SixSides

We're going to the Games - SixSides is the official app of the World Police and Fire Games Perth 2027. Read the announcement

Podcast

69: How we are multitasking while bootstrapping our SaaS startup

June 23, 202662:05

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

Chapters

  • (00:00) - Intro and the multiple balls problem
  • (03:08) - Breaking priorities into action plans with ChatGPT
  • (03:56) - The new SixSides marketing plan
  • (10:24) - Mapping the road to $1.5m
  • (12:45) - Why onboarding is becoming a bottleneck
  • (17:47) - Mr Worldwide and the next big opportunity
  • (21:13) - App redesign and improving team workflows
  • (27:43) - Gavin’s painful sales mistake
  • (39:48) - Missing out on the Startup World Cup
  • (49:57) - Moving from MySQL to Postgres for offline mode

In this episode, we cover:

  • 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

Got questions or topics you want us to cover? Email us at journey@sixsides.co

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