Bid Management Senior Specialist Revenue Operations London

About the role

At Checkout.com, our Bids Team acts as both a trusted enabler and a commercial accelerator for our global organization, supporting the enterprise sales cycle through industry-leading proposals and merchant assurance responses. We are maturing the team to formalize ownership of the merchant assurance workstream, creating a unique opportunity for a driven professional to lead on this initiative and to partner with our global bid managers in supporting critical commercial activities within the payments space.

Your Mission

As a Senior Bid Specialist, you will primarily own and strengthen our merchant assurance response engine so it scales seamlessly with Checkout.com’s continued growth. You will spearhead our adoption of AI within this subdomain, leveraging AI-based interfaces for intelligent content management, requirements ingestion, and the surfacing of multi-disciplinary content (Information Security, Data Protection, Compliance, etc.). By developing the base we have in place today, you will build and maintain an accurate and reliable source of truth, which will build trust and credibility with merchants throughout the enterprise sales cycle. Your work will ensure our due diligence responses are operationally sound, robust, and provide assurance to our merchants, regardless of volume or geography.

Who You Are

This is a senior specialist role requiring strong judgment, structured thinking, the ability to navigate competing priorities across multiple deadlines, and the confidence to challenge constructively. If you thrive in busy environments (bids/proposals, sales cycles or equivalent), this is an ideal opportunity to make a meaningful, real-world impact. You will help to define how AI and technology will deliver reliable outcomes, all while developing professionally alongside some of the best minds in the payments industry and laying the groundwork to progress into a more senior bid management role. Trust, credibility and operational rigour are core tenets of this function and, by extension, core requirements for this role.

What you will do

• Manage and execute end-to-end merchant assurance requests, security questionnaires, and due diligence inquiries from enterprise prospects and existing customers, ensuring absolute accuracy and timely delivery.
• Act as the primary architect of the assurance content repository.
• Adapt, train, and optimize AI-based tools to automate the ingestion of merchant requirements and streamline response generation.
• Partner closely with Subject Matter Experts (SMEs) across Information Security, Data Protection, Legal, and Compliance to extract highly technical data and translate it into clear, commercial‑ready responses.
• Collaborate closely with our team of global Bid Managers to support complex, high‑value enterprise RFPs, taking ownership of the risk, security, and compliance sections.
• Continuously review and refine the assurance response engine.
• Identify bottlenecks and design scalable workflows to handle Checkout.com’s growing commercial volume without compromising quality or merchant trust.
• Confidently navigate competing priorities and constructively challenge stakeholders to ensure our market positioning remains operationally sound.

What you will bring

• 4+ years of experience in bid management, proposal writing, sales operations, or technical assurance.
• Proven ability to thrive in a high‑growth startup/scale‑up or a fast‑paced, high‑volume enterprise environment.
• You are comfortable with ambiguity and rapid change.
• A strong aptitude for navigating technical and technical topics, and you must be comfortable working alongside Information Security, Data Protection, and Compliance teams to translate their expertise into clear, compelling, merchant‑facing language.
• Exceptional organizational skills and structured thinking.
• You can seamlessly juggle multiple deadlines, prioritize competing demands, and maintain impeccable attention to detail under pressure.
• The confidence and credibility to engage with global, cross‑functional teams, regardless of seniority.
• Experience with technology: e.g. RFP/content management platforms, AI tools such as Cursor and Gemini.
• More importantly, you bring a forward‑thinking mindset and an eagerness to champion the adoption of AI tools to scale this important work.