Head of Strategy & Planning

Problemshared; Greater London; Hybrid; GBP 100,000 - 140,000; Full time

Benefits offered by this job

Excellent salary

Company pension scheme

30 days annual leave + holidays

Private health insurance

Flexible working

Job summary

ProblemShared is seeking a Head of Strategy & Planning to translate strategy into actionable priorities and drive delivery across transformation initiatives. You will oversee OKR governance, risk management and cross-functional alignment, reporting to the COO and working with the SLT.

You will lead a small team (3–4 Transformation Managers) and partner with clinical, product, commercial and operations teams to accelerate change while maintaining a disciplined operating rhythm.

Qualifications

• Proven experience in transformation, strategy, planning or business operations.
• Experience facilitating strategic planning and running OKR processes across functions.
• Strong data and analytical skills with ability to visualise data to support strategic decisions.

Responsibilities

• Translate strategy into clear priorities and plans with the COO and SLT.
• Govern the OKR framework and quarterly planning across the business.
• Manage risk, change and governance to ensure steady delivery.
• Design and maintain the operating rhythm and governance boards.
• Lead and develop a team of Transformation Managers and cross-functional collaboration.
• Provide board-ready reporting and executive summaries.

Skills

Strategic thinking

Stakeholder management

Data analysis

Leadership

Job description

Workpattern:Full time, Monday - Friday (09:00 - 17:30)

Location:Hybrid, 1-2x per week in London

About us

Our team at ProblemShared is growing, we are on a mission to provide exceptional care, and we have opportunities available to join our supportive and collaborative team. We truly believe that you can do the best work of your career with us and have meaningful impact on the patients we support. We combine People, Data and Technology, we empower individuals to take the next step in their mental health or neurodevelopmental journey.

The digital healthcare landscape is exciting and ever changing. We have a depth of knowledge in our own team; working at the forefront of change you will be surrounded by talented and supported colleagues and leaders. Striving for excellence and best in class clinical service is at the heart of our team where learning and CPD is integral. Our community of experts have created an environment of knowledge sharing and we have access to the key voices in the world of neurodevelopmental excellence.

ProblemShared has created strong partnerships servicing several NHS, university, and insurer contracts to deliver high quality ADHD and Autism assessments as well as assessments for learning differences. We offer wrap-around care in the form of psychoeducation, prescribing, educational navigation, and therapy sessions all under one roof.

About the role

The Head of Strategy & Planning is a senior leadership role responsible for translating strategy into clear plans, priorities and execution across ProblemShared. Reporting directly to the COO, you will lead strategy planning, govern the OKR framework, run the transformation portfolio and ensure the business operates to a disciplined, predictable delivery cadence.

You will lead a team of 3–4 Transformation Managers, acting as a calm, structured force multiplier for the organisation — driving bold ambition, reducing friction, increasing alignment, and enabling the senior leadership team to move faster and with greater confidence.

You will be a visible, trusted partner to the COO and SLT, and a credible integrator across clinical, product, commercial and operational functions. Building strong relationships with senior stakeholders and influencing across functions will be critical to success.

Key Responsibilities

1. Strategy Planning & Alignment

• Facilitate the strategy process with the COO and SLT, helping translate strategic direction into clear priorities and plans.

• Ensure alignment between strategy formation, planning and execution phases — translating top-level direction into actionable priorities.

• Communicate strategy effectively across the business, ensuring all functions understand priorities and their role in delivering them.

• Oversee business architecture, ensuring structural and operational design aligns with desired outcomes.

• Collect, analyse, visualise and interpret data to inform strategic decision-making and provide evidence-based recommendations to the COO and SLT.

• Act as a strategic thought partner to the COO — helping shape, stress-test and build the business case for major initiatives.

2. OKR Governance & Execution

• Govern the OKR framework, ensuring alignment with strategic goals and maintaining a predictable annual, quarterly & monthly cadence.

• Own and run the quarterly OKR planning process across the business, ensuring priorities are aligned with the wider strategy.

• Prioritise and track progress of deliverables against the goals of the business, providing dashboards and reporting with no surprises for leadership.

• Ensure key stakeholders are engaged and aligned throughout the planning and delivery cycle.

• Empower and drive accountability into initiative teams through the project framework — coaching rather than policing.

• Monitor benchmarks and targets to evaluate initiative success and course-correct early where needed.

3. Risk & Change Management

• Understand interdependencies across initiatives and predict potential bottlenecks before they become blockers.

• Guide cross-business workstreams, stakeholders and data/process dependencies through the Change Management Framework.

