DREAM GIVEAWAY · 1 hour ago
Project Manager
Largo, FL
Contract
Hybrid
Mid, Senior Level
$110K/yr - $145K/yr
5+ years expDream Giveaway is a mission-driven organization that runs high-impact digital campaigns supporting veterans' and children's charities. The Project Manager will lead the implementation of a new core platform, ensuring a structured transition while managing project planning, stakeholder communication, and change management.
CharityNon ProfitSocial
Hiring Manager
Nick Stebbings
Responsibilities
Lead the end-to-end implementation of Dream Giveaway's new core platform (JLP), ensuring a structured, low‑risk transition that supports long-term operational scalability
Deeply learn and document Dream Giveaway's current operations, systems, and regulatory/compliance requirements, then translate them into clear, future‑state processes
Own project planning and governance: develop and maintain project plans and milestones. Create and manage RAID (Risks, Assumptions, Issues, Dependencies) logs and a clear RACI (Responsible, Accountable, Consulted, Informed). Keep all stakeholders aligned across Dream Giveaway and the Jumbo Group
Drive detailed business process mapping, requirements gathering, and solution design, working closely with counterparts in Jumbo to align business needs with platform capabilities
Coordinate data migration and integration activities, ensuring data quality, accuracy, reconciliation, and minimal disruption to day‑to‑day operations
Act as the central point of contact between Dream Giveaway, Jumbo Group teams, IT, external vendors, and developers—facilitating decisions, clarifying requirements, and managing expectations
Proactively identify, assess, and surface project risks and dependencies early, and lead mitigation and escalation where needed
Track and report on progress, budget, and outcomes for leadership; provide clear, data‑driven updates and insights to support decision‑making
Champion change management across a small, entrepreneurial team—communicating clearly, supporting adoption of new processes and tools, and helping teams adjust to new ways of working
Lead the day‑to‑day planning and delivery of the JLP platform implementation for Dream Giveaway, working closely with stakeholders at Dream Giveaway and across Jumbo Group
Deeply understand current Dream Giveaway operations, compliance requirements, and fundraising workflows, translating them into clear, documented future‑state processes
Run business process mapping sessions with teams such as finance, sales, marketing, IT, and operations to capture requirements, dependencies, and risks
Build and maintain the project plan, governance model, RACI, and milestone roadmap; track progress against timelines and budget, and adjust as needed
Coordinate activities across multiple cross‑functional and external teams, including local leadership, IT, and external developers, to ensure aligned, on‑time delivery
Own day‑to‑day vendor and stakeholder communications: schedule and facilitate meetings, circulate agendas and notes, and drive follow‑ups to resolution
Oversee data migration and integration activities, working with technical teams to ensure data accuracy, reconciliation, and minimal disruption to live operations
Proactively surface risks, issues, and trade‑offs early; prepare options and recommendations, and escalate decisions to Ryan and other leaders when required
Prepare and deliver clear status updates, reports, and analysis for leadership, including Ryan and the Dream Giveaway leadership team, highlighting progress, risks, and impacts
Support change management by communicating upcoming changes, coordinating training and handover, and helping teams adapt to new processes and tools
Qualification
Required
5+ years' experience as a Project Manager / Business Analyst leading complex SaaS (software-as-a-service) or platform implementations, ideally end‑to‑end (discovery through go‑live and stabilization)
Proven track record delivering projects on time and on budget, with strong governance, risk management, and stakeholder communication
Strong business analysis skill set, including requirements gathering, process mapping, future‑state design, and documentation (RACI, governance models, roadmaps, etc.)
Hands‑on experience with data migration and systems integration, including reconciliation and ensuring data accuracy
Comfortable working closely with executives and senior stakeholders, translating business needs into clear, structured delivery plans
Experience coordinating across multiple cross‑functional teams and external vendors in a fast‑moving environment
Familiarity with waterfall or hybrid delivery methodologies and the judgment to balance structure with pragmatism
Benefits
Competitive, market-aligned compensation
Flexible, role-appropriate work arrangements
Hands-on learning across marketing, operations, and partnerships with direct access to leadership and decision-makers
Strong focus on career and skills development with opportunities to grow in a scaling organization
Company
DREAM GIVEAWAY
Dream Giveaway is a non-profit charity that conducts sponsored fundraising promotions for children, veterans, cancer patients and homeless.
11-50 employees
Funding
Current Stage
Early StageTotal Funding
unknown2025-10-30Acquired
Leadership Team
Lori Spaulding
Chief Marketing Officer
Recent News
2025-10-31
2025-09-24
Company data provided by crunchbase