Annalisa Checchi brings the commercial instincts of a senior in-house lawyer to businesses that need clear, strategic legal advice — without the cost or complexity of a large firm.
With over a decade of experience working as an in-house lawyer across a range of industries — including technology, media, professional services, and consumer brands — Annalisa has developed a deep understanding of how businesses actually work. She has sat at the boardroom table, navigated high-stakes negotiations, and supported leadership teams through periods of significant growth and change. That experience shapes everything she does.
What sets Annalisa apart is her ability to combine the strategic thinking of a seasoned in-house counsel with the flexibility and responsiveness of an independent adviser. She takes the time to understand each business properly — its goals, its appetite for risk, and the pressures its leaders are facing — and delivers practical, commercially-minded advice that moves things forward rather than creating obstacles.
Her work spans the full range of day-to-day and strategic legal needs: drafting and negotiating commercial contracts, managing risk, advising on governance and compliance, supporting fundraising and corporate transactions, and providing the kind of trusted, ongoing legal partnership that growing businesses rarely find outside of a large in-house team.
Annalisa works primarily with scale-ups, founder-led businesses, and leadership teams who are ready to take their next step but need a legal adviser who can keep pace with them. She offers the quality and judgement of a senior in-house lawyer — without the overhead.

Senior-level legal thinking means more than knowing the rules — it means understanding the bigger picture, applying sound judgement, and knowing when the law serves your goals and when it doesn't. Annalisa brings over a decade of in-house experience to every matter, having navigated complex negotiations, high-stakes decisions, and periods of significant organisational change. That depth of experience means clients receive advice shaped by real-world context, not just the letter of the law.
Practical, proportionate advice starts with understanding the pressures your business is actually facing — the deals you need to close, the risks worth managing, and the ones that aren't worth losing sleep over. Annalisa's approach is to help clients move forward, not to create obstacles or introduce unnecessary legal complexity. The goal is always advice that fits your business, your timeline, and your appetite for risk.
Every engagement is structured around what works for the client — whether that's ongoing support, project-based advice, or something in between. There are no junior handoffs, no unnecessary layers: you work directly with Annalisa, every time. She adapts to your pace, your priorities, and the way your business actually operates.
These three principles aren't just a framework — they reflect the way Annalisa approaches every client relationship. Whether she is advising on a complex transaction or helping a leadership team think through an everyday legal question, her aim is always the same: to be the kind of trusted legal partner that growing businesses deserve but rarely find outside a large in-house team.