Uploaded March 2026 | Updated September 2026, 3 weeks ago
David Singleton, the longtime former CTO of Stripe, has now launched Dreamer, a new consumer-focused platform to discover, build, and use AI agents and “agentic apps,” centered on a customizable personal Sidekick. David walks us through a demo of Dreamer’s dashboard, gallery, and tool integrations (e.g., Gmail, Google Search, sports data feeds), including an agent that generates a daily briefing podcast delivered to Apple Podcasts. He shows building an AI Engineer conference schedule app in ~25 minutes via natural language, with an IDE/CLI for engineers, hosting, multi-user data controls, workflows, logs, and a per-agent SQLite database. Finally, David shares security and memory approaches in agent building, plus his reflections on Tiny Team company building.
00:00 Meet David Singleton
00:31 What Is Dreamer
01:19 Sidekick And Community
02:30 Origins From Android
03:49 Homepage And Onboarding
04:36 Dashboard And Calendar Hero
06:21 Gallery And Use Cases
07:18 Tools And Integrations
08:25 Tool Builders Get Paid
09:42 Agent Studio Overview
10:49 Conference App Demo
14:33 How Sidekick Builds Apps
17:22 Hosting Sharing
18:48 Sidekick Tasks And ToDo Magic
21:55 Privacy Security And OS Model
26:40 Agent Commerce And Payments
30:19 Ski Trip App Example
32:20 Finance Tools And Curation
33:55 Stable Tool Interfaces
34:22 Partnerships And Branded Tools
35:01 Agent Lab Routing Layer
35:56 Multimodality And Subagents
36:44 Builders Publishing Tools
38:51 Debug Drawer And SDK
40:24 CLI Docs For Agents
41:47 TypeScript First Stack
43:17 Versioning And Workflow Logs
45:05 Databases And Function Introspection
46:30 Auth And Multiuser Defaults
47:50 Why Not Swap Sidekick Engine
49:28 Personalization And Memory
52:03 CEO Shift And Go To Market
53:24 Tiny Teams With Agents
55:36 Community Agent Shoutouts
57:08 Hiring For Agent Workflows
59:14 What LLMs Still Lack
01:03:01 Wrap Up
David Singleton, the longtime former CTO of Stripe, has now launched Dreamer, a new consumer-focused platform to discover, build, and use AI agents and “agentic apps,” centered on a customizable personal Sidekick. David walks us through a demo of Dreamer’s dashboard, gallery, and tool integrations (e.g., Gmail, Google Search, sports data feeds), including an agent that generates a daily briefing podcast delivered to Apple Podcasts. He shows building an AI Engineer conference schedule app in ~25 minutes via natural language, with an IDE/CLI for engineers, hosting, multi-user data controls, workflows, logs, and a per-agent SQLite database. Finally, David shares security and memory approaches in agent building, plus his reflections on Tiny Team company building.
00:00 Meet David Singleton
00:31 What Is Dreamer
01:19 Sidekick And Community
02:30 Origins From Android
03:49 Homepage And Onboarding
04:36 Dashboard And Calendar Hero
06:21 Gallery And Use Cases
07:18 Tools And Integrations
08:25 Tool Builders Get Paid
09:42 Agent Studio Overview
10:49 Conference App Demo
14:33 How Sidekick Builds Apps
17:22 Hosting Sharing
18:48 Sidekick Tasks And ToDo Magic
21:55 Privacy Security And OS Model
26:40 Agent Commerce And Payments
30:19 Ski Trip App Example
32:20 Finance Tools And Curation
33:55 Stable Tool Interfaces
34:22 Partnerships And Branded Tools
35:01 Agent Lab Routing Layer
35:56 Multimodality And Subagents
36:44 Builders Publishing Tools
38:51 Debug Drawer And SDK
40:24 CLI Docs For Agents
41:47 TypeScript First Stack
43:17 Versioning And Workflow Logs
45:05 Databases And Function Introspection
46:30 Auth And Multiuser Defaults
47:50 Why Not Swap Sidekick Engine
49:28 Personalization And Memory
52:03 CEO Shift And Go To Market
53:24 Tiny Teams With Agents
55:36 Community Agent Shoutouts
57:08 Hiring For Agent Workflows
59:14 What LLMs Still Lack
01:03:01 Wrap Up
