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How to build a brand people actually believe in 🫗 | Rob Smith (Arrowtown)

When the big guys fake it, authenticity wins

📺 Watch the full episode on Substack or 🎧 listen now on Apple Podcasts, Spotify, and YouTube

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Most brands try to fake authenticity, but Rob Smith built his on it.

Rob and his brother James didn’t have a background in drinks, big investors, or industry connections. What they had was a gap year discovery in New Zealand, a real problem to solve, and the drive to figure it out.

The result? Arrowtown: a challenger drinks brand that’s carving its own path against industry giants. That’s proof that a brand with purpose, built on values and sustainability, can carve out its place.

🔗 Find Rob on LinkedIn



Takeaways from Rob’s episode

1️⃣ Authenticity is your unfair advantage

Big brands spend millions trying to fake what independent founders have naturally: a real story and genuine passion. Lean into it.

2️⃣ Persistence opens doors

It took Rob and his brother years of knocking before major retailers took them seriously. The lesson? Keep showing up.

3️⃣ Outsource what slows you down

Instead of building a factory, they partnered with manufacturers so they could focus on growth and sales.

4️⃣ Sustainability is more than a buzzword

Consumers want brands that actually care. Arrowtown ties its mission to removing plastic from the ocean, giving buyers a reason to choose them over bigger players.

5️⃣ Learn from those ahead of you

Rob used LinkedIn to connect with founders in the space, getting advice that saved him from costly mistakes. Never be afraid to ask.


📖 Rob’s book recommendations

How to Win Friends and Influence People by Dale Carnegie — A timeless classic on building relationships, communication, and winning people over. Rob swears by its principles and even used one to land a wholesaler deal.

The Obstacle is the Way by Ryan Holiday — A deep dive into Stoic philosophy and how challenges can be opportunities in disguise. Perfect for founders who need to develop resilience and long-term thinking.


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In this episode we cover:

00:00 Introduction to Rob Smith

02:13 A Trip to Arrowtown

05:24 Navigating the Beverage Industry

08:55 Overcoming Challenges During COVID-19

10:38 Rebranding and Legal Challenges

13:17 Sustainability and Purpose-Driven Business

15:46 Funding and Growth Strategies

18:12 Scaling Up and Distribution

22:20 Competing with Industry Giants

29:01 The Dynamics of a Family Business

32:14 Learning From Peers

35:37 Rob's Books Recommendations

36:45 The Power of Listening

37:42 Resilience and Stoicism in Business

40:35 The Journey of Sacrifice

42:27 Finding Balance in Chaos


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