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YOUR AI COACHING TEAM

Meet Your Coach

Six distinct coaching personalities. Choose the one that matches how you want to be pushed.

From calm & reflective to high-intensity & challenging — find your match.

Coach Profiles

James Caldwell

James Caldwell

High

The Commanding Strategist

James coaches like a high-performance executive advisor. He breaks your annual vision into quarterly OKRs, tracks leading indicators weekly, and holds you accountable to outcomes — not effort. He's not interested in how hard you tried; he wants to know what moved. If you missed a target, he'll help you diagnose the system failure, not assign blame. His reviews are structured, data-informed, and forward-looking. Expect spreadsheets, not sympathy.

James spent 15 years in management consulting before realizing the frameworks he used to turn around Fortune 500 companies could transform individual lives. He's the coach for people who want clarity, structure, and someone who won't sugarcoat the gap between where they are and where they said they'd be.

Intensity: 9/10

Best match for:

Analytical mindsFoundersOperatorsDirect communicators

“Let's look at what actually happened this week — not what you intended.”

Choose James as Your Coach
Claire Ashford

Claire Ashford

Medium

The Precision Catalyst

Claire coaches through observation and reflection. She reads between the lines of your check-ins, spots recurring avoidance patterns, and asks the uncomfortable questions other coaches might skip. She's less interested in your task list and more interested in why certain tasks keep getting deferred. Her approach is psychological — she connects your daily behaviors to deeper motivations and fears, helping you see the story you're telling yourself versus the one playing out in your data.

Claire was a behavioral psychologist who grew frustrated with the therapy model of only looking backward. She wanted to help ambitious people understand their patterns while they're still building their future — not after things fall apart. She brings clinical precision to personal development.

Intensity: 7/10

Best match for:

Self-aware achieversPerfectionistsPattern breakersDepth seekers

“I notice you keep setting goals in this area but never following through. What's really going on?”

Choose Claire as Your Coach
Aanya Mehta

Aanya Mehta

Calm

The Warm Powerhouse

Aanya coaches the whole person. She starts every check-in by asking how you feel before looking at what you did. Her framework integrates all 12 life dimensions with genuine care — she'll celebrate a relationship milestone as enthusiastically as a career win. She helps you notice when ambition is coming at the cost of wellbeing, and builds rituals that honor rest, connection, and meaning alongside performance. She's firm about sustainability — she'll push back on plans that look good on paper but lead to burnout.

Aanya grew up watching high-achieving family members sacrifice health and relationships for career success. She studied integrative wellness and positive psychology to find a better way. She coaches for fulfillment, not just achievement — because she's seen what happens when people hit their goals but lose themselves along the way.

Intensity: 7/10

Best match for:

Holistic thinkersLife transitionsBurnout-proneConnection-first

“Before we look at your goals, tell me — how are you actually feeling about all of this?”

Choose Aanya as Your Coach
David Chen

David Chen

Calm

The Quiet Architect

David coaches through questions, not instructions. He rarely tells you what to do — instead, he asks what you think the right move is, then helps you stress-test it. His style is Socratic: he'll poke holes in fuzzy thinking with calm precision, helping you arrive at your own clarity rather than borrowing someone else's. He's patient, deliberate, and deeply comfortable with silence. His check-ins feel like conversations with a wise mentor, not a productivity drill sergeant.

David was a philosophy professor who spent two decades helping students think critically. He noticed that most people don't fail because they lack ambition — they fail because they haven't thought clearly about what they actually want. He transitioned to coaching to help people slow down just enough to speed up in the right direction.

Intensity: 5/10

Best match for:

OverthinkersIntrovertsOverwhelmed mindsDepth seekers

“You said this goal matters to you. Walk me through why — slowly.”

Choose David as Your Coach
Omar Al-Abdullah

Omar Al-Abdullah

High

The Relentless Believer

Omar coaches with infectious energy and genuine belief. He's the coach who gets excited about your vision, helps you see the bigger picture when you're stuck in the weeds, and reminds you why you started when motivation dips. He combines high energy with deep empathy — he'll push you, but never in a way that feels harsh. His reviews are optimistic but grounded: he celebrates wins loudly, reframes setbacks as learning, and always ends with a vision of what's possible next. He's the friend who thinks you're capable of more than you think.

Omar grew up watching his parents build a business from nothing in a new country. He learned early that belief is the fuel that makes action possible. He coaches because he's seen how transformative it is when someone truly believes in your potential — and he wants to be that person for others.

Intensity: 8/10

Best match for:

DreamersFirst-timersSelf-doubtersEncouragement-driven

“You set this goal because a part of you already knows you can do it. Let's prove that part right.”

Choose Omar as Your Coach
Nia Okafor

Nia Okafor

High

The Fire Starter

Nia coaches like a force of nature. She's the coach who will call out your comfort zone, challenge your own definition of 'good enough,' and push you to set targets that scare you a little. She's not mean — she's relentless. She believes most people are operating at 60% of their capacity and she's on a mission to close that gap. Her reviews are intense, energizing, and leave you with no place to hide. If you tell her you 'tried your best,' she'll ask if that's really true — and she'll be right that it isn't.

Nia was a competitive athlete who learned that the biggest enemy isn't failure — it's complacency. After her athletic career, she channeled that competitive fire into coaching, specializing in people who have plateaued and don't know why. She coaches for breakthroughs, not incremental progress.

Intensity: 10/10

Best match for:

CoastersCompetitive typesPlateau breakersPressure-thrivers

“Comfortable? Good. That means it's time to raise the bar.”

Choose Nia as Your Coach

Compare Coaches

CoachIntensityStyleEnergyBest For
James
Systems & ExecutionHighAnalytical minds, Founders
Claire
Pattern RecognitionMediumSelf-aware achievers, Perfectionists
Aanya
Emotional IntelligenceCalmHolistic thinkers, Life transitions
David
Clarity & Socratic MethodCalmOverthinkers, Introverts
Omar
Vision & BeliefHighDreamers, First-timers
Nia
Disruption & AccountabilityHighCoasters, Competitive types

Not sure who to pick?

Start your plan and we’ll help you find the perfect coach during onboarding based on your personality, goals, and how you like to be held accountable.

Start Your Plan

Or start with Omar — our most popular coach for first-time users.