Tom Montgomery
About Tom Montgomery
Tom Montgomery is a co-founder and investor with extensive experience in digital operations and marketing. He has played significant roles in various companies, including Chubbies Shorts and Loop Returns, while advocating for humility and empathy in business practices.
Work at Loop
Tom Montgomery serves as Co-Founder at Loop Returns, a company he co-founded in 2016. His role involves overseeing the company's digital operations and leveraging technology to enhance user experience and scalability. Montgomery's experience in managing digital operations at Chubbies has informed his approach at Loop, where he focuses on solving significant user problems through innovative solutions.
Current Roles and Investments
Montgomery is actively involved in multiple organizations as an investor and advisor. He has been an investor at Rupert since 2021, at Constructor since 2021, and at Fairing since 2021. Additionally, he is a founding member at Guilds by FirstMark and has invested in Carro, Status, Toolio, ChannelApe, and JuneShine. His diverse portfolio reflects his commitment to supporting innovative companies across various sectors.
Previous Experience
Montgomery has a background in investment and advisory roles, having worked at Viralspace.ai from 2019 to 2022, where he contributed as an investor and advisor until its acquisition by Smartly.io. He also served as Chief Digital Officer at Solo Brands from 2021 to 2023, where he played a key role in the company's IPO process on the NYSE. Earlier in his career, he held positions at IDG Ventures USA and Gleacher Partners, gaining valuable insights into the investment landscape.
Education and Expertise
Montgomery studied at Stanford University, where he earned a Bachelor of Science degree in Management Science & Engineering from 2004 to 2008. His academic background provides a strong foundation for his expertise in performance marketing, brand marketing, and digital product management. He advocates for the integration of humility, empathy, connection, and mathematics in business practices, reflecting his holistic approach to leadership.
Achievements in Digital Transformation
Montgomery led the digital transformation at Chubbies, focusing on marketing, e-commerce, and data analytics. His efforts contributed to the brand's profitable growth and eventual sale for over nine figures. Additionally, he co-founded Loop Returns while managing digital operations at Chubbies, utilizing a common tech stack to enhance scalability across multiple brands.