[Hiring] Sales Project Manager @Keyloop

Role Description

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.

• Support 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.
• Work with Solutions, Product, Delivery, and Finance to confirm that pricing, scope, and timeline commitments are deliverable.
• Flag misalignment between external proposals and internal deliverability early enough to influence the deal.

Key Responsibilities

• 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.
• Act as the single point of coordination across Sales, Solutions Engineering, Legal, Finance, Product, and Services.
• Apply governance discipline — scoping, planning, RAID logs, decision gates — scaled appropriately to each pursuit.
• Manage multiple senior internal and external stakeholders simultaneously.
• Set and hold healthy working boundaries — protecting timelines and quality standards.
• Build trusted relationships that allow for constructive challenges when a deal's alignment is at risk.
• Manage executive communication and reporting on deal status, proactively surfacing risks.
• Bring together functions with different incentives around a single, shared deal outcome.
• Run structured deal reviews, working sessions, and stakeholder check-ins that drive decisions.
• Understand deal economics to flag commercial risk, margin exposure, or non-standard terms early.
• Contribute to pricing, packaging, and contract structuring conversations from a delivery-feasibility perspective.
• Maintain rigorous documentation and audit trail across Keyloop systems.
• Continuously improve the deal management and rollout-readiness process based on win/loss learnings.

Qualifications

• 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).
• Strong commercial acumen — comfortable discussing pricing, margin, and contract terms.
• Excellent stakeholder management skills, with the confidence to manage upwards.
• Exceptional attention to detail, balanced with the ability to see the bigger picture.
• A natural connector — skilled at cross-functional alignment.
• Excellent written and verbal communication, including executive-level summaries.
• Ability to anticipate delivery and commercial risk before it escalates.

Requirements

• Working knowledge of CRM, CPQ, and contract lifecycle management tools.
• Experience in automotive retail technology, DMS, or adjacent B2B SaaS sectors.
• 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.
• Familiarity with Generative AI technologies and their application to project management.

Benefits

• 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 and adapt to quick changes.
• Inclusive environment that respects all dimensions of diversity.
• Pay and benefits reflect performance and are designed to attract top talent.
• Opportunities for career growth through investment in development.