Executive and Life Coach

About Deep24

Deep24 is an always-on performance and accountability system for founders, executives, and high-agency individuals. We combine real behavioral data (time, focus, habits, goals) with AI and human judgment to help people change their behavior positively.

The Role

We are hiring independent contract coaches to work with founders, executives, and other high-performance individuals using the Deep24 platform.

As a Deep24 Coach, you will act as:

• A thinking partner
• An accountability enforcer
• A pattern recognizer
• A calm external nervous system

You will use Deep24’s data, tools, and AI insights to help clients:

• Make better decisions
• Follow through on priorities
• Detect avoidance and drift early
• Build sustainable performance systems across work and life

This is a high-trust, high-judgment role.

What You’ll Do

1. Coach High-Agency Clients

• Conduct 1:1 coaching sessions (30–60 min) with founders, executives, and professionals
• Help clients clarify goals across:
  • Work / company
  • Time & focus
  • Health & energy
  • Relationships
  • Identity & direction
• Push when needed, support when needed — always with intent

2. Use Deep24 as the Operating Layer

• Review behavioral data (time use, focus blocks, goal progress)
• Identify patterns, bottlenecks, and blind spots
• Translate data into clear, actionable insights
• Hold clients accountable to what they committed to

3. Collaborate with the Deep24 System

• Work alongside AI recommendations (not against them)
• Provide human judgment where AI can’t
• Flag product improvements and coaching insights to the Deep24 team

Who This Is For

You may be a fit if you are:

• Able to easily answer “why would a brash silicon valley CEO respect your opinion when you call them out?”

• Friendly and high EQ

• Ideally has real operating experience and life experience

• Comfortable working with driven, opinionated, sometimes difficult client

This is not a fit if you:

• Rely on canned frameworks or scripts
• Primarily identify as a “life coach”
• Have little experience in life

Background We Like (Not All Required)

• Was a founder or early employee at a startup
• Senior role in tech, finance, ops, product, or strategy
• Experience coaching or advising high-performers
• VC, PE, or board-adjacent experience
• Therapy or psychology training plus real-world operating experience

Compensation

• $100+ per hour, can vary upward a lot depending on background and experience
• Paid per session and async engagement
• Fully remote, flexible schedule
• Opportunity to grow into:
  • Lead coach roles
  • Specialized client tracks
  • Deeper involvement with Deep24 product development