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Steven Midkiff

Executive Operations Leader specializing in legal operations and AI-enabled transformation

Dolman Law GroupPasco-Hernando State CollegeClearwater, Florida16 Years ExperienceExecutive LevelWorks On-Site

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About

Current COO who rebuilds and scales operational backbones end-to-end—data architecture, workflows, dashboards, and operating cadence—creating real-time visibility into pipeline, cycle times, and revenue forecasting. Known as a cross-functional integrator (hiring, GTM, finance, investors) who drives tough tradeoffs and turns ambiguity into durable operating systems.

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Key Strengths

  • Founder-level end-to-end ownership of complex, stalled operational rebuilds
  • Turns fragmented data/workflows into a scalable operating backbone (intake, case management, revenue tracking)
  • Creates real-time leadership visibility via dashboards (pipeline health, cycle times, revenue forecasting)
  • Drives execution through clear ownership, weekly decision-focused reviews, and short written decision memos
  • Strong cross-functional integrator across hiring, GTM, finance, and investors
  • Makes hard prioritization tradeoffs (temporarily slowing growth to fix throughput/quality constraints) and re-accelerates from stronger foundation
  • Focus on leading indicators and sparse, actionable metrics to reduce decision latency

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Experience

Chief Operating OfficerDolman Law Group · Jan 2025 – Present
Chief Operating OfficerLaurel Employment Law · Jan 2024 – Jan 2025
Director of Regional OperationsMorgan & Morgan · Jan 2023 – Jan 2024
Senior Manager, Workplace ExperiencePricewaterhouseCoopers (PwC) · Jan 2019 – Jan 2023
General ManagerBest Buy Co. · Jan 2010 – Jan 2017

Education

Pasco-Hernando State Collegebachelor, Business Administration (2007)

Awards

  • "Best of the Best" office recognition (PwC, 2019)

Skills

P&L ManagementChange ManagementWorkflow AutomationBudgetingPerformance ManagementStrategic & Operational PlanningFinancial OversightLegal Operations LeadershipOrganizational TransformationCross-Functional Team LeadershipProcess OptimizationAI & Technology IntegrationKPI DevelopmentData-Driven Decision MakingMulti-State Expansion

Languages

English

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Steven MidkiffExecutive Operations Leader specializing in legal operations and AI-enabled transformation