Cynthia Stout
Concord, CA
Summary
Analytical and detail-oriented professional with extensive experience in operations, project management, and regulatory compliance across finance, real estate, and private equity. Demonstrated success in supporting high-stakes decision-making, managing cross-functional teams, and leading multi-million-dollar initiatives. Strong foundation in risk evaluation, contract analysis, and operational controls. Poised to bring sound judgment, client service excellence, and critical thinking to a career in insurance underwriting—particularly in risk assessment and contractual due diligence.
Overview
16
16
years of professional experience
Work History
Operations & Real Estate Assistant
Paymun
11.2021 - 07.2023
- Managed commercial and residential real estate pipelines, ensuring legal compliance and timely deal execution through coordination with agents, lenders, and title companies.
- Drafted and reviewed contracts, non-disclosure agreements (NDAs), and memorandums of understanding (MOUs) with a focus on accuracy, compliance, and risk exposure.
- Developed Standard Operating Procedures (SOPs) and implemented internal controls to reduce operational and legal risk.
- Introduced secure, encrypted communication platforms to enhance data security and investor relations.
- Conducted in-depth research across diverse topics, issues, and assets, delivering thorough, accurate findings to support decision-making, risk assessment, and strategic planning.
- Developed client-facing materials to improve brand positioning and compliance communication.
Director of Operations
King Children
08.2018 - 12.2019
- Improved operational workflows across HR, procurement, and customer service functions.
- Implemented risk mitigation policies aligned with cost efficiency and compliance standards.
- Designed vendor onboarding and contract evaluation systems to reduce liability and improve service quality.
- Oversaw vendor procurement and contract management to ensure reliability and compliance.
- Instituted HR policies reducing exposure to legal and regulatory risk.
- Cultivated strong partnerships with vendors, suppliers, and key stakeholders to improve collaboration and ensure alignment with business requirements.
- Delivered exceptional customer experiences by overseeing QA/QC standards, launching a real-time feedback loop for rapid product iteration, and providing hands-on support—including direct delivery when needed.
Project Specialist (Contract)
Endless Technologies
03.2018 - 08.2018
- Conducted company-wide audits of HR systems and internal policies, improving compliance readiness.
- Overhauled the Human Resources Information System (HRIS) to improve long-term data integrity and ensure accurate, reliable reporting.
Chief of Staff / Project Manager
The Abraaj Group
01.2014 - 02.2017
- Supported the launch of a new Credit Strategies division, managing regulatory filings, investor due diligence, and fund documentation, including Private Placement Memorandums (PPMs) and Limited Partnership Agreements (LPAs).
- Coordinated international regulatory and tax structuring to ensure cross-border compliance.
- Led multi-million-dollar infrastructure projects, proactively managing risks through strong, collaborative vendor partnerships while ensuring strict compliance with site and safety standards.
- Launched and scaled the New York business from the ground up, building core functions in due diligence, risk controls, compliance, financial analysis, and team development—demonstrating strong risk and regulatory acumen.
- Organized strategic fundraising initiatives and capital campaigns across the U.S., raising over $1 billion.
Executive Assistant Roles
Andreessen Horowitz, First Republic Bank, Boston Consulting Group
01.2010 - 01.2017
- Supported C-suite leaders with high-volume coordination and regulatory-facing documentation, with discretion and precision.
Police Officer Trainee
Hayward Police Department
08.2007 - 03.2009
- Gained foundational experience in legal procedures, situational analysis, and risk evaluation under pressure.
Education
Bachelor of Science - Criminal Justice Administration
California State University, East Bay
06.2007
Skills
- Risk Evaluation & Underwriting Support
- Contract & Policy Review
- Financial & Budget Oversight
- Operational Risk Management
- Project & Program Management
- Stakeholder Communication
- Vendor & Procurement Management
- Data Security & Privacy Controls
- HR Policy Implementation
- Due Diligence & Investor Relations
- Regulatory Compliance & Legal Documentation
- SOP Development & Workflow Optimization
Timeline
Operations & Real Estate Assistant
Paymun
11.2021 - 07.2023
Director of Operations
King Children
08.2018 - 12.2019
Project Specialist (Contract)
Endless Technologies
03.2018 - 08.2018
Chief of Staff / Project Manager
The Abraaj Group
01.2014 - 02.2017
Executive Assistant Roles
Andreessen Horowitz, First Republic Bank, Boston Consulting Group
01.2010 - 01.2017
Police Officer Trainee
Hayward Police Department
08.2007 - 03.2009
Bachelor of Science - Criminal Justice Administration
California State University, East Bay
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