Stop Being the Bottleneck
Weekly implementation workshops and peer mastermind support. 90-day initial commitment.
Founding Members commit to an initial 90-day implementation period to build momentum and achieve early wins. After the initial 90 days, membership continues month-to-month.
Apply for the Fall 2026 Contractor Leadership Board Founding Cohort
The Founding Cohort is a 90-day implementation program designed for contractors with fewer than 20 employees who want to improve communication, streamline operations, save time, and build stronger systems. Applications are now being accepted for Fall 2026. The application process begins with a short survey followed by a discovery conversation.
THE REALITY
The Cost of Wearing Every Hat
You started this business to build something lasting. But right now, it feels like the business is running you. You're carrying more weight than any one leader should have to carry.
The Reactive Trap
Your days are spent constantly putting out fires instead of planning ahead. Growth stalls when you're stuck in survival mode and unable to focus on the bigger picture.
The Bottleneck
Every decision, approval, and problem goes through you. Your team is constantly waiting on your input, which ultimately limits what your business can safely handle.
The Tech Gap
You know AI and better systems are out there, but finding the time to figure them out feels impossible when your daily bandwidth is already maxed out.
THE OPERATOR'S TRAP
You didn't start a business to work 80-hour weeks.
But without reliable systems, every problem, every decision, and every delay eventually leads back to you.
THE PIVOT
From Skilled Contractor to Intentional Leader
Transitioning from operator to owner means stepping out of the day-to-day chaos. It requires a fundamental shift in how you build, manage, and scale your business.
Reclaiming Your Time
Stop being the primary bottleneck. Build operations that run smoothly whether you are on the job site or not.
Better, Scalable Systems
Implement practical frameworks and standardized processes to eliminate repetitive tasks and errors that eat your margins.
Unshakable Confidence
Gain the clarity to make high-level decisions, price for profit, and lead a team that takes true ownership.
HOW WE WORK
The Framework
Our weekly rhythm is designed for implementation, not just theory. We combine high-level strategy with hands-on tool building to get you out of the weeds and into the pilot's seat.
90-Minute Rhythm
Alternating weekly between high-level strategic discussions and hands-on skills workshops.
Experimentation First
We test practical AI applications and operational systems in the real world, sharing what actually works.
Shared Toolkit
Access to our growing repository of prompts, standard operating procedures, and hiring flows.
Actionable Output
Walk away every week with a specific improvement ready to deploy in your operations.
AI Prompt Library for Contractors
Automated Hiring Flow
Weekly Operational Dashboard
The Ideal Member
Who Belongs Here
Who This Is For
- Small contractor businesses (1–20 employees) in specialty trades.
- Owners ready to transition from skilled contractor to intentional leader.
- Leaders with a growth mindset, willing to learn and collaborate.
- Those open to experimenting with practical AI and better systems.
Who This Is NOT For
- People looking for "done-for-you" consulting magic.
- Owners who are afraid to experiment or change how things are done.
- Those avoiding responsibility for improving their own business.
- People unwilling to dedicate 1–2 hours weekly to implementation.
Who We Work Best With
The Contractor Leadership Board™ is built for hands-on owners of small, specialized contractor businesses.
The Contractor Leadership Board is intentionally designed for businesses with fewer than 20 employees, allowing us to provide practical guidance tailored to the unique challenges small contractors face every day.
THE FOUNDER
Strategy first. Technology second.
About Sherry Kotvis, MS, CAIO
Why I Created The Contractor Leadership Board
I've worked across education, technology, and AI strategy and partnered with contractors implementing practical AI solutions. I created this Board specifically for the small business leader. I saw a real gap while working with larger contractors. Even those with big budgets are struggling, so I asked myself 'just imagine how the smaller contractor must feel.' That's when I realized I needed to lend my expertise to small contractors exclusively.
My Mission
I help contractors adopt practical tools, workflows, and systems that save time and reduce overwhelm—so owners can grow their businesses without sacrificing life outside work.
The Challenges I See
Many contractors face similar operational problems that block growth and add stress.
- Too much administrative work
- Communication breakdowns between the field and office
- Processes that depend on one person
- Not enough time to learn and implement new technology
- Owners wearing too many hats while trying to grow the business
That's why I created The Contractor Leadership Board. I help contractors adopt practical tools, workflows, and systems that save time without adding complexity.
- Credentials
- Certified Chief AI Officer (CAIO) — International Association of Chief AI Officers (July 2024)
- AI Certification in Real Estate (July 2023)
- MS in Instructional Technology — National University
- Certified SCORE Alumni (U.S. Small Business Administration)
- Speaking & workshops across AZ and nationally
How the Application Process Works
We intentionally keep this group small to ensure every member receives meaningful support and has the opportunity to contribute.
Step 1: Apply
Complete a short questionnaire so we can learn more about your business, your current challenges, and what you hope to achieve.
Estimated time: 5 minutes.
