Table of Contents

A comprehensive journey from understanding your sleep problems to building lasting solutions.

Part I

Understanding Sleep

Establish what good sleep really means and why it matters for entrepreneurs.

  • How Big of a Problem is Bad Sleep — The global sleep crisis and why entrepreneurs are hit hardest
  • What is Enough Sleep — Stanford research on optimal sleep duration and individual variation
  • Orthosomnia: Anxiety About Sleeping — When obsessing over sleep data makes your sleep worse
Part II

The Science of Sleep

The biological mechanisms that govern your rest, and how entrepreneurial life disrupts them.

  • The Hormonal Symphony of Sleep — Cortisol, melatonin, and the hormones that control your rest
  • Circadian Rhythms and Sleep Cycles — Chronotypes (Lion, Bear, Wolf, Dolphin) and designing your schedule around biology
  • Age-Related Behaviors and Sleep — How sleep needs change in your 30s, 40s, and beyond
  • Alzheimer's and Sleep — The link between chronic sleep deprivation and cognitive decline
Part III

Lifestyle and Habits

How your daily choices, from food to relationships, shape your sleep quality.

  • Entrepreneurship and Sleep — Interviews with founders on fundraising stress, decision fatigue, and sleepless nights
  • Finding Your Optimal Sleep Strategy — Strategic napping, jet lag management, and building your personal sleep protocol
  • Food and Sleep — Caffeine timing, alcohol protocols, sugar, and why meal timing matters more than what you eat
  • Over-Training and Sleep — How your gym routine may be causing 4am wake-ups, and how to fix it
  • Attention Span and Sleep — Screen addiction, dopamine loops, and their hidden impact on sleep quality
  • Hobbies and Sleep — Why non-work activities are essential for winding down the founder brain
  • Work Trips and Sleep — Managing sleep across time zones and hotel rooms
  • Relationships, Dating and Sleep — How partnerships affect rest, and why sleeping separately might help
Part IV

Mental Strategies

Techniques for calming the entrepreneurial mind and building sustainable sleep habits.

  • Stress is Internal and External — CBT-I and separating the stress you create from the stress you receive
  • Worry and Sleep — Breaking the nighttime worry cycle that keeps entrepreneurs awake
  • Meditation and Sleep — Practical meditation approaches that don't require 30 minutes of stillness
  • Wind-Down Routine — Building a 30-minute pre-sleep ritual that signals your brain to rest
  • Calming the Racing Mind at 5AM — The Mental Bouncer Technique and other tools for early-morning insomnia
  • When to Stay in Bed — The 5am decision: when it's worth staying vs. when to get up
  • Celebrating Sleep Wins — Building momentum by recognizing progress
Part V

Your Sleep Toolkit

Practical tools, gadgets, and resources to optimize your sleep environment.

  • When to See Sleep Specialists — How to know when self-help isn't enough
  • Creating the Ideal Sleep Space — Temperature, darkness, air quality, and the $50 setup that beats expensive tech
  • What Position to Sleep On — Pillow alignment, mattress choice, and sleep ergonomics
  • Eight Sleep — Temperature-controlled mattresses and whether the investment is worth it
  • Athlytic and Sleep Tracking — Using wearables to understand your sleep patterns without obsessing
  • Sleep Masks and Ear Plugs — Research-backed budget tools for blocking light and noise
Part VI

The Road Ahead

Looking forward to emerging research and maintaining your sleep gains long-term.

  • Emerging Sleep Research — Maintaining your sleep gains and looking forward

Coming April 9th, 2026

Get notified when Sleep Again launches.