Andrew Callahan
Southport
Summary
Commercial operations, logistics, and market risk executive with over a decade of progressive experience leading transportation enterprises, multi-unit commercial operations, and full-time independent market trading. Demonstrated mastery in organizational scaling, enterprise-level P&L governance, advanced logistics optimization, and rigorously enforced safety and regulatory compliance frameworks. Distinguished as a data-intensive, performance-driven leader with a sustained record of delivering measurable operational efficiency, profitability enhancement, and strategically aligned growth.
Overview
19
19
years of professional experience
Work History
Owner & Operations Manager
Logistics Company
Washington D.C.
05.2020 - 08.2025
- Founded and architected a fully integrated commercial trucking and logistics enterprise with end-to-end authority over fleet operations, dispatch governance, regulatory compliance, safety systems, and full P&L stewardship.
- Directed complex daily operating workflows encompassing route engineering, driver workforce optimization, load planning, fuel-cost containment, and detention-mitigation controls.
- Established and sustained full regulatory compliance with DOT, FMCSA, IFTA, IRP, insurance underwriting standards, and multi-state safety mandates within a high-risk transportation environment.
- Engineered broker-network and real-time dispatch optimization strategies yielding a 25%+ reduction in deadhead mileage and measurable gains in equipment utilization efficiency.
- Advanced on-time delivery performance to 96%+ through KPI-driven route optimization, exception management protocols, and continuous-dispatch performance analytics.
- Exercised executive authority over all financial operations, including enterprise budgeting, payroll administration, insurance strategy, preventive-maintenance capital planning, and major capital expenditures.
- Led full-cycle recruitment, onboarding, training, and performance management of drivers and dispatch professionals within a safety-critical operating framework.
- Institutionalized advanced transportation technology infrastructure through the implementation of ELD compliance systems, GPS fleet telemetry, TMS platforms, and real-time executive performance dashboards.
Professional Day Trader | Market Risk Analyst (Independent)
10.2013 - 11.2021
- Directed a full-time independent trading enterprise specializing in U.S. equities and derivatives markets, with full accountability for capital deployment, risk governance, and performance sustainability.
- Architected and executed quantitatively structured trading methodologies utilizing advanced technical analysis, VWAP, momentum dynamics, volume profiling, and price-action frameworks.
- Led daily pre-market intelligence and risk protocols, including macro-event screening, volatility diagnostics, and sector-rotation modeling.
- Enforced institution-grade capital risk controls through disciplined position-sizing algorithms, stop-loss governance, and drawdown containment strategies.
- Produced and maintained comprehensive performance analytics measuring win-loss distributions, statistical expectancy, profit-factor efficiency, and system reliability.
- Executed continuous strategy validation through systematic back-testing and forward-testing to optimize consistency, scalability, and downside protection.
- Leveraged professional-grade trading and analytics platforms including TradingView, ThinkOrSwim, Level II market depth, and automated signal-scanning systems.
- Sustained rigorous compliance with daily loss thresholds, capital-preservation mandates, and brokerage regulatory risk parameters under high-volatility conditions.
Operations & Program Manager
Commercial Services & Logistics Company
Washington D.C.
06.2006 - 08.2013
- Exercised enterprise-level leadership over daily commercial operations encompassing logistics coordination, financial management, procurement governance, workforce administration, and vendor ecosystems.
- Directed annual operating budgets in excess of $10M, ensuring fiscal discipline, resource optimization, and sustained multi-site service delivery performance.
- Spearheaded continuous-improvement and operational-excellence initiatives resulting in a 30% reduction in process latency and a measurable increase in organizational throughput.
- Provided strategic oversight to cross-functional teams comprised of operations managers, analysts, dispatch professionals, and administrative personnel, reinforcing performance accountability and execution rigor.
- Designed and institutionalized standardized SOPs, executive performance dashboards, and internal control frameworks to strengthen compliance, transparency, and decision intelligence.
- Led full contract lifecycle governance, including vendor negotiations, commercial risk mitigation, and service-level performance accountability.
- Served as the principal integrative liaison between executive leadership, field operations, and external commercial partners to ensure strategic alignment and execution continuity.
- Drove sustained revenue expansion, structural cost containment, and operational scalability through disciplined performance management and strategic resource deployment.
Skills
- Commercial Operations Management
- Logistics & Transportation Operations
- Program & Portfolio Management
- Financial Risk & Capital Management
- Process Improvement & Optimization
- KPI Development & Performance Analytics
- Strategic Planning & Execution
- Budgeting, Forecasting & P&L Management
- Cross-Functional Leadership
- Vendor, Broker & Contract Management
- Market Analysis & Trading Strategy
- Risk Controls, Governance & Internal Controls
- TMS & Fleet Management Systems
- ELD & GPS Tracking Platforms
- Microsoft Excel (Advanced)
- Power BI & KPI Dashboards
- TradingView & ThinkOrSwim
- Market Risk & Performance Analytics
- ERP & Financial Management Systems
- Process Automation & SOP Development
Technical And Analytical Skills
- TMS & Fleet Management Systems
- ELD & GPS Tracking Platforms
- Microsoft Excel (Advanced)
- Power BI & KPI Dashboards
- TradingView & ThinkOrSwim
- Market Risk & Performance Analytics
- ERP & Financial Management Systems
- Process Automation & SOP Development
Professional Development
- Certificate in Strategic Operations Leadership
- Certificate in Program Controls & Performance Management
- Certificate in Transportation & Fleet Operations
- Certificate in Operations Performance Analytics
- Advanced Financial Risk Management (Professional Training)
Timeline
Owner & Operations Manager
Logistics Company
05.2020 - 08.2025
Professional Day Trader | Market Risk Analyst (Independent)
10.2013 - 11.2021
Operations & Program Manager
Commercial Services & Logistics Company
06.2006 - 08.2013