Reshaping Transformation Consulting
OtterBear Enterprises is a boutique advisory firm that helps organizations and leaders navigate transformative change. Whether you're restructuring business practices, adopting new technologies, or taking on a new role, we partner with you for each idea and decision along the way. Our approach emphasizes clear communication and alignment, ensuring dots are connected and wrong turns are avoided in order to enable sustainable business and personal growth.

Serving the Entire Organization
For Companies
We partner with organizations of 5-5000 employees to navigate mission-critical initiatives. Our hands-on expertise and proven methodologies minimize risk and maximize success across digital transformations and other high-stakes changes.
For Teams
Transform your team's effectiveness through expert guidance in change management, workflow and activity optimization, and organizational growth. We provide practical frameworks and actionable strategies to help your team adapt, collaborate, and thrive in evolving business environments.
For Individuals
Accelerate your professional growth through personalized executive and leadership coaching. We work one-on-one to enhance your capabilities, develop strategic thinking, and build the skills needed to advance your career and achieve meaningful results.

We simplify the process of navigating change and growth, reducing stress and uncertainty as we guide you along clear paths of advancement.

Transformation Pathfinding:
Your Guide to Success
OtterBear offers a modern consulting methodology called "Transformation Pathfinding," guiding clients from uncertainty to clarity.
Unlike traditional consulting that (re)applies existing frameworks to familiar challenges, Transformation Pathfinding is most useful when the destination is clear but the path is less certain.
Through collaborative, embedded advisory services, we help transform your complex challenges into clear, actionable paths forward. We work alongside you to eliminate ambiguity and uncertainty, replacing them with create concrete steps that drive meaningful progress – for you, your team, or your entire organization.
Let OtterBear be the sherpa for your journey up and to the right.
Our Services
Every transformation needs a guide.
At OtterBear, we combine the strategic insight of a consulting firm with the hands-on execution of an embedded operator. Whether you’re navigating a major change, launching a new product, or strengthening the way your teams work, our services are designed to move your organization from ideas to impact — with clarity, speed, and lasting results.

Strategy & Change Leadership
Clear, practical guidance to navigate big decisions and organizational shifts. We help align people, systems, processes, and priorities so change isn’t just managed, it’s embraced.
Program & Initiative Delivery
End-to-end planning and execution for high-impact projects — from leadership offsites and training camps to technology rollouts and operational overhauls — keeping every detail on track and outcomes in focus.
Systems & Operational Transformation
A step-by-step approach to selecting, implementing, and optimizing systems and workflows while streamlining how work gets done, creating measurable improvements in performance.
Executive Coaching
Personalized coaching for leaders navigating change, sharpening the clarity, influence, and resilience needed to lead with confidence and impact.
Product Strategy & Delivery
Bringing product thinking to your most important initiatives. From shaping the vision to leading cross-functional delivery, we help turn ideas into offerings people truly value.
Communication & Engagement
Making complex ideas clear, compelling, and actionable — whether through strategic messaging, stakeholder materials, or live experiences that bring people together.
How It Works
1
Retainer Model
OtterBear's month-to-month model prioritizes flexibility, aligning seamlessly with your business's operational cadence and providing access to services without the worry of accruing extra costs for each meeting.
2
Blended Meetings
Scheduled, recurring meetings for consistent guidance, are complemented by ad hoc workshop sessions and periodic onsite visits to ensure the most effective means of delivering services.
3
Pricing
OtterBear's services are thoughtfully priced to
reflect your organization's size and revenue,
ensuring access our expertise throughout your company’s lifecycle.
Additional Information
Learn more about what OtterBear can offer you and your company.
1
Contact OtterBear
📧 mark@otterbear.co
📞 (410) 371-6704
2
Connect Online
💻 LinkedIn: @otterbear
🚹 LinkedIn: @mdschindler