The DOUBL Digest
At The DOUBL Digest, best friends and co-founders Bryn Davis Williams and Jess Bosman take you inside the reality of growing a brand from the ground up. From the personal shifts that come with entrepreneurship to the moments no one talks about, this podcast is about breaking down walls, sharing the wins, the setbacks, and the lessons learned along the way. Expect candid conversations on running a business, evolving as founders and friends, and navigating the in-between moments where growth really happens.
Episodes
Spring has officially arrived—and with it, new rhythms, fresh perspectives, and an in-person reunion. In this episode, Jess and Bryn catch up in Vancouver and talk through the evolving layers of entrepreneurship, from the spontaneous to the strategic.
We’re talking:
- Building connections and recognizing different types of luck
- How they’re navigating financial systems and bookkeeping
- Event strategy: finding the right balance between ...
This week, we’re taking a closer look at two things shaping the way we build right now: how we show up in front of others, and how we take care of what’s happening behind the scenes.
From influencer marketing to energy audits, we’re unpacking the balance between visibility and sustainability. We talk through shifting approaches to promotion, community-building, and growth strategy in an unpredictable climate—and what it takes to sta...
What do retail pivots, sleep hygiene, and award recognitions have in common? They’ve all been top of mind lately—and in this episode, we’re talking through every layer.
From unexpected wins to navigating the complexities of funding opportunities and international markets, we’re unpacking what growth really looks like behind the scenes. We also get into the evolving realities of retail, the challenges of hiring, and how we’re learnin...
On this week’s episode of The DOUBL Digest, Jess and Bryn discuss the realities of learning and growing within an AI-driven business, the challenges of hiring the right people, and why mentorship matters. They explore the nature of initiative, the impact of small but meaningful improvements, and how confidence plays a role in both fundraising and sports. Plus, they reflect on the balance between simplicity and ambition—whether ...
In this episode, Jess and Bryn dive into the realities of building a startup. From navigating tariffs and financial challenges to the constant evolution of product/market fit. They reflect on key milestones, share insights on funding strategies and financial scrappiness, and discuss the importance of customer feedback in shaping DOUBL. Plus, they open up about the balance between personal and professional life, the role of support ...
In our first episode of the DOUBL Digest, Jess and Bryn dive into the realities of entrepreneurship—from transitioning careers to managing the day-to-day of running a business. They explore the power of routines, productivity hacks, and balancing long-term vision with short-term execution.We’re talking:
- Career shifts and the challenges of full-time entrepreneurship
- Scheduling, routines, and strategies for staying productive
- Input ...
At The DOUBL Digest, best friends and co-founders Bryn Davis Williams and Jess Bosman take you inside the reality of growing a brand from the ground up. From the personal shifts that come with entrepreneurship to the moments no one talks about, this podcast is about breaking down walls, sharing the wins, the setbacks, and the lessons learned along the way.
Expect candid conversations on running a business, evolving as founders and f...
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