Jeremy Keegan

Chief of Staff and Executive MBA graduate with a proven track record as an Executive Integrator and force multiplier for CEOs and founders. Specialist in operating the C-suite cadence, driving cross-functional alignment, and translating founder vision into scalable infrastructure across multi-site healthcare, technology, and high-growth environments. Proven expert in EOS/Traction frameworks, strategic market expansion, and building executive KPI systems to reclaim CEO bandwidth.

Director of Operations & Growth at Well Marriage Center (2024-11 – Present)

Serve as the primary operational partner and executive force multiplier across 18 outpatient locations (40+ clinical staff and fully remote administrative team), directing cross-functional operations across HR, Finance, Marketing, and Facilities.

• Operating System Implementation: Engineered company-wide leadership infrastructure, implementing Ninety.io, Confluence, and Jira to establish structured C-suite meeting cadences, align cross-functional priorities, and centralize organizational knowledge.
• Process Standardisation: Authored organizational playbooks and SOPs that transitioned the business from founder-dependent processes to repeatable, scalable operations.
• Cross-Functional Leadership: Direct non-clinical functions across Operations, HR, Marketing, and Client Intake, managing direct reports while cross-training across administrative functions to eliminate operational single points of failure.
• Market Expansion Engine: Designed a zip code-level market analysis tool integrating demographic metrics and internal conversion data to drive geographic expansion into four key regional markets (North Raleigh, McLean, Woodbridge, and Short Pump).
• Business Intelligence: Orchestrated a cross-functional business intelligence initiative, directing the build of a SQL database merging EHR and marketing data, delivering real-time C-suite dashboards on clinician retention and higher recurring revenue.
• Cost Structure Optimization: Created an employee health insurance opt-out stipend framework, reducing healthcare overhead and yielding a recurring 5-figure annual cost savings.
• Property Management & Monetization: Led CEO special initiatives: structured a real estate subleasing framework that generated recurring 5-figure revenue, optimized benefit frameworks, and centralized vendor contracts across 18 locations.
• Expense Centralization: Consolidated multi-site vendor contracts and migrated 18 office locations to automated expense frameworks, improving cash flow predictability.

Director of Sales & System Development at Green Hill Solar, LLC (2023-10 – 2024-11)

• Workflow Architecture & Scaling: Streamlined multi-departmental delivery throughput, eliminating founder-dependent bottlenecks, by engineering end-to-end operational, sales, and fulfillment workflows in CRM/ERP systems

Founder & Strategic Advisor at North Fork Advisory, LLC (2023-06 – 2025-10)

• C-Suite Advisory & KPI Alignment: Advised growth-stage CEOs on organizational strategy and executive alignment, auditing operational bottlenecks, establishing C-suite KPI dashboards, and facilitating strategic planning workshops.
• Strategic Planning Execution: Accelerated software client go-to-market execution, aligning tactical initiatives with long-term revenue targets, by facilitating strategic planning workshops and defining multi-year roadmaps.

Chief Operating Officer at Sproutly, LLC (2020-03 – 2023-03)

Promoted from Creative Producer to COO within 12 months based on organizational impact and executive execution. Served as Chief of Staff / Integrator to the CEO, managing executive team execution, driving company-wide EOS implementation, and facilitating quarterly Rock planning and weekly L10 cadences.

• EOS / Traction Scale Implementation: Unified company-wide strategic execution, achieving cross-departmental OKR alignment, by orchestrating the full rollout of EOS (Entrepreneurial Operating System), facilitating L10 meeting structures, and managing quarterly Rocks.
• Cross-Functional Integration: Increased operational execution speed by 25%, breaking down departmental silos, by merging disconnected HR, Finance, and Sales units into an integrated cross-functional operating framework.

Sales Specialist at R.S. Monger & Sons

Scaled department revenue to $1M+ with a 15% YoY growth trajectory.

Area Manager at New Wave Wireless

Managed retail operations, P&L performance, and staff development across 5 locations.

Creative Producer at Rosetta Stone

Managed cross-functional visual media production for international software lines.

Executive Master of Business Administration (EMBA) in Strategic Leadership – Quantic School of Business & Technology (2024)

Bachelor of Arts (BA) – Baldwin Wallace University