Drew Garraway - Resume | Product & Program Management

Professional Summary

Program, project, and operations leader with 15+ years of experience building relationships, partnerships, and products. Experienced in leading teams from concept to launch with minimal (or no) oversight, wearing multiple hats, being a strategic partner in small companies to be awarded new business, creating new services, scaling teams, and minimizing turnover during growth. Leverages AI, CRMs, agile methodologies, and team members' strengths/skills to move projects forward while fostering meaningful relationships and committed, high-performing teams. Achieves this by merging diverse skills and perspectives to deliver exceptional work. Finds pride and satisfaction in ensuring team members and clients are enthusiastic, happy, and motivated to build together.

Professional Experience

Contract Senior Product Manager and Product Strategy

Dakota

Philadelphia, PA | November 2024 – March 2025

Organized and facilitated market research through customer interviews, synthesizing qualitative data with Salesforce and Google Analytics to inform roadmap decisions and strengthen client relationships
Created suite of AI-driven tools including communication, documentation, content creation, and task management solutions to reduce operational overhead and enhance team productivity
Realigned vendor contracts resulting in clear goals, expectations, and improved milestone adherence across partner ecosystem

Contract Technical Project Manager and Customer Experience Delivery

Chop Dawg

Remote (HQ Philadelphia, PA) | August 2024 – November 2024

Developed SaaS and AI LLM features using Claude AI and OpenAI enterprise API integrations
Managed eight client applications across wellness, therapy, sports, dating, and fintech industries as client-facing project lead
Led cross-functional teams of ~8 resources per project across design, development, and quality assurance using Agile methodologies
Reduced production delays by 50% through Agile methodologies, daily stand-ups, and improved resource allocation
Boosted team morale in high-stress environment by implementing communication frameworks, clear role definitions, and recognition programs, reducing turnover by over 100%

Product Manager and Project Manager

Dynamic Learning Experience

Cherry Hill, NJ | May 2023 – March 2024

Managed 20+ team members across strategy, execution, launch, and maintenance for entire product lifecycle of EdTech products and Learning Management System
Led go-to-market strategy working closely with external marketing partners and sales team to convert users from research to sales through data-driven positioning
Launched FPV Initiator Program in 3 months generating $1M+ first-year revenue with complex integration of custom LMS, third-party vendors, drone technology, and customized curriculum
Leveraged AI tools (GPT, Intellectible) to innovate customer products and streamline internal workflows, enhancing time management for sales and support teams
Conducted manual market research, field research, and user testing to ensure products met market needs while maintaining executive communications with clear updates
Developed data-driven go-to-market strategies using market analysis and competitive positioning to fuel product adoption and shape pricing strategies

Contract Product Management and Operations

Symmetry Labs

Long Beach, CA | July 2020 – August 2022

Built and managed relationships with clients and prospects while overseeing 5 concurrent software development projects
Facilitated global team coordination across engineering, design, and vendor partnerships to maintain alignment and project momentum
Designed customer onboarding experience that reduced setup time by 70% through AI-driven automation and intelligent workflows

Contract Project Manager / Producer

Impact XM

Philadelphia, PA | October 2020 - June 2022

Produced large-scale experiential marketing events and brand activations for enterprise clients in the pharmaceutical industry
Led event strategy, design, and execution from concept through post-event evaluation, managing budgets up to $500K per activation
Coordinated cross-functional teams of 15-25 creative, technical, operations, and vendor partners to deliver seamless live experiences
Developed event timelines, run-of-show documentation, and contingency plans to ensure flawless execution under tight deadlines

Program Manager

Benchworks

Philadelphia, PA | November 2019 – July 2020

Led digital initiatives and operations across new departments, introducing and onboarding strategic partners to expand service capabilities and drive revenue growth
Managed $1M digital production budget with 100% alignment to project deliverables and goals, ensuring resource allocation matched project needs
Secured new digital business and expanded existing contracts, boosting overall revenue through relationship-driven business development
Implemented agile methodologies and coached cross-functional teams on self-managed workflows, increasing team productivity and collaboration efficiency
Facilitated collaboration between clients, internal teams, and external partners through optimized workflows and clear communication frameworks

Community Leadership & Volunteer Work

Organizer, Philadelphia Code and Coffee

2024 – Present

Organize regular community events bringing together Philadelphia's innovation-forward technical founders and entrepreneurs to foster collaboration and ecosystem growth

Organizer, Best Friends Society / South LA Animal Shelter

Los Angeles, CA

Raised $30,000 and mobilized 30+ volunteers for shelter support through community engagement and donor relationship cultivation

Education

Bachelor of Arts

Temple University

Philadelphia, PA | Graduated 2008 | GPA: 3.85

Certifications

Certified ScrumMaster (CSM)

Scrum Alliance, 2019

Google UX Design Certificate

Google, 2018

NABCEP PV Associate

North American Board of Certified Energy Practitioners, 2022

Skills

Core Competencies

Software & Tools

Asana, Jira, Salesforce, HubSpot, Monday.com, Zoho, Figma, Canva, Claude Code

Industries

Fintech, EdTech, Energy, Healthcare, Automotive, Consumer Tech, Nonprofit