Challenger Limited is an ASX-listed investment management firm managing $128 billion in assets (as at 31 March 2026). Life with us is fast moving and always exciting. Together we’re driving to deliver our vision to provide our customers with financial security for a better retirement.

We achieve this goal by providing a work environment where people from diverse backgrounds, with a range of skills and experiences can contribute and succeed.

Associate Director, Strategic Transactions - Sydney - Hybrid Working

About the Opportunity

The Life Strategic Transactions team forms part of Challenger Investments division and is responsible for executing and implementing complex transactions across Challenger's investment and insurance businesses. This includes domestic and offshore reinsurance transactions, investment mandates, funding initiatives and cross-border structures

We're looking to add an Associate Director to support a growing pipeline of work across these areas, working alongside senior stakeholders to structure, negotiate and implement transactions while ensuring appropriate governance, approvals and operating models are in place.

The role offers broad exposure across Challenger's Investments and Insurance businesses and will involve working closely with Investment teams, Finance, ALM, Risk, Operations, Legal and external counterparties to deliver commercially effective and well-governed outcomes.

What you'll be doing

Key aspects of the role include:

• Supporting the execution and implementation of strategic transaction opportunities across Challenger's investment and insurance businesses

• Ensuring transactions are implemented in a commercially appropriate, efficient and risk-aware manner

• Working on domestic and offshore reinsurance transactions, funding initiatives and institutional solutions

• Implementing investment mandates across private assets, fixed income, equities, alternatives and life-risk strategies

• Structuring transaction solutions and supporting commercial and contractual negotiations

• Coordinating approvals, governance processes and transaction obligations

• Supporting the onboarding of investment managers, mandates and associated operating structures

About You

You’ll bring experience executing complex transactions in a sophisticated financial services environment, from initial structuring and negotiation through to implementation. Comfortable working through ambiguity, you can coordinate a broad range of stakeholders and deliver commercially effective outcomes within appropriate governance and risk frameworks.

You’ll be comfortable working through ambiguity, coordinating a broad stakeholder group and taking ownership from initial structuring through to implementation.

Your experience may have been gained in insurance or reinsurance, investment banking or capital markets, corporate transactions or M&A, financial services consulting or transaction advisory, or in an actuarial, investment or broader financial services organisation with significant transaction exposure.

What You’ll Bring

• Experience executing and implementing complex transactions

• Strong commercial negotiation and stakeholder management skills

• Knowledge of financial markets and investment products

• Experience working within governance frameworks, approval processes and regulated environments

• Exposure to cross-border transactions or operating structures

Why Challenger?

This role provides the opportunity to work on complex transactions that sit at the intersection of investments, insurance and capital management.

You'll gain exposure to a diverse range of transaction types, work closely with senior decision-makers across the business and take ownership of initiatives that have a direct impact on Challenger's growth agenda and operating model.

Challenger's employee value proposition guides how we work: Grow and realise your potential, supporting each other, stronger together and making things happen. Our culture encourages curiosity, considered thinking and meaningful contribution, with opportunities to build a broad and rewarding career.

We are committed to fostering a safe, inclusive and respectful workplace where people of all backgrounds, identities and ways of thinking can thrive, and promoting flexible working to support work-life balance. 

Challenger is proud to be a Workplace Gender Equality Agency (WGEA) Employer of Choice for Gender Equality, a Family Friendly Workplace and recognised as a Bronze Employer in the Australian Workplace Equality Index (AWEI), the national benchmark for LGBTQ+ workplace inclusion.

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