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Posted on 2026/05/22

Software Engineer, AI (Go)

G2i Inc.

Chicago, IL, United States

Contractor

Qualifications

4–6+ years in digital strategy, product strategy, or management consulting—ideally at a leading consulting firm, tech company or high-performing startup

You understand how to manage stakeholder expectations, navigate ambiguity, and delivery quickly under pressure

AI Strategy & Technical Fluency: Experience defining, leading, or contributing to AI-centric product or business strategy engagements

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Benefits

Salary: $165,000 – $195,000 + up to 25% annual bonus

Responsibilities

ROLE OVERVIEW The Digital & AI Strategy Lead is a project leader responsible for defining the 'why' and 'how' behind AI-accelerated digital products and strategic business-model transformation

This role operates with significant autonomy, serving as a key advisor to client leadership on proactively leveraging Generative AI, machine learning, and automation to redefine market positioning, accelerate growth projections, and shape long-term digital strategy

You are accountable for translating complex data into compelling narratives and creating actionable roadmaps that drive executive alignment and measurable business value

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More job highlights

Job description

DIGITAL & AI STRATEGY LEAD

Thresh Consulting — Strategy in Action for the AI Era

Salary: $165,000 – $195,000 + up to 25% annual bonus

Location: Hybrid Chicago

ABOUT THRESH

Thresh Consulting is a modern digital consulting firm built for the AI era—where strategy, execution, and craft come together to deliver real outcomes with speed.

Our specialty is helping organizations design, build, and scale AI-native digital products that create exceptional customer experiences and drive measurable value.

We equip clients to separate signal from noise, moving from AI experimentation to operational adoption.

At Thresh, our strategy teams connect executive-level vision to actionable product growth.

We help client leaders navigate ambiguity, define market opportunities, and build the business case for digital innovation.

ROLE OVERVIEW The Digital & AI Strategy Lead is a project leader responsible for defining the 'why' and 'how' behind AI-accelerated digital products and strategic business-model transformation.

This role operates with significant autonomy, serving as a key advisor to client leadership on proactively leveraging Generative AI, machine learning, and automation to redefine market positioning, accelerate growth projections, and shape long-term digital strategy.

You are accountable for translating complex data into compelling narratives and creating actionable roadmaps that drive executive alignment and measurable business value.

You will look across multiple industries to find innovative solutions our clients can bring to their busines

WHAT YOU'LL DO

SHAPE STRATEGIC DIRECTION

  • Conduct AI-driven market and competitive research to identify opportunities, assess the competitive threat of new AI models, and define new value chains affecting our client’s businesses

  • Build growth models and business cases that quantify the ROI and impact of digital product investments and implications of AI to operations

  • Create strategic roadmaps that prioritize initiatives based on business objectives, technical feasibility, and market timing always with a focus on acceleration

  • Telco Knowledge (Preferred): Apply expertise in Telecommunications and Media sectors to guide clients through an increasingly competitive marketplace.

DRIVE EXECUTIVE ALIGNMENT

  • Translate complex strategy into compelling narratives that influence C-suite stakeholders and drive consensus across business units

  • Create executive-ready presentations and materials that distill ambiguity into clarity and confidence using the latest AI tools (Claude, Lovable, Gamma, etc.)

  • Serve as a primary point of accountability on client engagements, accountable for strategic outcomes and vision alignment

VALIDATE STRATEGY THROUGH EXECUTION

  • Partner with engineering and design teams to ensure strategic recommendations are technically feasible, user-centered and aligned to corporate strategy

  • Champion product acceleration and prototyping to pressure-test strategic assumptions, validate core design decisions and begin testing integrations

  • Leverage AI tools to accelerate research and synthesis, integrating AI into the research and strategy development process to accelerate delivery and enhance insight depth

LEAD AND COLLABORATE

  • Mentor junior strategists and analysts, establishing best practices for strategy development and presentation craft leveraging AI.

  • Work across disciplines—you'll collaborate closely with product managers, designers, and engineers to ensure strategy translates to reality

WHAT YOU BRING

  • 4–6+ years in digital strategy, product strategy, or management consulting—ideally at a leading consulting firm, tech company or high-performing startup.

You understand how to manage stakeholder expectations, navigate ambiguity, and delivery quickly under pressure

  • AI Strategy & Technical Fluency: Experience defining, leading, or contributing to AI-centric product or business strategy engagements.

Deep understanding of the strategic and commercial implications of Generative AI, LLMs, and emerging ML technologies on various business models

  • Track record of leading strategic projects that resulted in real business outcomes (launched products, validated new markets, influenced investment decisions)

  • Experience

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