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Ali is a private client lawyer and the firm’s Responsible Business partner.

Private Client advice

Ali provides clear, practical advice to individual, families and trustees of complex trusts.  She focuses on life-time wealth and asset structuring and also estate planning.  

Her focus is on ensuring structures and plans are the right fit for the family, will not cause disputes in the future, and tax efficiency.  Her approach is technical, collaborative and empathetic.  Her clients are both UK resident and non-UK resident and she is experienced at working with non-UK lawyers to pull together a clear plan for her clients.

Ali is a qualified mediator and deploys her mediation skills for the benefit of her clients in managing multi-party matters efficiently and collaboratively.

Ali qualified as a solicitor in 2008.

Responsible business work

Ali is the firm’s Responsible Business partner and works with and reports to the Management Board on growing the firm's broad positive impact.  She works on three key areas: our pro bono output (providing free legal advice to vulnerable clients), our community impact (our work with charities) and our carbon emissions (our route to net zero).

Memberships & Accolades

Ali is recognised as a Next Generation Partner by the Legal 500 (Personal Tax, Trusts and Probate).

Ali qualified as a mediator at Regent's College and is a Civil Mediation Council member. She achieved a distinction in a counselling course at Birkbeck University.

Testimonials

"Alexandra Hollingshead: Good ability to assimilate a large amount of detail for any particular client. Very thorough and not afraid of asking penetrating questions or making bold statements in furtherance of her clients' interests." (Legal 500 2025)

Alexandra is recognised as a key lawyer for Personal Tax, Trusts and Probate in the Legal 500 2022 Guide. 

"Alexandra Hollingshead stands out for being very hands-on and user friendly." (Legal 500 2022)

“Hard working… helpful and well targeted advice” – longstanding client and CEO of a large UK family office, June 2018

"Perceptive and engaged" – leading commercial mediator Ali worked with in August 2017

"Your suggestions and assessments were continually spot on" – leading mediator Ali worked with in December 2017

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