Project Manager - Insurance & SaaS Delivery

Shift delivers AI agents that transform insurers' most critical work. By combining deep industry expertise and unmatched data resources, Shift provides proven results that have earned the trust of hundreds of the world's leading insurers. Our insurance-grade AI is accurate, explainable, and secure—empowering human experts to move with unmatched speed, total confidence, and a renewed focus on the people they serve.

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Our culture is built on innovation, trust, and a drive to transform the insurance industry through our SaaS platform. We come from more than 50 different countries and cultures and together we are creating the future of insurance.

Learn more at www.shift-technology.com

Your Role

As part of the UK Delivery team, you will independently own complex, client-facing enterprise software implementations for some of the UK’s largest insurers.

This is a hands-on delivery role. You will turn contractual commitments and customer requirements into credible delivery plans, keep complex programmes moving when priorities or dependencies change, and connect Shift’s Delivery, Data Science, Product, Engineering and Go-To-Market teams with senior customer stakeholders.

We are looking for an experienced Project Manager who has already led difficult enterprise SaaS or software implementations, can confidently challenge unsupported commitments, and brings clear options and recommendations rather than simply escalating problems.

This is not primarily a PMO, reporting or project-coordination role.

What You’ll Do

• Own complex client implementations end to end, from discovery and scope validation through delivery, testing, go-live, stabilisation and handover.
• Act as the senior Delivery point of contact for customers, including governance meetings, Steering Committees, recovery discussions and difficult conversations around scope, dates and dependencies.
• Build and maintain credible delivery plans covering milestones, dependencies, decisions, RAID, acceptance criteria, testing, release readiness and customer actions.
• Connect Delivery, Data Science, Product, Engineering, GTM and customer teams, ensuring the right technical experts own technical answers while Delivery owns programme coordination and execution.
• Identify delivery, resource, commercial and customer risks early and bring clear options, impacts and a recommendation.
• Challenge unsupported customer, Sales or internal commitments before they become external promises.
• Manage scope changes commercially, understanding the impact on effort, resources, timelines, margin and customer commitments.
• Drive actions and decisions to closure with clear owners and dates.
• Communicate complex delivery situations concisely and confidently to senior customer and internal stakeholders.
• Manage several clients or workstreams simultaneously without losing control of priorities, critical paths or customer outcomes.
• Support opportunity shaping and Statements of Work by validating assumptions, scope, methodology, resources, timelines and delivery feasibility.
• Improve UK Delivery through reusable processes, templates, automation, AI and practical continuous improvement.

You’ve Got What It Takes If You

• Have at least 7 years of project or programme delivery experience, including a strong track record owning complex client-facing enterprise SaaS or software implementations.
• Have personally managed projects from discovery and scope through build, testing, go-live and stabilisation, rather than primarily working in PMO, governance or coordination roles.
• Have experience working directly with senior customer stakeholders, including difficult conversations, escalations and changes to commitments.
• Can demonstrate experience recovering projects or workstreams that were off-track, including what you personally changed and the outcome.
• Have made delivery trade-offs across scope, timeline, resources, cost and quality, and understand the commercial consequences.
• Have direct experience with Statements of Work, scope control and commercial change.
• Can independently work across Product, Engineering, Data, Analytics or Data Science, Sales/GTM and customer teams while keeping technical accountability with the appropriate experts.
• Communicate complex situations clearly, concisely and confidently to executive, Steering Committee and technical audiences.
• Are comfortable operating in ambiguity and can bring options and recommendations rather than simply escalating problems.
• Can manage several complex clients or workstreams simultaneously without constant management intervention.
• Have improved delivery through repeatable processes, templates, workflows, automation or other practical changes.
• Have experience within insurance or InsurTech. Strong candidates from other regulated enterprise SaaS environments should demonstrate particularly strong client delivery, commercial judgement and project-recovery experience.

Useful Experience

• Insurance fraud, claims, underwriting, data science or AI-enabled software.
• Enterprise SaaS implementation.
• Salesforce, Jira, Atlassian, Asana or similar delivery tooling.

What Good Looks Like

• Risks are surfaced early with impact, options and a recommended action.
• Customers receive concise, confident and evidence-based updates.
• Plans reflect delivery reality rather than outdated assumptions.
• Actions and decisions always have clear owners and dates.
• Delivery coordinates the programme while technical teams own technical answers.
• Scope changes are understood commercially before commitments are made.
• Difficult conversations happen early rather than after dates are missed.
• Escalations come with options and recommendations.
• Several clients can be managed without constant management intervention.
• Repetitive work becomes templated, automated or removed.
• Lessons from one implementation improve the next.

Interview Process

• Talent Acquisition
• Head of UK Delivery
• Case Study + UK Team
• Global Head of Delivery

To support our permanent, full time employees at every stage of their careers and lives, we provide a competitive total rewards and benefits package. Here are the global benefits we’d like to highlight:

• Flexible remote and hybrid working options
• Competitive Salary and a variable component tied to personal and company performance
• Multiple Learning and Development opportunities, including Focus Fridays, a half-day each month to focus on learning and personal growth
• Generous PTO and paid holidays
• Mental health benefits 
• 2 MAD Days per year (Make A Difference Days for paid volunteering)

Additional benefits may be offered by country, based on your eligibility - ask your recruiter for more information. Intern and Apprentice positions may receive some of these benefits - ask your recruiter for more details.

AI tools are used to help review applications for this role. Read our AI in Recruitment Notice for what the AI considers, how to request a human review, and our most recent bias audit.

At Shift we strive to be a diverse and inclusive workforce. We welcome applications from and hire people who will contribute to the diversity of our company, without regard to race, color, religion, marital status, age, national or ethnic origin, physical or mental disability, medical condition, pregnancy, genetic information, gender identity or expression, sexual orientation, or other non-merit criteria. Shift Technology is committed to providing reasonable accommodations for qualified individuals with disabilities in our application and employment process. Should you require accommodation, please email [email protected] and we will work with you to meet your accessibility needs.

Please be aware of scammers and only trust correspondence that comes from emails ending in "shift-technology.com". We will never do initial outreach to you via Whatsapp/Text/SMS, never ask for banking information or personal identification numbers (ex. Social Security Number) as part of our recruitment process.

Shift Technology does not accept unsolicited CVs from recruiters or employment agencies in response to the Shift Technology Careers page or a Shift Technology social media post. Any unsolicited CVs, including those submitted directly to hiring managers, are deemed to be the property of Shift Technology.