S2 - Episode #2: Kaylie Boogaerts - Director of People - Checkly

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About Kaylie:

Kaylie Boogaerts is a remote culture and processes Consultant with over 5 years of experience in people and culture in remote-first companies. As the Director of People at Checkly, she leads a team of 31 people across 13 countries, and alongside this consults with startups to help them attract their first hires and set them up for success.

Synopsis:

In this episode, Kaylie discusses onboarding in start-ups, from setting up profiles and access to tools and compliance training to establishing office hours and boundaries. She emphasises the importance of breaking down larger goals or projects into smaller, manageable chunks that new hires can quickly contribute towards and setting expectations early on to create a safe and supportive environment.

Key Takeaways: 

  • Learn about Kaylie’s onboarding template for new employees, which comprises: a high-level overview of the new employee’s role, details of their manager and allocation of onboarding buddy, a clear overview of expectations and a list of the mandatory documentation/handbooks to go through as well as details about the employee’s pay.

  • Understand why breaking down tasks and goals into smaller, manageable tasks so new hires can quickly contribute to projects is important.

  • Get insight into how to manage more senior engineers by trying to give them a more challenging task or project within the 1-3 months to keep them engaged and motivated.

  • Discuss the importance of new joiners having access to accounts and knowing where to go to find updates and details of company events on their first day.

  • Find out why a good start-up onboarding strategy should be intentional and well thought through, including the setting up profiles and access to tools, compliance training, and establishing office hours and boundaries.

  • Learn how to create a safe and supportive work environment where failure is accepted.


Episode Outline:

[01:16] Meet Kaylie

[02:26] Why is onboarding so important?

[05:14] Kaylie’s onboarding strategies for company success

[13:40] The process of onboarding new hires: Kaylie top 3 steps

[23:06] How to enable your new hires to add value to the company

[23:27] For engineers, allocate their first coding task on day 1

[28:20] How to ensure you provide your employees with the right environment for work

[33:17] The most important aspects of onboarding

[36:22] Kaylee’s top three pieces of advice for you

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S2 - Episode #3: Daniel Paulus - Director of Engineering - Checkly

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S2 - Episode #1: Mirza Beširović - Group Product Manager - Dixa