Technology Strategy and Planning Manager

Our Technology Business Management team sits at the heart of OSB Group's technology strategy and execution. They bring together expertise in technology enabled business cases, portfolio management, risk and controls, third‑party management, IT finance, technology‑wide communications, organisational design effectiveness, coordination of cross‑functional activities, and production of management information, dashboards and formal ExCo/Board reports to enable OSB to make smart, data‑driven decisions about how we run, invest in and protect our technology landscape.

The team partners closely with the Lending, Savings, Domains and Enabling Functions Value Streams, and with Engineering, Cyber, Data, and Technology Operations supporting functions to operate and deliver a transparent, inter‑connected and value‑focused technology environment. The team also collaborates with Group functions such as HR, Finance, Risk, Legal, Operations on cross‑functional activities and to facilitate Technology inputs to group‑wide objectives and deadlines.

The Technology Strategy & Planning Manager role requires a strong understanding of IT governance frameworks and technology organisations working in agile and hybrid ways. This role is a problem‑solver and joins the dots across the technology, business unit and group functions such as Finance, HR and Risk to bring an enterprise‑wide approach to problem analysis and continuous improvement opportunities to simplify solutions and streamline ways of working.

What you will be doing:

• The Technology Strategy & Planning Manager plays a pivotal role, providing business‑IT knowledge and insights, analysis, planning and communication expertise to support and enable Technology Senior Leadership Team to develop, assess and articulate technology vision, strategies, roadmaps and options.
• Collaborating with business and technology stakeholders, the role aggregates insight across cost, value, risk, dependencies, and delivery capacity to monitor and report on outcome value realisation, acting as a trusted advisor to support Chief Information Officer and Senior Leadership Team for transparency, governance and decision‑making.
• This is a role that builds informal networks with people and works closely with Internal Communications and Technology Senior Leadership Team to provide visibility and consistency of internal communications and management information across channels such as Technology town halls, shared collaboration platforms, communities of practice, colleague interest groups and staff engagement networks.

Your responsibilities will include:

• Supporting the development and delivery of the technology strategy, vision and roadmap.
• Leading scenario modelling and options analysis to support strategic trade‑offs.
• Developing and ensuring strategic business cases align with strategic objectives and priorities.
• Acting as a trusted subject matter expert and contributor of reliable information and business‑IT insights to senior stakeholders in the business, as well as the Chief Information Officer and Senior Leadership Team.
• Tracking portfolio performance of investments and value realisation, providing clear, data‑driven insights.
• Helping leadership uplift organisational maturity, drive efficiencies and embed agile ways of working.
• Creating consistent, high‑quality management information and metrics, OKRs/KPIs and dashboards.
• Enhancing governance frameworks, ensuring clarity, accountability and decision traceability.
• Collating and aggregating data, and presenting key messages, facts and figures in clear, compelling, trust‑worthy and easy to interpret formats for Divisional, Group and Board level information and reporting for steering committees, governance forums and workshops.
• Supporting internal communications, town halls, and staff engagement opportunities.

What's in it for you:

We offer a base salary depending on experience ranging from £62,000 - £72,000 and a competitive benefits package including:

• Discretionary annual bonus opportunity of up to 15%.
• 28 days annual leave plus bank holidays.
• Access to Private Medical Insurance and Medical Cash Plan.

Do you have the skills:

• Strong demonstrable experience in an analysis, strategy or advisory role supporting large‑scale, complex organisational change.
• Experience within Financial Services or a similarly regulated environment is desirable.
• Experience in Agile frameworks and best practices, including embedding ways of working is essential.
• Demonstrable experience of influencing teams and senior leadership without direct authority, as well as the ability to translate complex information into clear messages for varied audiences.
• Advanced analytical, problem‑solving, organisational and planning skills; ability to see the bigger picture while paying attention to detail.
• Strategic thinking, business acumen and understanding of technology domains and organisational structures.
• Strong proficiency in Microsoft Office 365, with experience using SharePoint for information management, reporting, or governance artefacts considered highly desirable.

Diversity, Equity & Inclusion

Our team value spending time together in the office, typically 3 days a week to support collaboration and connection with colleagues, but we're happy to have a conversation about what flexibility might look like for you. Not sure if you meet the spec? Let us decide. Research tells us that those from marginalised groups feel like they need to meet 100% of the criteria to apply. Here at OSB, we are committed to inclusivity and understand the value different experiences and perspectives can bring, so please don't feel like you need to check every box to apply for a role internally. We champion diversity at all levels, with Board‑level Diversity Champions tracking our progress. We are proud to be signed up to the Women in Finance Charter to actively support the growth and development of senior women in our sector and are dedicated to treating all our employees and job applicants equally, opposed to discrimination on any grounds.