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Caveday

Live, guided deep-work sessions with peer accountability and expert facilitation

Community
Be more productive, +2
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Caveday offers daily, facilitated “Cave” sessions, small-group Zoom rooms where you share goals, focus on deep work, and celebrate progress together. You’ll join hourly sprints, intentional break cycles, and structured planning workshops designed to build lasting focus habits. Our approach combines science-backed techniques like body doubling and Pomodoro rhythms with social connection, making work both productive and energizing.

In the Circle community, you’ll access on-demand tools: Solo Caves, inspiring talks, and digital planning resources available 24/7 for solo focus bursts. Peer-led check-ins and themed cohorts ensure you tackle real-world projects, from thesis writing to product launches. Monthly “Ask Our Guides” office hours and goal-setting events keep you accountable and supported at every step.

Outcomes

  • Sustain daily deep-work habits
  • Eliminate distractions with guided sessions
  • Celebrate milestones through peer check-ins
  • Build resilient focus and flow skills

What's included?

  • Live Deep-Work “Caves”

    Facilitated focus sessions offered nearly 20 hours per day.

  • Weekly Planning Workshops

    Structured sessions to prioritize tasks and reflect on progress.

  • On-Demand Focus Tools

    Solo Caves, micro-talks, and planning templates available around the clock.

  • Peer Support Forums

    Private Circle channels for accountability, resource sharing, and troubleshooting.

  • “Ask Our Guides” Office Hours

    Regular live Q&A calls with experienced Cave Guides.

Who is this for?

  • Professionals and students struggling with distraction
  • Neurodiverse and ADHD individuals seeking structured body-doubling
  • Creatives and knowledge workers craving sustainable focus rituals

About the creator

Jeremy Redleaf picture

Jeremy Redleaf

Co-Founder & Chief Experience Officer | Deep-Work Community Architect

I’m Jeremy Redleaf, co-founder of Caveday, where alongside Molly Sonsteng and Jake Kahana we’ve reimagined focus for the modern world. Drawing on our backgrounds in product design, behavioral science, and community building, we developed “The Cave” m...

Caveday | Circle Discover