Kaylie Boogaerts

Director of People

Kaylie Boogaerts is the Director of People at Checkly, where she is responsible for everything related to people, talent and culture.

Kaylie has been working as the People Lead in remote-first startups since 2016, and most of that time, she was a People-team-of-one. The challenge of working as a team of one has pushed her to create pragmatic and efficient processes that allow her to focus on initiatives that have the most significant impact.

With her work at Checkly and thanks to the company’s dedication to a fully remote and transparent culture, she’s had multiple accolades in the past years, such as “The Leading Remote-First Company” award at the Running Remote 2022 Flexible Workplace Awards and “Most Engaged and Inclusive Hiring Process” and “Setting up for Success Onboarding Process” honors at the 2023 Shift People Awards.

As an advocate for remote work, Kaylie also consults and mentors other startup founders to increase productivity, reduce stress and get more from their remote teams.

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