LEADERSHIP LIFTOFF
See Clearly. Align Fully.
Move Fast.
A strategic advisory experience designed to help founders and CEOs identify leadership gaps, clarify roles, and build a scalable structure for growth.
Leadership Liftoff
helps you step out of reactive decision-making and into intentional leadership design.
It is a focused, trust-building system that decentralizes decision making so
the CEO can lead again – confidently and immediately.
Through a targeted diagnostic and alignment sprint,
you'll uncover what's slowing growth and implement the tools to lift it.
WE WORK WITH YOU TO:
- Identify leadership gaps holding your business back
- Define clear roles and responsibilities across your team
- Map out the right structure for your next stage of growth
- Determine whether you need a fractional executive, full-time hire, or internal shift
Is Leadership Liftoff Right For
You?
This is designed for founders and leadership teams who are:
- Growing quickly but feeling operational strain
- Unsure what role to hire next (COO, Chief of Staff, etc.)
- Carrying too much decision-making themselves
- Experiencing team confusion or lack of accountability
- Unclear or competing priorities
- Projects without traction
- Too many meetings, not enough movement
These are signs of leadership drag.
They can be fixed quickly with the right clarity and structure.
Leadership Liftoff works as a standalone engagement or as the first step towards a Fractional Leader.
Combine
Leadership Liftoff + Wingman
and save.
Get full diagnostics and immediate implementation.
What You Walk Away With
Double U
Leadership Liftoff
In a focused 2-24 week sprint:
- A clear leadership structure aligned to your growth stage
- Defined roles, responsibilities, and accountability
- Alignment across your leadership team
- A prioritized hiring roadmap
- Clarity on whether to bring in a fractional leader or full-time executive
- Identified opportunities to reduce dependency using the DEPEND framework - Decisions, Escalation, Priorities, Energy, Network and Data.
- A more scalable, less founder-dependent business model
This is where clarity turns into action
Your Deliverables Include:
Six-Part Flight Plan Diagnostic
Working Genius Team Map
DEPEND Diagnostic
Decision Aviator
Leadership Flight Map
Values Vetter
These aren’t theoretical reports.
They are practical tools you’ll use immediately and consistently.
How It
Works
See It Clearly
Diagnose where friction exists and where performance is leaking.
Get Everyone Aligned
Reconnect your leadership team around shared values, direction, and measurable priorities.
Leave with a clear Leadership Flight Map — ownership, redesigned leadership, and next steps that build fast momentum.
What We Do Inside The Engagement
Our Six-Part Flight Plan Diagnostic
Leadership
Marketing
Sales
Product/Services
Operations & People
Strategy
Includes 1:1 interviews to assess current state and desired future state.
Working Genius Team Map
Individual assessments + full team mapping
Improves hiring, productivity, morale, and meeting effectiveness
Helps leaders understand each other’s energy, gifts, and frustrations
DEPEND Diagnostic
Identify opportunities to reduce dependency.
Set goals that remove the bottlenecks.
Decisions
Escalation
Priorities
- Energy
- Network
- Data
Values Vetter
- This is a custom AI tool built for you and your team to use and edit
Turns values into observable behaviors
Clarifies expectations and accountability
Supports aligned performance conversations
Decision Aviator
- This is a custom AI tool built for you and your team to use and edit
- Enables fast, values-based decision making
- Increases confidence at every level
- Integrates strategy, Working Genius, and a materiality/reversibility framework
Leadership Flight Map
Your final roadmap summarizing:
KPIs
Priorities
Accountabilities
Clear next steps
CEO Coaching
- Six month of 1:1 coaching meetings with Jamie
Choose
Choose the Level of Clarity You Need
See It
Clearly
Leadership Clarity Session
- Get clear on what’s actually holding your business back.
- We identify leadership gaps, pressure points, and what role or structure you need next.
- Ideal for founders & CEOs asking: “Why is my business stuck?” or “Who should I hire next?”
Investment Starting At:
$9,000
Fixed Fee
90-minute CEO deep dive
DEPEND assessment - identifying the dependency gaps across decisions, escalation, priorities, energy, network and data
Al-enabled six-part snapshot
CEO Working Genius assessment
2-page Leadership Flight Map
Investment Starting At:
$9,000
Fixed Fee
Full
Liftoff
Leadership Liftoff Program
A focused engagement to design your leadership structure, define roles, and map your hiring plan so your business can scale with clarity and accountability.
