales on renewals, account strategy, and coordinated customer engagement
Create stronger success motions for high-growth customers that balance scale with meaningful engagement and ensure customers are positioned to realise value quickly
Use data and portfolio insight to drive decisions on team productivity, retention trends, and commercial outcomes
Partner cross-functionally with Product, Support, and Operations to reduce friction and advocate for customer needs
Own business rhythms for the segment: forecasts, risk reviews, performance reviews, and executive updates
Contribute to Pleo's broader Customer Experience strategy as a senior leader
Требования
You’ll thrive in this role if you have
+10 years of experience in Customer Success leadership in SaaS, fintech, or technology, with a demonstrable track record in customer retention
Strong people leadership and coaching capability, including development of frontline managers
Experience managing portfolios at mid-market or upmarket scale, with the commercial judgement to prioritise appropriately across a large account base
Commercial mindset with clear ability to connect customer outcomes to retention, expansion, and long-term account value
Data-driven approach with experience using metrics, forecasts, and portfolio insights to drive accountability
Executive presence and communication skills, both internally and with customers
Comfort operating across strategy and execution, you set direction and you roll up your sleeves
What will set you apart
Experience in fintech, spend management, payments, or financial operations
Exposure to global or multi-region CX organisations
Experience improving renewal forecasting, health scoring, and customer operating cadences
Familiarity with building segment- specific CX models from the ground up
WHY IS THIS ROLE A GOOD FIT FOR YOU
This role is a good fit for you if
You enjoy leading leaders and building strong, scalable Customer Success organisations
You are energised by working with large, strategic, and high-growth customers
You know how to balance customer outcomes, team development, and commercial performance
You like building structure and clarity in fast-moving environements
You want to shape how Customer Success scales in a company that is continuing to grow
This role is not a good fit for you if
You prefer an individual contributor role rather than leading multiple teams
You are most comfortable in highly stable environments with limited change
You do not enjoy balancing strategy, people leadership, customer engagement, and operational accountability
You are uncomfortable with executive-level customer interaction and complex commercial conversations
Условия
Your own Pleo card (no more out-of-pocket spending!)
Lunch is on us for your work days - enjoy catered meals or receive a lunch allowance based on your local office
Comprehensive private healthcare - depending on your location, coverage options include Vitality, Alan or Médis
We offer 25 days of holiday + your public holidays
For our Team, we offer both hybrid and fully remote working options
We use MyndUp to give our employees access to free mental health and well-being support with great success so far
Paid parental leave - we want to make sure that we're supportive of families and help you feel that you don't have to compromise your family due to work
THE INTERVIEW PROCESS
We want to ensure you are set-up for success and understand what will be expected of you
If your application is successful, our interview process is as follows
Intro call: A 30-minute chat with our Talent Partner to discuss the role and your background
Hiring Manager Interview: 45 mins interview with the Hiring Manager to go deeper on your experience and how your profile can fit to the role
Peer Interview: 45 minute interview with potential future colleagues, it's designed to assess cultural add
Pleo Challenge and Panel Interview: We will send you a take home test and invite you to present it during a 60 mins team interview
This is an opportunity to show us how you would handle the day to day of the role
Final Interview: A final interview with a Senior Leader
Transparency is important to us so we also wanted to share some insights about what we’re looking for in applications to ensure you can set yourself up for success!
Last time we hired a similar role, we received a vast number of applications but only a few were selected for an intro call
Some of the key reasons why previous candidates didn’t make it past the application screening stage include
CV writing and content: we receive a lot of CVs, and many of them are AI-generated
We love seeing people leverage AI—it’s a big focus for us internally too—but without human intervention, these CVs can sometimes become generic and fail to show a candidate in the best light
What we're really looking for is the specific details of real impact that only you know from your previous experience
A top tip from us is to use the “Achieved X, as measured by Y, by doing Z” formula (credit: Laszlo Bock, ~2014) to give a really clear picture of what you’ve worked on
A final note: including links to your previous companies' websites is a huge help and allows us to truly understand your background!
Application care: every single application we receive is reviewed by a human (yes, hundreds of them) because we believe that candidates' efforts should be matched by an equal level of human care
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