In this episode, Mitchell and Gavin unpack the chaos of multitasking across SixSides, DealBuddi, sales, marketing, product, fitness, and life, while working through a new content strategy, a path to $1.5m, a painful sales lesson, a near-miss in the Startup World Cup, and a major technical move from MySQL to Postgres for offline event app support.

Links

• Gavin's Brisbane to Gold Coast Fundraiser
• Open Source iPhone Chatbot from Kiraa

Chapters

• (00:00) - Intro and the multiple balls problem

• Gavin’s “multiple balls problem” and how he used walks and ChatGPT to break messy priorities into clearer action plans
• The new SixSides marketing plan built around interviewing community leaders and turning those conversations into useful content
• Why SixSides may need to think more like a media company to build trust and create a sustainable pipeline
• The road to $1.5m, including founder-led sales, team-enabled sales, product-led growth, and better onboarding
• Why customer onboarding is becoming one of the most immediate bottlenecks for SixSides
• Preparing for the World Police Games and a potentially much bigger “Mr Worldwide” opportunity
• The app redesign, including handing more design implementation work over to the team
• How Mitchell is improving team workflows in Linear with clearer comments, screenshots, and before-and-after updates
• Gavin’s sales mistake with a potential charity client, and why founders need to be careful when sharing unqualified pricing material
• The “fat guy, skinny guy” sales framework for anchoring value by showing the before and after
• Why missing out on the Startup World Cup might be a useful reminder to focus on customers instead of grants and competitions
• Gavin signing up for a 100km Brisbane to Gold Coast bike ride for cancer fundraising
• Mitchell saying no to extra commitments and narrowing his focus
• Moving the SixSides database from MySQL to Postgres to support ElectricSQL and offline mode in the mobile app
• Why offline app support matters for event attendees, especially international participants without reliable mobile data
• TinyBase, Cloudflare Durable Objects, and why the team is now leaning towards Postgres and ElectricSQL
• Local AI models, Apple’s on-device AI direction, and possible future use cases for translations inside the SixSides app

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Connect with us

• SixSides: sixsides.co
• Book a call with Gavin: call.sixsides.co
• Mitchell on Bluesky: mitchdav.is
• Mitchell on LinkedIn: mitchdav
• Gavin on LinkedIn: gavintye
• Gavin on YouTube: gavintye1
• SixSides on LinkedIn: sixsides
• SixSides on X: sixsidesevents
• SixSides on Bluesky: sixsides.co
• SixSides on Youtube: sixsidesco
• SixSides on Substack: sixsides
• SixSides on Skool: Community Builders Network