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Alex Hilleary

Alex Hilleary

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

alex-hilleary
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