He joined the firm as head of sales, overseeing Kent Reliance and InterBay Commercial, before becoming head of intermediary sales development three years later.
In a statement on LinkedIn, Cockerill (pictured) said: “After nearly eight years with OSB Group, I’m reflecting on what has been an incredible period of development both professionally and personally. I’m proud of how much we achieved together during those eight years. I’ve had the opportunity to learn, grow, take on new challenges, work alongside some incredible award-winning teams and people and be part of a business that continued to evolve and grow.
“Thank you, OSB Group, for an incredible eight years. I’ll take away a huge amount from the experience, many great memories and, most importantly, many fantastic relationships.”
OSB Group recently announced changes to its senior team, with Emily Hollands promoted to group head of intermediary sales and distribution.
Its incoming CEO, Enrique Alvarez Labiano, joined the business on 1 September, taking over from Andy Golding, who retired at the end of August.
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The group’s most recent financial results showed a 10% year-on-year increase in originations for the first half of the year, totalling £2.3bn.