• Apply structured change methodologies to drive adoption alongside process and system change.

• Use insights to pre‑emptively manage risks, learn from past challenges and adapt approaches accordingly.

• Provide visibility to all relevant stakeholders to drive collaboration and manage risk effectively.

• Drive accountability for monitoring releases and ensuring business‑ready rollout of change.

4. Delivery Governance & Operating Rhythm

• Run structured programme and project governance (RAID logs, milestone tracking, escalation protocols) across the transformation portfolio.

• Design and maintain the business’s operating rhythm: governance boards, monthly reviews, and leadership cadences.

• Ensure cross‑functional projects are delivered within agreed scope, budget and timeline.

• Act as an integrator across teams — resolving blockers, reducing duplication, and accelerating decision‑making.

• Build delivery frameworks that scale as the business grows in headcount, volume and complexity.

5. Special Projects

• Lead or support special projects to address urgent business needs — whether relating to new product launches, cross‑functional initiatives, or operational transformation.

• Support the fundamental development of systems, processes, people and technology where required.

• Step in as a senior delivery lead on initiatives that require COO‑level coordination or cross‑business mobilisation.

6. Reporting & Communication

• Provide the COO and SLT with clear, accurate and timely reporting on portfolio status, risks and decisions required.

• Produce board‑ready materials and executive summaries with appropriate levels of detail for each audience.

• Set a high standard for communication quality across the transformation function, simplifying complexity into crisp narratives.

7. Team Leadership & Development

• Lead, develop and grow a team of 3–4 Transformation Managers, setting clear expectations and providing consistent feedback.

• Foster a collaborative environment, promoting open communication and mutual respect.

• Regularly evaluate team performance, identify development opportunities and support career progression.

• Ensure the team is equipped with the necessary resources and training to drive change and transformation effectively.

• Build succession depth and develop team members into increasingly independent, strategic operators.

What Success Looks Like:

• The organisation is aligned, calm and focused — strategy translates into execution with few surprises

• OKRs are a genuine operating system, not just a reporting exercise — they change behaviour and drive accountability.

• Transformation is seen as enabling the organisation, not policing it.

• Change lands well — people understand why, what’s expected, and feel supported through transitions.

• The COO is fully informed and confident in execution without needing to chase for updates.

• Decisions are made faster with better data, clearer framing and reduced cross‑functional friction.

• ProblemShared runs on a smooth, reliable delivery rhythm that scales as the business grows.

What We're Looking For:

Experience & Background

• Proven experience in transformation, strategy, planning, change management or business operations, ideally within a scaling organisation.

• Demonstrable experience facilitating strategic planning and running an OKR process across multiple functions.

• Strong data and analytical skills — comfortable collecting, interpreting and visualising data to support strategic decisions.

• Proven track record of leading and developing high‑performing teams.

• Experience working in or alongside healthcare, health technology, or regulated environments is advantageous but not essential.

Skills & Competencies

• Exceptional strategic thinking — able to translate ambiguous direction into clear plans and drive bold ambition beyond incremental change.

• Outstanding communicator — able to distil complexity into concise, actionable narratives for all audiences including board level.

• Structured and process‑driven, with the ability to build frameworks that others can follow and trust.

• Trusted and credible senior stakeholder partner — able to build strong relationships with SLT, influence across functions and navigate complex organisational dynamics.

• Calm under pressure; models structured decision‑making even in fast‑moving or ambiguous situations.

• Collaborative by instinct — builds trust across clinical and operational functions and acts as a genuine integrator.

What we offer you

• Excellent salary

• A reward package that recognises contribution, performance and impact

• Company Pension Scheme

• 30 days annual leave + public holidays + the option to buy and sell additional leave, & extended leave options such as sabbatical leave

• Private health insurance

• Blue Light card / discounts

• Enhanced family friendly policies

• Flexible working

• All company events and in‑person team meet ups

• Access to a range of wellbeing activities

• Access to development / training opportunities to support your career ambition

• One volunteering day per year

Our Recruitment Process and Next Steps

At ProblemShared, we see beyond just your CV. We're genuinely excited about who you are, your potential, and the unique qualities you bring to our team. We also recognise that life outside of work is important, which is why we prioritise being a flexible employer.

We're proud to be an equal opportunity and Disability Confident Committed employer and celebrate diversity and are ambitious in creating a recruitment process that allows everyone to shine and showcase their unique qualities. We offer tailored opportunities and adjustments to help each individual reach their full potential.