{"type":"rich","version":"1.0","provider_name":"Transistor","provider_url":"https://transistor.fm","author_name":"Forward Thinking Founders","title":"970 - Using your Voice To Complete Complex Workflows On Your Computer w/ Connor Waslo (Caddy)","html":"","width":"100%","height":180,"duration":2184,"description":"Mat Sherman catches up with Connor Waslo, co-founder/CEO of Caddy, a desktop voice interface that keeps you in flow by turning spoken intent into real work across tools like Linear, Slack, Calendar, Gmail, and Notion. Connor shares the origin story with cofounder Rajiv, hard pivots, and craft standards for their private beta. They compare SF’s tech gravity with New York, reflect on learnings from Loom through acquisition, and talk about how YC’s time pressure reshapes execution from September to Demo Day. You’ll hear concrete use cases—function-key capture, automatic screenshots and tickets, calendar creation—plus takes on context, tone, and why video + AI is earlier, better, and scarier than most realize. They close with founder routines, community, and a billboard-ready reminder: who you work with matters most.\nTime Stamps:\n00:00 Introduction and Backstory: How Mat and Connor First Met  \n01:05 What Caddy Is and How It Works  \n03:15 The Origin Story: Loom Pain Points, Prototypes, and Pivot Hell  \n05:41 Lessons From Loom and Transitioning to Founder Life  \n08:25 Moving to SF for Y Combinator  \n09:53 SF vs. NYC: Tech Density and Culture  \n12:49 Inside YC: Speed, Pressure, and Company-Building  \n15:12 Building in a Fast-Moving AI World  \n16:59 Current Use Cases, Private Beta, and Product Direction  \n19:52 Long-Term Vision: Context, Tone, and the Future of Work  \n26:07 What’s Emerging in SF: AI Video and New Frontiers  \n28:15 A Day in the Life of a YC Founder  \n32:05 Launch Plans: Waitlist, Beta Access, and Community  \n34:00 The Billboard Question: Connor’s Final Message  \n36:08 Closing Thoughts","thumbnail_url":"https://img.transistorcdn.com/n90skvHZnWkXuUwHIWy-5PiFO75GvJFgDeTivSWX__E/rs:fill:0:0:1/w:400/h:400/q:60/mb:500000/aHR0cHM6Ly9pbWct/dXBsb2FkLXByb2R1/Y3Rpb24udHJhbnNp/c3Rvci5mbS9zaG93/LzU3MzYvMTY2MjY3/NzQ4Mi1hcnR3b3Jr/LmpwZw.webp","thumbnail_width":300,"thumbnail_height":300}