[00:00:00] Quick Montage (Growth, Grit, Vision, Revenue, Meaning of 1440)

[00:00:36] Intro: Why 1440 is Different

[00:01:48] Revenue Numbers and Profitability

[00:02:24] How They Funded Without Venture Capital

[00:04:48] How Big Can an Email Newsletter Get?

[00:05:15] Why They Ignored Advice to “Go Niche”

[00:06:09] 1440’s Thesis: Inch-Deep, Mile-Wide for the Intellectually Curious

[00:08:24] Tim’s Previous Startup: When in Rome (Failure Story)

[00:11:15] Lessons on Unit Economics and Why When in Rome Failed

[00:15:09] Why Email Newsletters Are Such Great Businesses

[00:16:03] Inspirations: Sam Parr, Morning Brew, and the Hustle

[00:18:45] Launching to 78 Friends and Family

[00:20:06] Early Product Market Fit Signals

[00:21:45] Feedback: Why They Removed Pictures from the Newsletter

[00:24:00] Hiring Timeline: When They Brought in Their First Editor

[00:25:48] Drew’s Grit: Waking Up at 4AM to Write

[00:26:51] First $100K in Revenue: Growth Strategy and Milestones

[00:29:15] Current Growth: 300K Subscribers/Month, 50% Retention

[00:31:39] Economics: Revenue Per Email Open

[00:32:06] Comparing Broad vs. Niche Newsletter Strategies

[00:35:33] Why 1440 Focused on One Product (Until Now)

[00:39:00] Scaling Discipline: Lessons from Private Equity

[00:42:09] No Layoffs, High Revenue per Employee, Control Through Bootstrapping

[00:43:30] New Product Launch: Knowledge Platform (Topics)

[00:46:57] The Vision: Human-Curated Knowledge vs AI

[00:49:30] Meaning Behind the Name "1440"

[00:49:48] Closing Thanks

[00:00:00] Introduction
[00:00:45] Early Adoption of Generative AI & GitHub Copilot
[00:01:30] Discovering How Code Comments Improve AI Suggestions
[00:02:33] Skepticism About AI Hype & Fear of Being Left Behind
[00:04:03] Seeing a YouTube Tutorial That Unlocked Building a RAG Agent
[00:05:06] Building His First Agent in One Week (and Feeling “Bad at AI”)
[00:07:03] From 1 Agent to 4 Agents, Focusing on Small Single-Purpose Tools
[00:08:15] Live Business Use Case: The “Mutual Intro” AI Agent
[00:09:45] Benefits of Ranking Contacts & Saving Significant Human Time
[00:11:15] Attempt to Build a Large, All-In-One Agent & Its Failures
[00:14:03] Compounding Error With Multi-Step AI Workflows
[00:16:57] Conclusion: Why Single-Purpose Agents Work Better
[00:18:18] Expanding Into LinkedIn Sales Nav & Automated DMs
[00:19:48] N8n as the Core Platform (Open-Source Alternative to Zapier/Make)
[00:21:09] Future Vision & “Agent That Builds Agents” Dream
[00:21:45] Potential for Buying Businesses & Training Their Teams on AI
[00:22:21] “SaaS Is Dead” – Emphasis on Highly Customized AI Tools
[00:23:51] Possibility of an AI Course or Accelerator for Nontechnical Builders
[00:25:12] How Nontechnical People Often Adopt AI Faster Than Engineers
[00:26:33] Who Should Reach Out About AI (Sales/Support/Small Agencies)
[00:27:36] Adam’s Email & Looking Toward Future Products/Services
[00:28:12] Andrew’s Wish for an AI-Generated First Draft from Transcripts
[00:28:45] Adam’s 4-Step Method for Summarizing Calls & Extracting Stories
[00:30:27] Closing Remarks & Plan to Continue Updates Based on Audience Feedback

[00:00:00] Intro & Evolving Work Relationship
[00:01:03] Balancing Andrew’s Creative Side vs. Business Demands
[00:02:06] Integrating Different Approaches from Teammates
[00:02:33] Identifying and Staying in Your “Zone of Genius”
[00:04:03] Tasks That Energize vs. Tasks That Drain
[00:05:06] Struggle With First Drafts & Delegation
[00:06:09] Committing to Genius vs. Excellence
[00:07:12] “Heroing” & Taking 100% Responsibility
[00:09:36] Asking for Help Without Overburdening Others
[00:12:18] Intermittent Fasting & Energy Management
[00:13:57] Drive to Prove Oneself & Self-Awareness
[00:17:06] Pinpointing Andrew’s True Strengths
[00:19:03] Jesse’s “Themed” Workdays & Finding Balance
[00:24:00] Considering Bigger Moves: M&A vs. New Startups
[00:29:18] AI Opportunities & How to Experiment Quickly
[00:32:15] Jesse’s Investment Approach & Personal Finances
[00:38:00] Shifting Mindset From Scarcity to Abundance
[00:40:09] “Die With Zero” & Rethinking Spending
[00:44:09] Wrapping Up & Final Reflections

In this episode: how we launched our newsletter, Bootstrapped Giants.

Presented by: Superhuman, the email app that gets us to inbox zero fast, helps us sell more and enables us to collaborate.

Time stamps:
[00:01:03] Why start the Bootstrapped Giants podcast?
[00:01:26] Can you introduce yourself briefly?
[00:04:03] Should we use clickbait titles?
[00:05:06] How do you handle self-doubt?
[00:09:36] Would you refund disappointed sponsors?
[00:13:03] What's the human element in business?
[00:17:33] What's the Bootstrap Giants business model?
[00:20:24] How much revenue from ads?
[00:24:27] What is your growth strategy?
[00:27:45] Why is private equity better?
[00:30:36] Should we explore private equity more?
[00:34:21] How does Gateway X support companies?
[00:44:06] How did GrowthAssistant start?
[00:46:12] Has GrowthAssistant's vision changed?
[00:52:03] How did this Twitter Live work?
[00:52:30] Should we do private meetings publicly?

We recorded 4 episodes and Andrew hasn't posted 1. Why not?