Pacific
Mainland
Group
Experienced leadership for healthcare practices navigating growth, operational challenges, leadership transitions, and organizational change.
Pacific Mainland Group
Pacific Mainland Group is a healthcare practice management advisory and executive operations firm led by Bobby Jackson, MHA. Bobby is currently the COO of Pediatric Therapies Hawaii, a multi-location pediatric healthcare organization in Maui. He brings hands-on executive operating experience across healthcare and privately held businesses, including outpatient clinics, physician practices, veterinary hospitals, and other owner-led organizations. His experience spans operations, P&L management, financial performance, organizational leadership, quality, process improvement, and business growth.
Bobby’s experience also includes two successful M&A exits—one as a cofounder who helped build and scale a company from inception through its eventual sale, and another as a fractional CEO who led operational cleanup, financial discipline, legal resolution, and the formal sale process. He also provides seller-side transaction advisory support, helping business owners evaluate deal structures, identify and manage transaction risks, and navigate the path from agreement to closing.
For healthcare practices and privately held organizations facing operational strain, growth challenges, organizational complexity, or a transition from founder-led management to a more scalable enterprise, Bobby provides experienced executive guidance and hands-on leadership when and where it is needed.
What We Offer
Operational & Growth Leadership
Executive leadership for physician practices and outpatient healthcare organizations navigating growth, transition, or operational complexity. Bobby brings hands-on COO-level leadership to improve operational and financial performance, establish management systems and accountability, extend owner capacity, and build the organizational infrastructure required for sustainable growth.
Business Assessments & Strategic Tools
Pacific Mainland Group has developed a suite of strategic tools designed to support small business owners across industries, as well as medical and veterinary practices focused on stronger management, leadership, and operational performance. These tools deliver operator-grade perspective on organizational performance, leadership capability, and strategic direction—helping identify risk, uncover inefficiencies, strengthen decision-making, and improve both financial and operational outcomes. See below for a detailed description of each tool.
100 Questions Every Business Owner Should Ask
100 thought-provoking questions to uncover blind spots, strengthen strategy, and support growth. A practical, industry-agnostic tool for small business owners operating revenue-generating businesses. Delivered digitally as a PDF. Ideal for small business owners running active, revenue-generating businesses who want greater clarity around strategy, operations, and growth.
To Purchase:
This assessment tool is available for $34.99 USD. Click Purchase Now for secure payment via Stripe. The PDF will be delivered to you via email.
Strategic Practice Performance Assessment
Executive-level diagnostic for medical and veterinary practices to evaluate operational performance, financial health, compliance posture, risk exposure, and growth strategy. This comprehensive 6-page PDF assessment includes 90 thought-provoking questions across six core areas of practice management. It provides a structured, executive-level framework to evaluate your practice’s operational effectiveness beyond surface-level metrics.
Designed for practice owners and leadership teams, this tool drives deep organizational introspection, revealing hidden constraints, execution gaps, and untapped performance opportunities. Below are several sample questions that illustrate the thought-provoking, operationally focused nature of the assessment:
- Operational Levers: When operational demands increase, does your practice evaluate root causes such as workflow inefficiencies, role misalignment, process variability, or unassigned bottlenecks before adding headcount, or is hiring the default solution?
- Scalability: How scalable are your workflows? Could your current operating model support a 2x increase in patient volume without proportional increases in cost or staff?
- Revenue and Collections: Is there a defined performance threshold and escalation protocol that is triggered when the percentage of billed charges collected declines, or does cash flow pressure become the primary signal to act?
Ideal for:
Practice owners seeking clarity before growth, investment, or expansion
Leadership teams performing operational gap analysis
Organizations preparing for M&A, recapitalization, or restructuring
Practices experiencing performance plateaus or margin compression
To Purchase:
This assessment tool is available for $34.99 USD. Click Purchase Now for secure payment via Stripe. The PDF will be delivered to you via email.
Executive Operations Leadership Interview Assessment
Identify leaders who are functionally turnkey operators who can step into the role and begin creating value immediately while avoiding hires who interview well but struggle to execute once in the seat. This comprehensive 6-page PDF assessment includes 90 thought-provoking questions across six core areas of practice management. Hiring senior operational leadership is one of the highest-risk decisions a practice can make. Traditional interviews overemphasize communication skills, personality, and resume pedigree often failing to assess true execution capability.
This leadership interview assessment is designed to separate operators from talkers. Below are several sample questions that illustrate the thought-provoking, operationally focused nature of the assessment:
- Operational Levers: How would you evaluate operational root causes such as workflow inefficiencies, role misalignment, process variability, or unassigned bottlenecks before deciding to add headcount?
- Scalability & Growth: How would you design workflows and staffing models to support a 2x increase in patient volume without proportional increases in cost or staff?
- Revenue Cycle & Cash Flow: What performance thresholds would you establish to trigger escalation when collections decline, and how would you prevent cash flow pressure from becoming the primary signal to act?
By using consistent, execution-focused questioning, this framework ensures objective comparison across candidates, cross-functional interviewer alignment, reduced hiring risk, and faster post-hire value creation.
Ideal for:
Senior leaders, practice administrators, directors, and operational leaders
Physician partners hiring non-clinical executives
- Organizations professionalizing leadership structure
To Purchase:
This assessment tool is available for $34.99 USD. Click Purchase Now for secure payment via Stripe. The PDF will be delivered to you via email.
Looking for a service not listed above?
About the Founder
Bobby
Jackson
MHA
Bobby Jackson is a healthcare operations executive and currently serves as Chief Operating Officer of Pediatric Therapies Hawaii, a multi-site pediatric therapy practice serving children and families across four locations. He leads enterprise-wide operations spanning clinical and administrative functions, including patient access, revenue cycle, human resources, scheduling, credentialing, facilities, performance management, and strategic growth. His focus is building scalable systems, improving operational performance, strengthening leadership accountability, and creating the infrastructure required for sustainable growth.
Bobby has extensive experience leading healthcare and service-based organizations, including serving as Chief Operating Officer of a specialty outpatient medical clinic and as Fractional CEO and COO for veterinary practices. In these roles, he has worked directly with business owners to strengthen operations, improve financial performance, build scalable infrastructure, develop leadership teams, and position organizations for growth and transition.
An operator with a proven track record of building enterprise value, Bobby has completed two business exits—one as a cofounder and owner of a manufacturing company and another as a fractional CEO, where he led the organization through the M&A process from valuation through a successful asset sale.
Bobby is also the author of Survive Your Business Partner, a practical guide for entrepreneurs and small business owners considering or navigating a business partnership. Drawing on his experience as both a business owner and fractional executive, the book provides practical insight into building resilient partnerships and avoiding common ownership challenges.
Bobby earned a Master of Health Administration from the University of Southern California and completed executive education programs in Medical Marketing and Mergers & Acquisitions at the UCLA Anderson School of Management. He is an active member of the American College of Healthcare Executives (ACHE) and Medical Group Management Association (MGMA).
He is an active member of the American College of Healthcare Executives (ACHE).
📘 Now Available: A Must-Read for Entrepreneurs & Small Business Owners
Survive Your Business Partner: A Practical Guide for New Entrepreneurs by Bobby Jackson is now available. This straightforward, practical guide delivers real-world lessons and strategic insights to help entrepreneurs and business owners thoughtfully evaluate whether to partner—and how to do it right from the start.
Focused on preventing conflict before it begins, the book will shape how you approach partnering with someone to start or manage a business, and outlines the critical conversations, decisions, and structures needed to establish a strong foundation for long-term success.
Discover more about the book and author at surviveyourbusinesspartner.com.
