[Un]Churned – The No. 1 Podcast for Customer Retention

How a 5-Person Team Built 150 AI Workflows That Changed an Entire Company ft. Colin Slade (Cloudbeds)

Nov 12, 2025
Colin Slade, Senior VP of AI Strategy and Customer Success at Cloudbeds, led a nimble team that transformed a struggling post-sales operation into an AI-powered powerhouse. They developed over 150 workflows in just nine months, automating 75% of repetitive tasks and saving 7,000 hours monthly. Colin discusses the initial fears of job loss among staff, the stepwise approach for AI adoption, and the importance of team structure. He emphasizes the impact of embracing constraints for innovation and fostering a culture of fearless experimentation.
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ANECDOTE

From CS Ops To AI-First Team

  • Colin converted a small CS ops team into an AI-first unit and launched many workflows fast.
  • They began building things in days instead of weeks or months, driving early momentum.
ADVICE

Remove Fear And Make AI Invisible

  • Reassure people explicitly that AI won't replace them and offer upskilling.
  • Provide ready-made AI outputs so users can adopt with minimal prompting skills.
ADVICE

Start With Small Wins

  • Start with tiny, high-impact wins rather than overengineered projects.
  • Show value quickly so teams grasp what's possible and suggest better ideas.
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