Alex Wilcox Cheek

Head of Design at SigFig

Alex Wilcox Cheek is the current Head of Design at SigFig. Alex has been in this role since March 2021 and has been with SigFig for a total of 1 year and 5 months. Prior to working at SigFig, Alex was the Senior Group Director at LearnVest from December 2017 to March 2021. In this role, Alex led design and strategy for Northwestern Mutual's digital platforms, financial products, and services. Alex also spearheaded the digital transformation for the parent company, integrating tools, workflows, and products for financial advisors. Alex was responsible for exploring new initiatives, aligning existing work to a unified direction, delivery of new products and services, and design team management and growth. Alex brought together dozens of teams across Northwestern Mutual to collectively shape an integrated and collaborative reinvention of the company.

Alex Wilcox Cheek graduated from Carnegie Mellon University with a degree in School of Design and a minor in English. Alex then went on to earn their MBA from Yale School of Management. After working in the corporate world for a few years, they decided to return to their roots in design and pursue a career in design thinking. Alex currently teaches at the Rochester Institute of Technology.

Their manager is Mike Sha, Co-Founder & CEO. Alex Wilcox Cheek works with Samir Salvi - Chief Financial Officer, Austin Heap - Chief Information Security Officer, and Aaron Gubin - VP Product, Managed Accounts & Trading Operations.


  • Head of Design

    Current role

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