Keyloop bridges the gap between dealers, manufacturers, technology suppliers and car buyers. We empower car dealers and manufacturers to fully embrace digital transformation. How? 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’s systems, departments and sites. We provide 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. Want to be part of it?

Purpose of the Role The Project Manager, Enterprise Deals, is embedded directly in the Enterprise Sales team's largest and most complex pursuits, ahead of contract signature. The role exists to close the gap between what Sales has proposed commercially and what the business can actually deliver operationally - working the deal from within, before it closes, to pressure-test the rollout plan, align internal stakeholders, and make sure the economics being agreed with the customer match what Solutions, Product, Delivery, and Finance can realistically stand behind. This is not a delivery-phase project manager brought in after the ink is dry. The right person is assigned into a live opportunity, gets fluent in the deal fast, and drives the internal alignment work - pricing assumptions, resourcing, delivery feasibility, contractual commitments — so that by the time the customer signs, the business has already agreed internally on how it will deliver against what was promised. The role reports directly to the VP of Enterprise Sales and operates as a trusted extension of that leadership, with the standing and judgement to challenge senior stakeholders across functions when a deal’s internal alignment is at risk.

Key Responsibilities Pre-signature deal engagement & rollout readiness

Supporting large enterprise deals ahead of signature, at the point where commercial terms are taking shape but before they are locked in

Build the internal rollout and implementation plan for each deal in parallel with the commercial negotiation, so delivery feasibility informs the deal rather than following it

Work with Solutions, Product, Delivery, and Finance to confirm that pricing, scope, and timeline commitments being made to the customer are ones the business can actually meet

Flag misalignment between what is being proposed externally and what is deliverable internally early enough to influence the deal, not after signature

Deal orchestration

Project-manage large, complex enterprise deals end-to-end — from qualification and solutioning through pricing, contracting, and close

Build and maintain a clear deal plan for each pursuit: milestones, owners, dependencies, and decision points, with visible risk and status tracking (RAID)

Act as the single point of coordination across Sales, Solutions Engineering, Legal, Finance, Product, and Services for each enterprise deal

Apply governance discipline — scoping, planning, RAID logs, decision gates — scaled appropriately to the size and complexity of each pursuit

Stakeholder management

Manage multiple senior internal and external stakeholders simultaneously, adapting communication style and cadence to each audience





Set and hold healthy working boundaries — protecting timelines and quality standards even under pressure from competing priorities or senior voices

Build trusted relationships that allow the role to challenge, elevate, or push back constructively when a deal's alignment is at risk

Manage executive communication and reporting on deal status, proactively surfacing risks and driving decisions rather than just reporting on them

Cross-functional alignment

Bring together functions with different incentives — Sales, Legal, Finance, Product, Delivery — around a single, shared deal outcome

Identify and surface the goal a group didn't know it had in common, and use it to unblock stalled decisions or misaligned priorities

Run structured deal reviews, working sessions, and stakeholder check-ins that drive decisions rather than just status updates

Bring a working understanding of OEM sales and aftersales dynamics to keep alignment conversations grounded in how automotive retail customers actually operate

Commercial input

Understand deal economics well enough to flag commercial risk, margin exposure, or non-standard terms early, in partnership with Deal Desk / Finance

Contribute to pricing, packaging, and contract structuring conversations from a delivery-feasibility and risk perspectiveSupport the development of compelling, commercially sound proposals and executive summaries for client-facing submissions

Contribute to business cases, SOWs, and estimates, ensuring commercial commitments are grounded in realistic delivery assumptions

Process and governance

Maintain rigorous documentation and audit trail across Keyloop systems

Continuously improve the deal management and rollout-readiness process, templates, and playbooks based on win/loss learnings

Provide regular updates and reports on deal status, risk, and readiness to the VP, Enterprise Sales and other senior stakeholders

What We're Looking For Essential

Proven experience managing large, complex, multi-stakeholder commercial deals or bids, ideally in enterprise software or technology sales

Formal training or certification in project management fundamentals (e.g. PRINCE2, PMP, APM, or equivalent), or clear evidence of applying that discipline in practice

Strong commercial acumen — comfortable discussing pricing, margin, and contract terms with Sales and Finance

Excellent stakeholder management skills, with the confidence to manage upwards and hold firm, healthy boundaries with senior leaders

Exceptional attention to detail, balanced with the ability to see the bigger picture and prioritise what matters most

A natural connector — skilled at cross-functional alignment and bringing people together around a common goal

Excellent written and verbal communication, including executive-level summaries and presentations

Ability to anticipate delivery and commercial risk before it escalates,



and to make sound decisions under pressure in high-uncertainty, multi-stakeholder situations

Desirable

Working knowledge of CRM, CPQ, and contract lifecycle management tools

Experience in automotive retail technology, DMS, or adjacent B2B SaaS sectors, including familiarity with OEM sales and aftersales journeys

Exposure to RFP/bid management processes for complex, competitive enterprise pursuits

Experience operating within a PMO, adhering to or defining standards, KPIs, and delivery tooling across a portfolio

Familiarity with Generative AI technologies and their application to project management

What Success Looks Like

Deals reach signature with internal alignment already secured — delivery, pricing, and scope have been stress-tested before the customer signs, not after

Large deals move through the pipeline predictably, with fewer last-minute surprises and faster time-to-close

Cross-functional teams describe deal coordination as clear, well-paced, and low-friction

Commercial and delivery risks are surfaced early, not at the point of signature

The VP, Enterprise Sales has full visibility of deal status, risk, and rollout readiness at any point in the cycle

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.

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📌 Sales Project Manager (Madrid)
🏢 Keyloop
📍 Madrid