The four were formerly colleagues at Ladbrokes, with careers at the bookmaker stretching back as far as 2000.
Harris, for example, began his gambling industry career in 2000 at Ladbrokes, where he undertook several different roles over a 17-year tenure, culminating in business applications architect.
Since 2017 he has taken on roles with SG Digital, software developer Code Factory Group, African betting group KingMakers and software firm Xiatech.
Meanwhile, Cassell’s gambling industry background also comes from Ladbrokes, where he took on various roles between 2009 and 2017, culminating in the role of director of trading technology, project management and business analysis.
He then undertook roles including CIO at financial services firm Moneycorp, director of product engineering for Paddy Power Betfair and managing director of shared platforms for Flutter UK and Ireland.
D’Ancona also spent five years working at Ladbrokes, where he became head of channel management between 2009 and 2011.Later in his career, he became SVP of product development at SG Digital and chief operating officer of KingMakers, before becoming a partner at Circle Squared.
Finally, Sherman was previously analysis manager for trading systems at Ladbrokes, until 2015.
He went on to become a product owner at tech firm Grand Parade, which was acquired by William Hill in 2016. Sherman was then a consultant for William Hill before becoming CPO at Code Factory Group in 2018.
He was also the technical lead for the launch of Caesars’ mobile sportsbook across multiple US states, according to Circle Squared.
Now, the four said they have joined forces under the Circle Squared consultancy to create a team greater than the sum of its parts.
“Deciding to work together as Circle Squared was a no-brainer; I’ve known these guys for a long time and really like working with them,” said Harris.
“And, even more importantly, I know that when we combine our different experience and skills, we offer much more to the industry as a team than as four separate individuals. There’s real strength in our collective.”
Cassell added: “I’ve been involved in so many industry projects – big and small – so I know how much time and energy can be wasted if the approach is not right.
“We set up Circle Squared because we know things don’t have to be like that and that our direct experience means we can help deliver impactful change where it is most needed.”