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Outbyte PC Repair FREEClear out junk files and repair common Windows errorsFree Scan →Outbyte Driver Updater FREEFix the driver behind crashes, sound loss and screen glitchesFind Drivers →Simon Cockerill has left OSB Group after nearly eight years, according to Mortgage Solutions. He was head of intermediary sales at the time of his departure. The trade publication reported the news on 1 October 2026.
What happened to Simon Cockerill at OSB Group?
Mortgage Solutions reported that Cockerill had left the group after nearly eight years. It said he joined as head of sales, overseeing Kent Reliance and InterBay Commercial, and became head of intermediary sales development three years later. His final reported role was head of intermediary sales.
Mortgage Solutions attributed this statement to Cockerill’s LinkedIn post:
“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.”
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“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.”
The original LinkedIn post was not independently available in the reporting reviewed; the quotation and account of his departure are therefore attributed to Mortgage Solutions.
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Who is taking over intermediary sales?
Mortgage Solutions reported that Emily Hollands was promoted to group head of intermediary sales and distribution. Its report does not explicitly identify Hollands as Cockerill’s direct replacement, so that should not be assumed from the promotion alone.
How does the departure fit with OSB’s other leadership changes?
The report also said incoming chief executive Enrique Alvarez Labiano was expected to join at the end of 2026, succeeding retiring CEO Andy Golding. These are separate leadership developments; the report does not say the CEO transition caused Cockerill’s departure.
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Mortgage Solutions also cited OSB Group’s most recent results at the time: £2.3bn in first-half originations, up 10% year on year. That figure is secondary-source reporting and is not necessary to explain Cockerill’s departure.
Independent reader supportYour contribution helps us test, update, and keep practical guides available for everyone.What is confirmed—and what remains unclear?
The available account establishes that Cockerill left OSB after nearly eight years and gives his reported career progression and final role. It does not state why he left, what he plans to do next, or whether Hollands was formally appointed to replace him. Mortgage Solutions published and updated its report on 1 October 2026; titles and leadership plans may have changed since then.
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