Zach Benson turned a background in breakdancing into a career built around travel, networking, and growing brands on social media. When Zach Benson sat down with Sean Kelly on the Digital Social Hour, he walked through how he learned to travel the world efficiently and how that same resourcefulness carried over into building his business.
The conversation ranges from bartering for press and hotel stays to the strategy behind growing accounts on Instagram and LinkedIn, giving listeners a mix of travel stories and real marketing tactics.
About Zach Benson
Zach Benson is the founder of Assistagram, an agency focused on Instagram growth strategy for entrepreneurs and brands. Before building the company, he spent years as a breakdancer, an experience he says shaped the discipline and networking instincts he later applied to travel and business.
Benson has built a reputation around travel hacking, describing methods for securing upgraded flights, luxury accommodations, and press opportunities through negotiation and relationship-building rather than simply paying full price. He continues to speak about networking, growth strategy, and the connections between his travel experience and his approach to business.
What Zach Benson and Sean Kelly Talked About
- How Zach Benson describes learning to negotiate flights, hotels, and experiences through travel hacking
- His account of bartering for free press and what that opened up for his career
- What growing up in Iowa taught him before he started traveling the world
- How networking led him to speaking gigs and higher-profile clients, in his telling
- His approach to growing accounts on Instagram and LinkedIn through Assistagram
- How he thinks about equity deals as an alternative to standard client contracts
- The people and experiences he credits as major influences on his path
- What's next on his travel and business radar as he keeps building
Why This Conversation Matters
Zach Benson's conversation with Sean Kelly blends unconventional travel stories with concrete social media growth strategy, making it useful for anyone curious about either world. His travel-hacking and negotiation tactics are drawn from his own experience and are worth treating as one entrepreneur's playbook rather than a guaranteed formula.
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About Sean Kelly & the Digital Social Hour
Sean Kelly is an entrepreneur and the host of the Digital Social Hour, one of the fastest-growing interview podcasts in the world, where he sits down with entrepreneurs, athletes, creators, and cultural voices for candid, long-form conversations. The show draws over 100 million views a month across platforms. Explore more guest features on SeanKelly.io.
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