It's Lonely At The Top
Leaders • Shaping • Legacy
Business leaders like you can feel isolated and alone, even when surrounded by peers and a skilled team. When you’re shouldering heavy responsibilities, it’s tough to scale operations or execute a lasting vision. Honestly, it’s lonely at the top.SITKA Advisory Group bridges the gap between “being stuck” and thriving. We make leader-visionaries better.SITKA = Sound Advice
Mission
Bringing Clarity, Strength, and Resonance to Business Leadership
We ignite growth through other-centered mentoring and active listening. We offer bold strategies. We empower leadership. And we crystallize clear vision. Our clients turn ambition into lasting success for their organizations and their familes.
What We Solve
Founders and leaders struggle to answer these questions:Isolation – “It’s lonely at the top. How do I thrive?”Confusion – “Where am I blind? What am I not seeing?”Growth – “How can I inspire my team to execute my vision better? What questions am I not asking?"Firefighting – “How can I let go? I’m stuck in the day-to-day.”Vision Murkiness – “Where is the end of the tunnel?”Disjointed Family & Business Economies – “What is our lasting legacy?”
The Core Problem
Approach
Our Approach: A Non-Fiduciary Advisory Board
We match you to trusted, experienced Mentor-Advisors who serve as a strategic expert advisory board to help you succeed.We partner with leadership and their family offices to close the divide between where the business is today and where it could be, and should be.Our approach provides:
Outside Perspective – Revealing blind spots and gaining strategic clarity.
Tailored Execution – Turning vision into reality with a curated action-minded team.
Trusted Unbiased Guides – Offering confidants who are experts focused solely on your success.
Personal & Business Alignment – Ensuring that the next phase of your business harmonizes with your life’s purpose.
An Executable Advisory Model
SITKA isn’t just about discussions—it’s about actionable insights and transformation. We listen to the leader-visionaries and make that vision reverberate through the organization, bringing peace.With key touch points, consisting of:
Intake Assessment & Mentor Advisor Matching – We match you with the right advisors for your stage of growth.
Offsite Kickoff Event – Hands-on, immersive leadership sessions.
Quarterly Board Sessions – High-impact, facilitated discussions (4x per year, in-person).
On-Demand Access – Building community through dedicated, private channels with your board.
Leadership Pulse Checks – Quantitative & qualitative team feedback, with metrics to gauge maturity in your team members and organization.
Vision & Identity Workshop – A deep-dive session for business & personal alignment.
Our Service Offering
Our Name
Why "SITKA"?
Picea sitchensis, the majestic Sitka spruce tree, is the gold standard for making instrument soundboards. It’s lightweight yet incredibly strong, delivering unmatched resonance, clarity, and responsiveness.And like the Sitka spruce wood that amplifies the voice of an exquisite guitar, SITKA strengthens and elevates businesses, providing the clarity and structure needed for businesses to resonate at their full potential.
What Makes SITKA Unique
You are the hero of your story—we support your journey and augment your vision.We emphasize multi-disciplinary approaches to problem-solving, integrating best practices for strategy, finance, sales, marketing, legal, technology, operations, and leadership with trusted Mentor-Advisors.We don’t just offer advice—we get to know you in order to foster transformation and embed execution into leadership teams.
Our Differentiator
Team
We are executives and entrepreneurs with over 20 years experience who have launched and led businesses to success, while navigating the ups and downs of life along the way. With expertise in sales, marketing, operations, finance, legal, and technology, we bring the expertise to help leaders thrive.
All of our Mentor-Advisors are sourced through the Work Heartily selection framework and are experts in their respective fields.
Stephen Barnes, Co-Founder
Stephen is the owner and founder of Barnes+Law, a boutique family business law and consulting firm guiding leader families, entrepreneurs, and business owners through Expansion, Succession & Protection issues for their businesses. With a generational approach to wealth, Barnes+Law strives to solve the difficult problems unique to leaders.
Jonathan Barnes, Co-Founder
Jonathan has over 20 years of leadership, strategy, team management, and successful execution of high growth plans. His experience spans all business functions and stages of business growth. He is the founder of Staffing as a Mission, a 2019 Inc. 500 company focused on Healthcare IT delivery, and in 2020 he launched Work Heartily, an executive leadership firm focused on delivering excellence for growing companies. Jonathan and his wife and their six children call Nashville home.