Step 2: Let's Talk
If it looks like we may be a good fit, we'll schedule a brief phone conversation.
This isn't a sales pitch.
It's simply an opportunity for both of us to determine whether The Contractor Leadership Board is the right fit for your goals, experience level, and business needs.
Estimated time: 20–30 minutes.
Step 3: Invitation to Join
If we're a good fit, you'll receive an invitation to join the next available Contractor Leadership Board cohort and begin implementing practical systems that help you save time and lead with greater confidence.
Why Join the Interest List Now?
The contractors who adapt first often gain the biggest advantage.
Technology is changing how contractors communicate, schedule work, manage information, and serve customers.
By joining the interest list today, you'll gain early access to practical strategies, leadership insights, workshops, and future opportunities designed specifically for small contractors.
Benefits of Joining the Interest List
- Receive contractor-focused AI and operational efficiency insights
- Learn practical ways to save time and reduce administrative workload
- Get invited to future workshops and leadership events
- Access resources designed specifically for contractors with fewer than 20 employees
- Receive updates about future Contractor Leadership Board opportunities
Join the Contractor Leadership Board Interest List
We're building a community for small contractors who want to save time, improve communication, streamline operations, and lead with greater confidence.
- Early access to future cohorts
- Invitations to contractor-focused workshops
- Practical AI implementation ideas
- Leadership resources for small contractors
- Updates on future founding member opportunities
No spam. Only important updates about new cohorts and resources.
Exclusive Founding Member Invitation
Join a Focused Cohort of Contractor Leaders Driving Real Growth
Structured weekly implementation workshops combine with a tight-knit peer mastermind to turn strategy into measurable growth. Members receive actionable playbooks, accountability checkpoints, and direct feedback from fellow contractor owners to accelerate revenue, margins, and leadership capacity.
Welcome to The Contractor Leadership Board™ — a peer-driven implementation program for contractor owners committed to scaling with clarity, rhythm, and shared expertise.
Application takes 3 minutes • No obligation to apply
Founding Board Capacity
Limited Seats Available- Weekly implementation workshops with clear deliverables
- Peer mastermind sessions focused on accountability and problem-solving
- Actionable playbooks, KPI tracking, and leadership coaching
Limited to growth-minded contractor owners. This initial cohort is designed to create replicable systems and early wins that scale.
Commitment: "Founding Members commit to an initial 90-day implementation period to build momentum and achieve early wins. After the initial 90 days, membership continues month-to-month."
Pricing: "Founding Member Rate: Special Rates Limited to the first that take action. Weekly implementation workshops and peer mastermind support. 90-day initial commitment."
How the Application Process Works
- Step 1: Complete a short application survey.
- Step 2: Participate in a brief discovery conversation so we can better understand your business, goals, and challenges.
- Step 3: Qualified applicants receive an invitation to participate in the Fall 2026 Founding Cohort.
This is not a sales process.
The purpose is to ensure the program is a good fit for everyone involved.
CLARITY BEFORE YOU COMMIT
Common Questions
Join our Founding Board for weekly implementation workshops and peer mastermind support to help you apply what you learn and build momentum in your business.
What is the expected time commitment?
We recommend dedicating 1-2 hours weekly. This includes our 90-minute alternating board discussions and workshops, plus a little time to implement what we discuss in your own business. Weekly implementation workshops and peer mastermind support help you apply what you learn.
Do I need to be an AI expert or tech-savvy?
Not at all. No expertise is required. We focus on practical, everyday tools and experiment together. If you're willing to learn and keep a growth mindset, you're ready for this board.
Are there any long-term contracts?
Founding Members commit to an initial 90-day implementation period to build momentum and achieve early wins. After the initial 90 days, membership continues month-to-month.
Is this just done-for-you consulting?
No. This is a collaborative Founding Board. We provide the framework, tools, and peer support, but you remain the leader of your business, choosing and implementing what works best for you.
What does it cost and who is this for?
Founding Member Rate is Discounted and Limited to select contractor owners. Weekly implementation workshops and peer mastermind support. 90-day initial commitment.
Still Deciding?
You don't have to have it all figured out.
Most of the contractors we speak with know they need better systems, better communication, and more time—they're just not sure where to begin.
The application process is simply the first conversation. If you're curious about what's possible for your business, start with the questionnaire. Together, we'll determine whether this is the right next step.
Not Ready Yet?
Most contractors who join our interest list are looking for better systems, better communication, and more time. The interest list is simply a way to stay connected, receive valuable resources, and learn about future opportunities as we continue building the Contractor Leadership Board. There's no obligation and no sales pressure.
No time for a weekly Mastermind + Workshops?
Ask Us about our Customized AI Assessment, 1:1 Coaching and Done for You Solutions.
Helping Contractor Owners transition from skilled tradesmen to intentional business leaders.
© 2026 The Contractor Leadership Board™. A subsidiary of SK2 AI Solutions, LLC of All rights reserved.