Inside an Agency Growth Mastermind w/ Jon Tsourakis

"Our philosophy at Digital Mastermind, an agency leadership group, is that a rising tide lifts all boats." –– Jon Tsourakis, Owner, Digital Mastermind Group

The agency landscape is extremely competitive across most verticals - some might prefer to gatekeep insights around best practices and growth levers to maintain an edge. That’s not the case at all for today’s guest, Jon Tsourakis. 

Jon is a long-time agency owner, entrepreneur, and a steadfast believer in the power of peer knowledge. As the owner of an agency leadership group, Jon knows that the secret sauce to success is sharing what works, what doesn’t, and how to navigate typical agency scaling challenges.

Jon joins The Deep Specialization Podcast to share everything he’s learned as an agency owner and while running the Digital Mastermind Group. This peer leadership association brings over a hundred agency owners together for support, learning, and knowledge-sharing.

Having run an agency since 2009, Jon knows a thing (or ten!) about running shop. His agency, Oyova, works with companies that earn between 2-50 million in revenue and offer web development and digital marketing services.

So what’s Jon’s secret to agency success? Get comfortable with being uncomfortable, stretch your limits, and do it within a carefully selected niche.

Here are the topics Jon and Corey cover in this episode:

  • The benefits of peer groups like Digital Mastermind.
  • Typical challenges agency leaders face from toxic employees to verticalization challenges.
  • Jon’s journey as a website agency founder and major milestones.
  • Jon’s approach to outbound and inbound, as well as the secrets to unlocking client budgets.

Here are some actionable key takeaways for agency founders:

  • Smaller agencies can make faster bets on innovation, and larger agencies can learn from that.
  • There’s power in sharing what works for your agency and what doesn’t; rising tides lift all boats.
  • You can scale talent through partnerships, it doesn’t always need to be through hiring.
  • People can sniff AI outreach a mile away, so make sure you write with intention.

The resources mentioned in this episode are:

- Connect with Jon on Linkedin Here
- Learn about Digital Mastermind Here
- Check out Jon’s firm Oyova Here

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