DiscoverThe Glass SessionsLessons From Building Side Hustles with Hailey Ben-Izhak
Lessons From Building Side Hustles with Hailey Ben-Izhak

Lessons From Building Side Hustles with Hailey Ben-Izhak

Update: 2025-10-22
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Welcome back to The Glass Sessions!

This week, we’re diving into the world of side hustles with Hailey Ben-Izhak, a multi-hyphenate entrepreneur who’s turned her side projects into a full-time career.

Hailey shares what it’s really like to balance multiple ventures - from running a photo booth company to working in healthcare tech - and what she’s learned about time, energy, and focus along the way.

We cover everything from being transparent with your employer to knowing when to scale, pause, or pivot. Whether you’re dreaming about launching a side hustle or already juggling a few, this episode is full of insight on how to grow without burning out.

We discuss:

  • How to balance a side hustle with a full-time job
  • Being transparent with your employer (what to consider and why it matters)
  • Time management and setting boundaries
  • The difference between overwhelm and growth discomfort
  • How therapy, self-reflection, and community support long-term success
  • Using your professional network and personal brand to fuel growth

Timestamps:

00:00 - Side chat and what we've learned recently

9:30 - Discussion on side hustles

57:57 - Is this okay? Making a case to your manager to attend a conference


Links & Resources:

Hailey's LinkedIn: https://www.linkedin.com/in/hailey-ben-izhak/

⁠⁠⁠Detailed Show Notes⁠⁠⁠:

https://www.theglassadvisory.com/theglasssessionspodcast

⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com

Have a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

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Lessons From Building Side Hustles with Hailey Ben-Izhak

Lessons From Building Side Hustles with Hailey Ben-Izhak

The Glass Advisory