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Services
- Transformation SupportMost transformation programs fail not because the strategy is wrong, but because the organization lacks the infrastructure and leadership capacity to execute against it. We embed alongside your team to drive transformation from the inside.
- Fractional Chief Transformation Officer — senior leadership to own, sequence, and drive the program
- Program management across strategic and operational transformation initiatives
- Change management design and execution
- Cross-functional bottleneck identification and resolution
- Restructuring and turnaround program support
- AI Operating ModelAI adoption is ultimately an operating model problem. The companies that extract durable value from AI don't just deploy tools — they redesign how work gets done. We help leadership teams make that shift deliberately.
- AI operating model diagnostics — assess current state, identify highest-leverage opportunities
- Operating model redesign to embed AI into core workflows and decision processes
- Build vs. buy vs. partner evaluation for AI capabilities
- Change management and workforce transition planning
- AI governance and accountability structure design
- Strategic Planning & Value CreationGrowth creates complexity. Complexity without a clear strategic architecture creates drift. We help leadership teams build plans that are rigorous, actionable, and built to survive contact with execution.
- Annual and multi-year strategic planning processes
- Value creation plan development — for PE-backed companies or founder-led businesses with investor obligations
- Market analysis and competitive positioning to ground the plan in reality
- Refreshed strategic direction following a significant transaction, leadership change, or inflection point
- Initiative prioritization and resource allocation frameworks
- Integration SupportM&A value is won or lost in the hundred days after close. We help acquirers move quickly, sequence the right priorities, and protect the business while capturing the deal thesis.
- Integration planning and Day 1 readiness
- Revenue synergy identification and lock-in
- Functional integration across operations, finance, sales, and people
- Cultural integration and leadership alignment
- "Re-start" planning when initial integration execution has gone off track
- Commercial ExcellenceRevenue growth requires more than a bigger sales team. It requires a clear GTM architecture, a sales motion that matches the market, and the operational foundation to scale it consistently.
- Go-to-market strategy and channel design
- Sales force effectiveness — structure, coverage, process, and performance management
- Pricing strategy and revenue model optimization
- Customer segmentation and ideal customer profile definition
- Pipeline architecture and sales operating cadence
- Execution SupportSometimes the constraint isn't strategy — it's capacity. We provide immediate access to high-caliber, project-ready talent that can step into a defined need and drive critical work forward without a long ramp.
- Rapid deployment of senior, experienced operators into active initiatives
- Project leadership across functional areas — finance, operations, commercial, technology
- Executive-level oversight and quality control throughout the engagement
- Holistic assessment of the work and the team to design more permanent solutions — including AI-enabled workflows that reduce the long-term talent dependency
of lower and middle market companies are stalled or declining — not because of bad strategy, but because of execution gaps.
Our work with middle market operators has uncovered four common 'Fault Lines'
Operating in the middle market has never been more complex and challenging.
What's holding you back?
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THE REALITY
"We all have access to the same data, but we interpret it differently."
Misaligned Expectations
Ineffective Teaming
"Our strategy requires us doing something new —this takes more time than we have."
Capability Gaps
"The culture that got us here is different than what we need to grow."
Cultural Stagnation
"We don't comunicate well cross-functionally."
of CEOs are replaced during the hold period
HOW WE HELP OUR CLIENTS
A proprietary execution system designed for the middle market
THE FAULT LINE DIAGNOSTIC
Find out exactly where your team is getting stuck
Take our diagnostic and we'll send you a personalized scorecard showing where your team's execution gaps are most likely hiding — and what to do about them.
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Ready to find your execution gaps?
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A short, targeted assessment of your team's execution health. Fast, but built to surface the real gaps.
In 5 minutes, you'll know exactly which execution patterns are slowing your team down — and get a concrete starting point for fixing them. No pitch. Just straight answers about what's blocking progress and where to focus first
We'll send you a personalized 1-page summary of where your execution gaps are most likely hiding — and what's driving them.
A 90-minute conversation to walk through your results and talk about what it would take to close the gap.
HOW WE WORK WITH OUR CLIENTS
Our unique approach is designed to be right-sized for the middle market, flexible, and comprehensive based on your needs.
When to reach out
We're committed to working closely with you until execution is no longer the bottleneck.
Examples of how we have supported executive teams in bridging execution gaps.
Align
Moderated mission, vision, value sessions. Facilitating quarterly business reviews.
Leadership Offsites
Single-day executive sessions focused on addressing the greatest area of need.
Single-day integration kick-off sessions to align the team. Custom solutions to support achieving integration milestones.
Kickin Off an Integration
Single-day session to align company leadership and investors on strategic priorities.
Single-day execution session to map strategy, capabilities, priorities, and goal setting.
Annual Planning & Strategy
Post - Acquisition
Single-day executive transformation kick-off sessions. Custom solutions to support transformation journeys.
Launching a Transformation
Moderated mission, vision, value sessions. Facilitating quarterly business reviews.
Upskilling
Activate
Tailored coaching, development, and accountability sessions for individuals, teams, and functions to ensure progress sticks.
Advise
Custom advisory solutions to support your biggest challenges.
What our clients say about working with us
We're former strategy consultants who went in-house, ran teams, missed targets, fixed organizations, and learned what it actually takes to execute. We built Oak Cliff because we couldn't find the firm we wanted to hire.
Built by operators, for operators
Jerrod Vaughan
CO- FOUNDER & PARTNER
Former CEO and leader in Bain's Commercial Excellence practice. Passionate about serving others and partnering with operators and investors to build organizations marked by strong execution, meaningful growth, and enduring impact.
Andrew Meyer
WHO WE ARE
CO- FOUNDER & PARTNER
Former Chief Growth Officer and Head of Transformation for a national healthcare organization. Former leader in Bain's Organization and Operational Model practice. Passionate about helping others write their results story.
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