“Everything is time-consuming these days,” smiles Norm Ashkenas, vice-president and CCO at Robinhood Markets Inc, when asked what he spends most time on. This may be true of all chief compliance officers, but Robinhood’s rapid expansion from a U.S. financial services platform to a global organization adds layers of complexity and a learning curve.

Ruth Prickett graduated from Cambridge University with a BA hons in History and has specialized in business and finance journalism for the past 20 years. She was editor of Financial Management, the magazine...