What are the responsibilities and job description for the Strategy & Execution Specialist position at DeWinter Group?
Title: Strategy & Execution Specialist
Job Type: Contract (W2 Only)
Contract Length: 3 months (Potential for extension)
Pay Range: $95 - $105/hr
Start Date: ASAP
Location: Remote (PST Business Hours)
About The Opportunity
Our client, a leader in Data & AI Platforms, is looking for a skilled Strategy & Execution Specialist to join their team for a 3 months engagement. This project involves leading day-to-day execution of key workstreams on strategic cross-functional programs intended to drive business priorities such as Migrations, Go-to-Market (GTM) optimization, and Agentic transformation. This is a high-impact role that requires a self-motivated professional who can hit the ground running and deliver results quickly.
Key Responsibilities & Deliverables
This role is focused on the successful completion of specific tasks and deliverables. Your responsibilities will include:
We are looking for someone with a proven track record of successful contract engagements. The ideal candidate will have:
Job Type: Contract (W2 Only)
Contract Length: 3 months (Potential for extension)
Pay Range: $95 - $105/hr
Start Date: ASAP
Location: Remote (PST Business Hours)
About The Opportunity
Our client, a leader in Data & AI Platforms, is looking for a skilled Strategy & Execution Specialist to join their team for a 3 months engagement. This project involves leading day-to-day execution of key workstreams on strategic cross-functional programs intended to drive business priorities such as Migrations, Go-to-Market (GTM) optimization, and Agentic transformation. This is a high-impact role that requires a self-motivated professional who can hit the ground running and deliver results quickly.
Key Responsibilities & Deliverables
This role is focused on the successful completion of specific tasks and deliverables. Your responsibilities will include:
- Facilitate working group sessions with cross-functional stakeholders: set agendas, drive decisions, track actions, and close loops.
- Build and iterate on agentic AI workflows to automate recurring program tasks (e.g., status aggregation, data pulls, stakeholder communications, competitive benchmarking).
- Own and ensure successful delivery of key initiatives and deliverables for specific workstreams, including design and implementation of new GTM system capabilities.
- Define scaled execution plans to operationalize successful initiatives across the company and drive effective change management.
- Collaborate with the program SMEs to prepare and present executive-ready materials (e.g., monthly Business Owner Review decks and quarterly GTM Leader Review materials).
We are looking for someone with a proven track record of successful contract engagements. The ideal candidate will have:
- 8 years of professional experience in program management, management consulting, or strategy & operations at a technology company.
- Deep expertise and a track record managing large-scale cross-functional programs with executive stakeholders (VP and SVP level). This isn't a learning role—you need to be a subject matter expert.
- Demonstrated ability to build agentic AI workflows—not theoretical; show us what you have shipped.
- Strong analytical orientation with hands-on SQL and dashboard skills.
- Formal design-thinking or process re-engineering experience (IDEO, Stanford d.school, Lean Six Sigma, or equivalent applied methodology).
- Excellent written and verbal communication; able to produce executive-ready decks and status updates with minimal direction.
- Demonstrated ability to work autonomously and manage your own time effectively to meet project goals.
Salary : $95 - $105