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Jeffrey Simmons

@jeffreysimmons

Senior Agile Delivery Manager and Certified ScrumMaster bridging engineering and product.

What I'm looking for

I seek a leadership role where I can drive Agile transformation, optimize delivery pipelines, coach teams, and ensure compliant, predictable releases in a collaborative, engineering-driven culture.

I am a Certified ScrumMaster and Delivery Manager with 13+ years of Agile leadership across high-growth SaaS and regulated healthcare environments, underpinned by an 11-year career as a hands-on software developer. I take full responsibility for squad productivity and sprint-goal delivery, acting as the bridge between Product, Engineering, and Business.

I have driven measurable improvements in delivery predictability and deployment lead time, including increasing sprint predictability by 25% and reducing deployment lead time by 40% through CI/CD and BDD initiatives. I’m highly proficient with tooling such as Jira (enterprise administration), Confluence, GitHub, and Azure DevOps, and I leverage technical fluency to remove blockers and anticipate pipeline risks.

I prioritize coaching teams toward technical excellence, implementing automated testing practices, and ensuring compliance (HIPAA, HITRUST) while maintaining transparent executive reporting. I am passionate about optimizing collaboration and scalable delivery for privacy- and compliance-focused platforms.

Experience

Work history, roles, and key accomplishments

CS

Scrum Master Senior Advisor

Cigna / Evernorth Health Services

Mar 2023 - May 2025 (2 years 2 months)

Acted as Delivery Manager for multiple Agile squads delivering health-insurance APIs, increasing sprint predictability by 25% and reducing sprint carryover to under 10% while ensuring regulatory compliance.

Agile Delivery Scrum Jira CI CD GitHub Sprint Metrics Backlog Management Healthcare Compliance

SG

Agile Coach / Scrum Master

Spring Venture Group

Mar 2017 - Jan 2022 (4 years 10 months)

Led Agile delivery for a high-growth SaaS contact-center modernization, implemented BDD and CI/CD to reduce deployment lead time by 40% and centralized Jira/Confluence administration enterprise-wide.

Agile Coaching BDD CI CD Jira Confluence Automated Testing

DS

Software Development Manager

DCT Mobile Solutions

Mar 2014 - Sep 2016 (2 years 6 months)

Managed end-to-end Agile SDLC using Azure DevOps, coached developers in TDD and architecture, and oversaw collaborative backlog and deployment tracking to improve delivery quality.

Azure DevOps SDLC TDD Agile Backlog Management Deployment Coaching Software Architecture

Education

Degrees, certifications, and relevant coursework

UM

University of Missouri

Bachelor of Business Administration, Business Administration

Completed a Bachelor of Business Administration with foundational coursework in business principles.

RU

Rockhurst University

Master of Business Administration, Business Administration

Completed a Master of Business Administration focusing on business and management fundamentals.

Tech stack

Software and tools used professionally

GitHub

Gmail

Azure DevOps

Jira

XML

Trello

GitHub Copilot

Bridge

Remote

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