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038: From Designer to CEO: How to Manage a Team & Create Recurring Revenue in Your Design Agency

Freedom Filled Life with Bucketlist Bombshells

Release Date: 12/30/2024

Selling High-Ticket Services? This is the Marketing Strategy You Can’t Skip in 2025 show art Selling High-Ticket Services? This is the Marketing Strategy You Can’t Skip in 2025

Freedom Filled Life with Bucketlist Bombshells

Let’s be real: selling high-ticket services in 2025 requires more than just posting an IG reel or sending a cold pitch email to close new clients. If you’ve been wondering why leads (& sales!) are slow in your business but you’re not totally sure what marketing strategies you are *actually* working right now to drive leads and sales for service-based online businesses – this episode is for you!

In this episode, we’re pulling back the curtain on what’s actually working to ma

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BIG Announcement: The New Era of Bucketlist Bombshells is Here! (Behind the Scenes of Our Rebrand) show art BIG Announcement: The New Era of Bucketlist Bombshells is Here! (Behind the Scenes of Our Rebrand)

Freedom Filled Life with Bucketlist Bombshells

We’ve officially rebranded Bucketlist Bombshells, and we’re taking you behind the scenes of WHY, HOW, and WHAT this means for the next evolution of our brand and business!

After 11 years in business, tens of thousands of women served, and over $6M in revenue generated — we knew it was time for a BIG shift. 

In this week’s episode of The Freedom-Filled Life Podcast™, we’re sharing the raw, unfiltered story of our rebrand, including:

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In this episode, we’re joined by Olivia Wheeler, a former tech professional turned design agency founder, who shares her inspiring journey from solopreneur to CEO of a purpose-driven agency. After becoming a mom, Olivia shifted her priorities, leaving the tech world to build a design agency that allows her to support her family while spending quality time with them. Now, she helps other women do the same through her work and mentorship.

Olivia dives into the challenges and rewards of transitioning from designer to agency owner, exploring how she built a team, embraced delegation, and learned to manage her high-achiever mindset. She shares her approach to developing long-term client relationships and creating a recurring revenue model that brings stability and growth to her agency.

We also discuss the importance of positive company culture and setting boundaries, especially when hiring friends or working remotely. Olivia emphasizes the need for a supportive team environment that prioritizes mental health and wellness, helping everyone avoid burnout.

Olivia introduces her strategies for financial management through the Profit First model and the role mentorship has played in her business journey. She provides actionable insights on evolving from business owner to CEO, sharing how she balanced her agency’s growth with her roles as a wife and mother.

This episode is packed with practical advice for entrepreneurs who are ready to scale their business without sacrificing personal fulfillment. Tune in to learn from Olivia’s journey of building a design agency that aligns with her values, supports her family, and allows her to live out her purpose every day.





Connect with Cassie & Shay:

Programs: https://bucketlisbombshells.com/programs

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