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Dipo Osikoya, employment lawyer and founder of DiscaLegal.

Dipo Osikoya

Employment lawyer and founder

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Dipo Osikoya is the founder of DiscaLegal, a modern legal advisory firm built to make employment and privacy law accessible, practical, and commercially useful for ambitious small businesses.

A highly experienced employment lawyer with a career spanning over a decade, Dipo has provided trusted legal counsel to leading international organisations in the software, energy, and financial sectors. His professional background combines deep legal knowledge with a strategic mindset, enabling him to deliver advice that’s not only technically sound but also aligned with business growth and operational realities.

Areas of expertise

  • Employment law advisory

    From performance and conduct issues to executive exits, disciplinary investigations, redundancies, and settlement negotiations.

  • Strategic HR support

    Including risk-led policy drafting, compliance reviews, and hands-on guidance for people and culture teams.

  • Senior-level counsel

    Acting as a discreet and trusted advisor to directors, founders, and C-suite professionals on complex workplace situations, sensitive internal disputes, and high-risk terminations.

  • Executive contracts

    Drafting tailored employment and retention agreements for senior professionals in fast-moving environments.

What sets Dipo apart is his ability to translate complex legal issues into clear, actionable advice. He has a sharp understanding of the realities faced by founders, startups, and scaling businesses, and brings that commercial fluency into every client relationship.

Known for his calm, solution-focused approach and commitment to responsiveness, Dipo builds long-term partnerships based on trust, clarity, and results. His clients value his ability to see around corners, anticipate risks, and work collaboratively to deliver pragmatic outcomes.

With DiscaLegal, Dipo is on a mission to redefine how legal services are delivered to SMEs, with clarity, care, and an unwavering focus on helping businesses grow.

Talk it through with Dipo

Book a no-obligation, fully confidential call to discuss your situation.

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