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Taking a vacation doesn't have to mean asking for chaos—or worse, an angry client email at 2 A.M. In this episode, I sit down with Alyssa, a brand and web designer who is as committed to unplugged jungle-lodge living as she is to her thriving design business.
→ Share this episode on social or leave a review to be entered to win the SEO giveaway! Winner announced Oct. 13 on @theordinarybusiness Instagram.
→ Sign up for the summit: https://www.theordinarybusiness.com
→ Grab a replay pass: https://theordinarybusiness.com/tickets
Together, we swap stories and get real about setting boundaries, prepping clients, and actually clocking out without fear of missing out (or coming home to a disaster zone).
If you’re the kind of business owner who loves travel almost as much as a well-organized inbox, you’ll love this chat. I break down how Alyssa preps her clients (spoiler: it’s not with a fire drill), why she’s okay losing the occasional inquiry in exchange for actual freedom, and how she’s built a business that lets her enjoy life—without hustling on hotel Wi-Fi. Think of this as your permission slip to finally use those vacation days, guilt-free.
→ Sign up for the summit: https://www.theordinarybusiness.com
→ Grab a replay pass: https://theordinarybusiness.com/tickets
Key Takeaways:
Communicate time off early and often so clients never feel blindsided (and you never worry about surprise “emergencies”).
Build in buffer days before and after trips, so you can ease into vacation mode—and back to work—without burnout.
Accept that missing out on the occasional fast-moving client is a fair trade for actually living your life (and your best vacation selfie).
This podcast is for business owners who are tired of hustle culture and want relatable, honest conversations about running a sustainable business that actually works for their life.
By Jess Freeman5
1414 ratings
Taking a vacation doesn't have to mean asking for chaos—or worse, an angry client email at 2 A.M. In this episode, I sit down with Alyssa, a brand and web designer who is as committed to unplugged jungle-lodge living as she is to her thriving design business.
→ Share this episode on social or leave a review to be entered to win the SEO giveaway! Winner announced Oct. 13 on @theordinarybusiness Instagram.
→ Sign up for the summit: https://www.theordinarybusiness.com
→ Grab a replay pass: https://theordinarybusiness.com/tickets
Together, we swap stories and get real about setting boundaries, prepping clients, and actually clocking out without fear of missing out (or coming home to a disaster zone).
If you’re the kind of business owner who loves travel almost as much as a well-organized inbox, you’ll love this chat. I break down how Alyssa preps her clients (spoiler: it’s not with a fire drill), why she’s okay losing the occasional inquiry in exchange for actual freedom, and how she’s built a business that lets her enjoy life—without hustling on hotel Wi-Fi. Think of this as your permission slip to finally use those vacation days, guilt-free.
→ Sign up for the summit: https://www.theordinarybusiness.com
→ Grab a replay pass: https://theordinarybusiness.com/tickets
Key Takeaways:
Communicate time off early and often so clients never feel blindsided (and you never worry about surprise “emergencies”).
Build in buffer days before and after trips, so you can ease into vacation mode—and back to work—without burnout.
Accept that missing out on the occasional fast-moving client is a fair trade for actually living your life (and your best vacation selfie).
This podcast is for business owners who are tired of hustle culture and want relatable, honest conversations about running a sustainable business that actually works for their life.

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