Best for businesses ready to build a scalable leadership team and clear organizational structure.
Investment Starting At:
$26,000
Fixed Fee
Full
Liftoff
CEO + senior leader 1:1 interviews
DEPEND assessment - identifying the dependency gaps and actions required across decisions, escalation, priorities, energy, network and data
Full six-part Flight Plan diagnostic + workshops
Full leadership Working Genius team mapping
6-8 page roadmap and plan
Decision Aviator - custom AI tool and framework designed for you and your team’s decision making
Values Vetter - custom AI tool and framework designed for you and your team’s decision making
1:1 CEO coaching for 6 months
Investment Starting At:
$26,000
Fixed Fee
Hybrid
Path
Fractional Leadership Support
Once your structure is clear, we help you bring it to life – matching you with the right fractional leader (COO, Chief of Staff, CMO, etc.) to execute and drive results.
For companies ready to bring in a fractional executive to lead operations, people, or growth.
Investment Starting At:
+ Wingman Engagement
Hybrid
Path
A Plan - Leadership Liftoff: a trust-building system that redesigns leadership
An executive team member that drives outcome
An accelerated onboarding and a business that is set up for scale and growth
Investment Starting At:
$24,000
+ Wingman Engagement
Why Leadership Liftoff Works
for Growing Businesses
- Proven frameworks for scaling leadership and operations
- Human-first leadership strategy built for real teams - not theory
- AI-supported insights to identify leadership gaps and inefficiencies
- Practical tools to improve accountability, structure, and execution
- Led by an experienced fractional leader who has built and scaled teams firsthand
Designed for growing businesses that need leadership clarity, structure, and a plan to scale.
You Deserve To Lead With Clarity Again
- Focus your time where it drives the most impact
- Lead with clarity and confidence – not constant friction
- Step away from the business without everything stalling
- Fall back in love with what you built
This starts with clarity on your leadership structure, roles, and what your business actually needs next to scale.
In one click, understand what’s holding your business back.
WINGMAN WEBINAR
Join The Next Session
On The First Wednesday Of The Month
When projects stall or your team looks to you for every answer, this is how you stop feeling trapped.
Not Ready Yet? Stay Connected.
Join the Wingman Weekly Newsletter for practical leadership insights on AI, connection, and the future of work. Stay inspired while you prepare to grow with more clarity and less chaos.
FAQs
What is Leadership Liftoff?
Leadership Liftoff is the fastest way to get leadership clarity.
It helps you:
• Understand where and why you’re blocked
• Identify the leadership you actually need
• Make decisions with confidence
• Set the right expectations for growth
• Align your team and priorities
You receive deliverables within the first week and full clarity in 2–24 weeks.
Most clients start with Leadership Liftoff before hiring a Fractional Leader. It pairs perfectly with Fractional Leadership or stands strong on its own.
How do I know what leadership role to hire next?
If you’re unsure whether you need a COO, Chief of Staff, or another leadership role, Leadership Liftoff helps you assess your current structure, identify gaps, and determine the right hire based on your growth stage and business needs.
Is Leadership Liftoff better than hiring a consultant?
Leadership Liftoff is different from traditional consulting. Instead of ongoing advisory without clear direction, it’s a focused engagement that delivers a defined leadership structure, clear roles, and a practical plan you can implement immediately.
How long until we see results?
We use the MODEL → MIMIC → MASTER → MULTIPLY framework for onboarding and growth.
This compresses ramp-up time dramatically – Fractional Leaders often become effective faster than full-time hires.
Leadership Liftoff (2–24 weeks)
• Immediate deliverables inside the first week
• Full clarity, decisions, and direction within 2–8 weeks
Fractional Leaders (2–8+ weeks)
MODEL → MIMIC (Weeks 1–6)
Your Fractional Leader learns your business. You feel relief early. When you buy back your time, you get the energy and focus the business has been missing – an immediate ROI.
MIMIC → MASTER (Weeks 2–8+)
Your Fractional Leader takes ownership of decisions, people, and systems. Your workload drops. Then – using cumulative experience – they strengthen the business and the role.
MULTIPLY (Quarter 2+)
Your Fractional Leader expands impact: systems, reporting, team performance, capacity, and scalability.