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Senior Product Strategist

IA Collaborative, Chicago, IL, United States


IA Collaborative is seeking a

Senior Product Strategist

to help drive the strategy, development, and delivery of GenAI products and tools. You’ll work across all phases of the product development lifecycle, from defining product vision and strategy to building working prototypes to shipping software that helps our clients reach their growth potential. This role requires hands‑on building. You’ll prototype, evaluate, and ship alongside a multi‑disciplinary team.

Key Responsibilities
Building + Evaluation

Build rapid prototypes and proofs‑of‑concept to validate product hypotheses

Design and refine prompts, system prompts, and RAG configurations

Define output quality criteria and evaluation rubrics for AI‑generated content

Assess retrieval relevance and identify gaps in tool performance

Design and run client‑side and subject‑matter expert human‑in‑the‑loop evaluations

Product Judgment + Go‑To‑Market

Decompose client workflows to identify where AI creates value

Prioritize use cases based on user impact, feasibility, and product extensibility

Design for adoption: understand what it takes for tools to get used inside an enterprise context

Facilitate client workshops and interviews to drive alignment and identify user needs

Conduct competitive analysis and benchmarking to inform scope and differentiation

Communicate product value to end users and executive stakeholders

Execution + Enterprise Tech

Manage backlogs, release cadence, and cross‑functional coordination across design, engineering, and strategy

Negotiate scope with clients and internal teams

Navigate enterprise deployment realities, including governance, security, procurement, and IT integration

Partner with project leads to manage timelines, deliverables, and budgets

General

Participate in setting engagement objectives and scope, and contribute to business development efforts as needed

Act as a steward of IA Collaborative’s business by exploring new offerings, capabilities, and growth opportunities

Required Qualifications

Has shipped AI tools for a client, employer, or independently

Hands‑on experience with generative AI: prompt engineering, RAG methods, agentic systems, API integration

3‑5+ years in a design consultancy, management consulting, innovation team, or product team

Experience presenting to senior stakeholders, facilitating workshops, and managing client relationships

Track record of bringing projects from start to finish across cross‑functional teams

Exposure to human‑centered design processes and methods

Comfortable in Figma and design/prototyping tools

Has worked in or adjacent to the design industry

Experience defining KPIs and using analytics to guide product decisions

Bonus Qualifications

Master of Science (MS), Master’s in Design Engineering (MDE), BS in CS or technical field + additional experience, or a related field technical/design degree

Experience bringing client projects from start to finish, collaborating with internal teams to align on tasks and activities

Deep knowledge of generative AI technologies and their business applications (e.g., RAG methods, API usage, Fine‑Tuning, agentic systems), with proficiency in Python, JavaScript, and data visualization tools (Tableau, Power BI, Matplotlib). Familiarity with cloud platforms (AWS, Azure, GCP) and hands‑on experience experimenting with GenAI technologies

Visual communication skills and understanding of human‑centered design, with the ability to turn user insights into strategic solutions while considering UX principles and accessibility

Proven client‑facing experience delivering tailored solutions, confidently presenting designs and recommendations, and aligning AI solutions with business goals

Strong organizational skills in managing multiple projects, budgets, scope, and timelines independently

Strong communication skills with experience mentoring teams and leading design discussions with clients

Strong experience with design, prototyping, storytelling, and collaboration tools such as Figma, Keynote, Illustrator, Photoshop, Microsoft Office, and Google Suite

IA Collaborative Work Model
In‑office work is an essential requirement of employment. IA Collaborative operates under a hybrid model requiring office presence Tuesday through Thursday, with remote work flexibility Monday and Friday, subject to business needs.

In‑office work is essential to fulfilling job responsibilities. Our collaborative design sessions and analog workshops require teams to work simultaneously on whiteboards and physical materials, iterating rapidly through hands‑on problem‑solving. These creative processes depend on spatial thinking and tactile interaction that lose significant effectiveness when screen‑mediated.

Travel is an essential job function
Team members must travel approximately one to two times monthly for two to three consecutive days for research activities, workshops, or client meetings. Client‑facing responsibilities and human‑centered research demand the relationship‑building and observational insights that only physical presence provides. Frequency, duration, and location vary based on role, project requirements, and client needs.

Team members must be available and responsive during office hours: 8:30 a.m. to 5:00 p.m. Central Time, Monday through Friday. Schedules require flexibility for client meetings, project deadlines, cross‑time zone collaboration, or other business needs, including availability outside office hours.

IA Collaborative reserves the right to modify work location expectations, schedules, travel, or in‑office requirements based on operational, client, or business considerations.

Benefits
IA’s comprehensive benefits package includes medical, dental, vision; retirement savings benefits; discretionary bonus and profit‑sharing programs; a suite of family benefits including paid time off for the birth of a child, caregiver leave, wellness check‑in days, flexible spending accounts for dependent care, health expenses and childcare, and 529 college savings planning and contributions; and employer‑paid life insurance and disability.

EEO Statement
At IA Collaborative, we are proud to be an equal opportunity workplace. We believe that welcoming a diverse variety of backgrounds, perspectives, and skills to our organization contributes to a thriving culture, a vibrant community, and breakthrough work. We are committed to equal employment opportunity regardless of race, color, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability status, genetics, protected veteran status, gender identity or expression, or any other characteristics protected by federal, state, or local law. For more information about IA Collaborative visit iacollaborative.com, LinkedIn, Instagram, and Glassdoor.

EEO

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