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Alex Hilleary

Alex Hilleary

Founder, growth leader, community builder, and B2B SaaS enthusiast

Brooklyn, New York, United States
North Carolina, United States
Cleveland, Ohio, United States
Bay Area, California, United States
Washington D.C., United States
Joined July 2025

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ChartHop Team
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Summary

Alex Hilleary is an experienced entrepreneur and growth leader, co-founding Gather, an HR tech workflow software, which was later acquired by ChartHop. His expertise lies in developing Go-To-Market (GTM) strategies focused on organic growth, leveraging community, thought leadership, and SEO. webflow+1
Throughout his career at BoxCast and ChartHop, Alex has demonstrated a strong aptitude for community building and marketing. He successfully grew a blog from 10k to 72k monthly visitors at BoxCast, and at ChartHop, he launched a popular newsletter (13k+ subs), a job board (1.2m+ views), and built a community of 1k+ members, making it a top customer acquisition channel. webflow
A Venture for America (VFA) alumnus and Y Combinator (S20) participant, Alex is passionate about building and ideation in the startup ecosystem. He has actively engaged with the VFA community, even writing an article on finding co-founders for VFA Fellows, and has been involved in fundraising for his ventures. webflow+3
Alex is committed to personal productivity and managing burnout, actively using techniques like Flow Club to maintain focus and work-life balance. He intentionally plans his work sessions, focuses on single tasks, and uses exercise like running and biking to facilitate diffuse thinking and brainstorming. webflow+1
With a background in Economics and Government from Georgetown University, Alex has an interest in cities and the future of work, reflecting a broader perspective on the societal impact of his entrepreneurial endeavors. webflow+1

Work

Education

Hobbies

Enjoys running, skiing, basketball, and biking. webflow

Has a strong interest in geography and maps, enjoying walking around cities and listening to history podcasts. webflow