Chief of Staff to the CRO

Keyloop bridges the gap between dealers, manufacturers, technology suppliers and car buyers. We empower car dealers and manufacturers to fully embrace digital transformation by creating innovative technology that makes selling cars better for our customers, and buying and owning cars better for theirs. We use cutting-edge technology to link our clients’ systems, departments and sites, providing an open technology platform that’s shaping the industry for the future. We use data to help clients become more efficient, increase profitability and give more customers an amazing experience.

About Keyloop: Keyloop is a global automotive software business, connecting dealers, OEMs, and customers across the full vehicle lifecycle, from acquisition through to aftersales. We operate in more than 90 markets, work with some of the world's largest automotive brands, and are building the infrastructure that will define how automotive retail evolves in an AI-first, data-connected world. Backed by private equity and with significant investment behind our product and GTM ambitions, this is a business on the move. The revenue organisation is central to that story, and this role sits at the heart of it.

Role Overview: Keyloop is at an inflection point. We are a global automotive SaaS business backed by PE, operating across more than 90 markets and deepening our position at the centre of how the automotive retail industry buys, manages, and serves vehicles. The CRO leads our revenue engine, and this role exists to make that engine run better. As Chief of Staff to the CRO, you will be the trusted extension of CRO leadership. Part strategist, part operator, part diplomat. You will work across the revenue function, the wider leadership team, our OEM and enterprise customer base, and PE ownership to ensure the CRO's priorities land with clarity and the organisation executes against them without losing momentum. This is not a support role. It is a role for someone who can read a room, read a number, and read where the market is heading, all at the same time.

What you will own:

• Strategic Enablement: Own the CRO's operating rhythm: QBRs, pipeline reviews, leadership offsites, board and investor materials. Make these sharper, not just happen. Translate CRO priorities into clear workstreams. Track them, surface blockers early, and keep the leadership team accountable without being the person who sends the chasing emails. Prepare the CRO for every high-stakes interaction, whether that is a PE board session, an OEM partner meeting, or an internal all-hands. Briefings should be incisive, not comprehensive. Scan the competitive and market landscape continuously. Bring the CRO informed perspectives on where automotive SaaS, AI-driven commerce, and dealer/OEM dynamics are heading before the signals become obvious.
• Revenue performance and operations: Partner with Sales Ops, Finance, and regional sales leaders to maintain a clear picture of revenue health: ARR, NRR, pipeline coverage, quota attainment, and CAC. Know the numbers before anyone else asks. Identify where execution is breaking down across the sales organisation and drive focused interventions without creating noise. Support the design and governance of sales incentives, territory structures, and go-to-market operating models. Bring PE-grade financial rigour to how these decisions get made. Serve as a connective tissue between Sales, Marketing, Product, and Finance so that cross-functional dependencies do not become cross-functional excuses.
• External presence and stakeholder management: Support the CRO in building their profile as a figurehead for the Keyloop revenue organisation with OEM partners, enterprise customers, and industry audiences. Draft and shape CRO communications: internal messaging, customer-facing narratives, investor updates, and conference content. Always in the CRO's voice, never generic. Represent the CRO in internal forums when appropriate. Carry the room. Come back with outcomes. Build trusted relationships across the senior leadership team independently, so you can influence without the CRO needing to be in every conversation.
• AI and commercial transformation: Act as an informed voice on where AI-driven tooling, automation, and data intelligence can meaningfully change how Keyloop sells and retains. Work alongside Product and GTM teams to assess AI-enabled opportunities in the automotive retail market and frame them commercially for the CRO. Help the revenue organisation stay ahead of the technology curve without getting distracted by noise.

What we are looking for:

• SaaS background: Solid grounding in enterprise SaaS, ideally with exposure to complex, multi-stakeholder sales cycles. You understand ARR, NRR, churn dynamics, and how SaaS businesses scale. Automotive experience is a plus, not a prerequisite.
• PE environment: You have worked in or alongside a PE-backed business. You understand how PE owners think, what they prioritise, and how to operate in environments where pace, financial clarity, and value creation metrics matter.
• Commercial and financial acumen: You are comfortable in a revenue or finance conversation at any level. You can build a model, interrogate a business case, and translate financial performance into actionable narrative.
• Sales operations fluency: You understand the mechanics of how sales organisations run: pipeline methodology (MEDDIC or equivalent), quota design, territory management, forecasting discipline, and GTM structure.
• AI and technology literacy: You follow where AI is going and have practical opinions on how it applies to sales, customer engagement, and software product development. You do not need to be an engineer.
• Execution capability: You ship things. You do not just advise. You are known as someone who takes ownership, removes blockers, and closes loops.
• Communication and influence: Exceptional written and verbal communicator. You can write a crisp board paper, run a leadership session, and represent the CRO credibly with an OEM partner. You build trust quickly.
• Horizon scanning: You make it your business to know what is coming before it arrives: competitive moves, market shifts, regulatory changes, technology inflection points. You bring this thinking proactively, not when asked.

Who you are: You are intellectually curious, commercially grounded, and organisationally savvy. You have a low ego and a high bar. You are the kind of person who reads the room, prepares before anyone asks you to, and follows through consistently. You will thrive here if you enjoy operating at pace, can hold complexity without becoming reactive, and are genuinely energised by working inside a business that is trying to reinvent how automotive retail operates globally. You will not thrive here if you need a clean brief to get started, prefer to advise rather than execute, or are uncomfortable with the ambiguity that comes with being close to a high-performing executive leader.

Why join us? We’re on a journey to become market leaders in our space – and with that comes some incredible opportunities. Collaborate and learn from industry experts from all over the globe. Work with game-changing products and services. Get the training and support you need to try new things, adapt to quick changes and explore different paths. Join Keyloop and progress your career, your way.

An inclusive environment to thrive: We’re committed to fostering an inclusive work environment. One that respects all dimensions of diversity. We promote an inclusive culture within our business, and we celebrate different employees and lifestyles – not just on key days, but every day.

Be rewarded for your efforts: We believe people should be paid based on their performance so our pay and benefits reflect this and are designed to attract the very best talent. We encourage everyone in our organisation to explore opportunities which enable them to grow their career through investment in their development but equally by working in a culture which fosters support and unbridled collaboration.

Keyloop doesn’t require academic qualifications for this position. We select based on experience and potential, not credentials. We are also an equal opportunity employer committed to building a diverse and inclusive workforce. We value diversity and encourage candidates of all backgrounds to apply.

At Keyloop, AI is a daily ally: We encourage and train every employee to use our AI tools to boost their creativity and productivity. We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.