Osprey Flight Solutions secures investment from Level Equity

Arrowpoint Advisory’s TMT sector team has advised Osprey Flight Solutions, a global leader in aviation risk management, on its investment from Level Equity, a prominent technology growth capital firm, based in New York.

Founded in 2017, Osprey Flight Solutions has rapidly become a global leader in aviation risk management by combining advanced data analytics, proprietary technology, and expert insight to deliver the industry’s first truly predictive and dynamic risk platform. Osprey addresses the critical challenge of managing ever-evolving threats and disruptions to air operations, replacing outdated, assumption-based models with real-time, data-driven intelligence. Its comprehensive product suite provides instant situational awareness, regulatory compliance support, and predictive risk assessments for every stage of flight operations. Osprey previously received investment from 24Haymarket (a UK-based growth equity and venture capital investment firm) and a number of angel investors.

Trusted by a client base that includes leading global airlines, business and charter operators, cargo operators, governments, and insurers—such as easyJet, KLM, Virgin Atlantic, and Singapore Airlines—Osprey has experienced rapid growth, with over 500% growth in contracted revenue since the start of 2022.

This investment marks a significant milestone in Osprey's journey and will propel the company's ambitious growth and innovation strategy.

Level Equity’s investment in Osprey will play a critical role in accelerating Osprey's groundbreaking work, including the continued development and integration of generative AI technologies to support clients across the aviation industry. Level Equity brings a wealth of experience in the risk management sector, and there are clear synergies between Osprey and other companies within its portfolio. This partnership will further enhance Osprey’s ability to deliver industry-leading solutions and expand its international presence.

Andrew Nicholson, CEO at Osprey Flight Solutions, said: “Thank you to the Arrowpoint Advisory team for all your support. I would choose you guys again, every time. Your professionalism, experience and knowledge have been invaluable.”

Paul Tselentis, CEO at 24Haymarket, said: “The Arrowpoint team worked tirelessly, from initial preparation through to completion, in constructing a process which first identified Level Equity as Osprey’s ideal partner to support its next stage of growth and then ensured that the transaction was completed effectively.  Arrowpoint were meticulous throughout, providing thoughtful, objective advice whilst always having the various stakeholders’ interests at the centre of their focus. We were delighted with the outcome and I very much look forward to engaging with them again in future.”

Charles Chen, Partner at Level Equity, added: “Working with the Arrowpoint team on this transaction has been a real pleasure. I greatly valued the seamless collaboration and the professionalism your entire team brought to every step of the process.”

Richard Fetterman, Managing Director at Arrowpoint Advisory, stated: “We are very pleased to have advised the Osprey shareholders on their investment from Level Equity. This transaction demonstrates the appeal of high-quality subscription-led data businesses and represents yet another compelling credential for our mid-market team in this space.”

Joe Barnett, Director at Arrowpoint Advisory in the TMT team, concluded: “Osprey is a standout business. Andrew and the team at Osprey have built a remarkable and differentiated business, with the support and backing of 24Haymarket. This marks a fascinating new chapter for Osprey – in Level Equity they’ve found an exciting partner for the business’s future growth. We look forward to seeing Osprey flourish and we’re delighted to have supported the team along the way.”

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