Executive Onboarding Success System (EOSS)
Accelerate your impact. Lead with clarity. Build trust from day one.
The Executive Onboarding Success System (EOSS) is a proven framework for helping senior leaders deliver results, build trust, and elevate team performance from day one.
Want to see it in action? Download the Executive Onboarding Success System Field Guide and get practical tools, prompts, and the full onboarding dashboard template to accelerate your success.
We’ve supported executives onboarding into Fortune 1000 companies, growth-stage ventures, and mission-driven organizations—and we’ve seen firsthand that the first 90–180 days shape a leader’s trajectory for years to come.
Get the Executive Onboarding Field Guide
This powerful resource brings the system to life. Inside, you'll find a proven onboarding dashboard, executive-level prompts, and a practical structure to deliver results, build trust, and accelerate your impact from Day One.
Onboarding is Strategy in Disguise
Most organizations underestimate the stakes of onboarding. But your first 6–9 months determine your long-term success.
According to Forbes and the Executive Conference Board,
40% of executives fail within 18 months of starting a new role.
And those who succeed don’t just “hit the ground running”—they do it strategically.
EOSS Gives You a Clear Path to Accelerated Success
The Executive Onboarding Success System (EOSS) isn’t orientation. It’s a structured leadership activation process that:
- Sharpens your strategic focus
- Aligns expectations with your boss and board
- Builds fast trust with your team and key stakeholders
- Helps you quickly understand the culture, politics, and pressure points
- Supports stronger decisions from day one
It’s not theory. It’s a tested method drawn from 25+ years of coaching senior leaders through complex transitions.
Executive Onboarding Is the Ideal Time for Coaching That Accelerates Performance
Most onboarding resources give executives a checklist or framework. What’s often missing is expert partnership to help them apply it in real time.
That’s where EOSS is different. This isn’t a passive toolkit—it’s a strategic coaching engagement designed to help senior leaders accelerate performance, build trust, and deliver early wins that shape how they’re perceived.
Using the EOSS framework as the foundation, I work alongside you to:
- Clarify your leadership vision and strategic priorities
- Build alignment with your boss, team, and peers
- Navigate unseen power dynamics and cultural cues.
- Stay grounded, focused, and confident while building momentum
The result? You don’t just adapt to the role—you define it.
Here’s the EOSS Map
A clear, actionable framework to help you onboard faster, lead sooner, and drive meaningful value.
The Executive Onboarding Success System helps you focus, build trust, and accelerate value creation—starting day one.
Download the EOSS Field Guide
Your go-to resource for leading powerfully from day one.
This 40+ page guide offers:
- The full EOSS framework and structure
- Tools to clarify expectations, develop relationships, and build your team
- A customizable onboarding dashboard to track your success
- Key reflection questions and planning prompts.
You’ll also get access to future upgrades and tools.
Hear from Leaders We've Supported
Stuart Brown
CFO
I first worked with David over fifteen years ago, and I continue to benefit from our initial engagement. At that time, I was an aspiring CFO without a clear sense of the leadership traits required, and I was not entirely confident I had what it would take to succeed. I have hired David to support me in onboarding and shore up my leadership for every new opportunity I have taken on because he always helps me get off on the right foot, establish early wins, and build critical alignment with my new boss, my team, and key stakeholders. I now find myself in my third CFO seat with increasing complexity and job scope - the kind of role I had always aspired for with an outstanding Fortune 1000 company.
Jim Murphy
CEO
I hired David Craig to support me in onboarding into my first CEO role. Through my work with him, I gained crystal clarity about the direction for my firm and realized the real power a heartfelt vision has in driving results. I was also able to affect my team on a whole other level. All of this has enabled me to have the authentic, courageous conversations necessary to set up steady growth of our firm for years to come. While I had some leadership chops before my work with David, he is truly a sage, and I grew more as a visionary leader in our nine months together than I had over the past ten years combined. The benefit I gained has continued to deepen, and I am indebted to David for his outstanding support to ensure my success in my new seat. If you are looking to get off to a fast start in your new executive role, I highly recommend you talk to David.
Kelly Sia
CEO
When I stepped into my first CFO role at Curriculum Associates, I asked David to support my onboarding. I had worked with him previously while serving as SVP of Finance at Iron Mountain, and I knew he could help me accelerate my impact. Not only did David help me navigate the transition with clarity and confidence, but he also supported me in transforming the finance team—from one struggling with credibility to a high-performing group trusted by the business. That foundation was instrumental to my growth, and today I’m proud to serve as the company's CEO.
Let's Explore the Possibilities
Learn how EOSS and executive coaching can help you set the foundation for a successful tenure—and beyond.
We’ll explore your current onboarding experience and design a custom path to early wins and lasting success. There is no obligation, and our conversation is 100% confidential.