Lead Technology Strategist

You are a Lead Technology Strategist with great breadth and depth of expertise across the digital landscape.

 

About You

You anticipate future needs and opportunities based on your deep understanding of current experience-oriented technology solutions and emerging trends, your innate curiosity around the possibilities afforded by newer technologies, and your ability to discern technology advancements with true promise. You have the instincts to push ideas to the forefront while keeping solutions practical and achievable.

The Opportunity

In this role, you’ll partner with One North’s largest and most complex clients to identify and shape opportunities to transform their businesses through optimized marketing technology solutions and the introduction of emerging technologies, including AI. As part of our collaborative strategy team, you’ll work alongside experts in CX/EX, UX, Brand, Content, and Data, welcoming the diverse perspectives that lead to the strongest solutions. While you won’t be directly managing people, you’ll serve as a team leader – mentoring colleagues, driving innovation, and shaping the future of One North’s Technology Strategy practice. Combining deep technology strategy expertise, consulting chops, and business insights, you will help spearhead technology strategy success, propelling our clients forward.

This role will ideally be based in the Chicago area, but we are open to remote locations across the U.S.

Core Responsibilities

Technology Strategy:

• Continually develop expertise across emerging technologies, with a specific focus on AI, to guide clients toward practical but future-focused innovation.
• Maintain an understanding of technology solutions that support customer, employee, and user experiences (CMS, CRM, ERP, browser-based and mobile applications, websites), with an emphasis on (but not limited to) technology solutions that One North supports, to recommend ecosystem updates and adjustments to clients.
• Help translate AI/emerging technology capabilities and limitations into clear implications for client strategy, operations, and customer or employee experiences.
• Continually develop and evolve compelling materials and frameworks to communicate and clarify possibilities associated with rapidly changing technology landscapes.
• Contribute to One North’s technology strategy offerings and thought leadership.
• Participate in and support ongoing innovation and capability development.

Client Delivery:

• Lead comprehensive technology assessments of current client ecosystems to identify opportunities to transform or optimize client experiences.
• Partner with cross-functional teams to define forward-thinking, comprehensive experience solutions that depend on current ecosystem adjustments and/or emerging technologies/AI.
• Guide clients through framing of future-oriented solutions design for confirmed initiatives, including thoughtful incorporation AI/emerging technologies.
• Lead strategic technology workshops to shape actionable proof-of-concept or implementation roadmaps for defined experience concepts (impact analysis, dependency identification, etc.).
• Integrate AI thoughtfully into team workflows and project delivery, coaching others on effective, responsible use in strategy, design, and analysis.
• Foster strong client and team relationships through clear communication; establish yourself as a trusted advisor in the emerging technology space.
• Manage multiple strategic initiatives with clear expectations, timelines, and success metrics.

Additional Responsibilities:

• Mentor junior strategists, providing feedback on their work and career guidance.
• Contribute to business development through thought leadership and strategic proposal development.
• Represent One North internally and throughout the community in thought leadership (conferences, talks, blogs, libraries/tools).
• Travel up to 15% of the time to support strategic engagements.

Power Skills

• Empathy: You internalize human experiences and perspectives to advocate and drive change.
• Business Insight: You apply business and customer knowledge to advance client goals.
• Clarity: You operate effectively and create focus and certainty in the face of ambiguity.
• Communication: You deliver effective multi-mode communications and lead by listening.
• Collaboration: You partner deeply with others to meet shared objectives.
• Innovation: You generate and cultivate new ways for clients to be successful.
• Motivation: You are action-oriented and take on new challenges with energy and enthusiasm.
• Resilience: You persistently work toward desired outcomes, even under tough circumstances.
• Adaptation: You pivot or refine approaches in real-time to meet shifting demands.
• Integrity: You have a strong sense of ethical and moral principles and adhere to them consistently.

Required Experience

8 or more years of enterprise technology experience:

• Technology strategy development and execution
• Solution architecture and design
• Digital transformation leadership
• Emerging technology integration

5 or more years of consulting experience:

• Workshop facilitation and strategic planning
• Client relationship management
• Cross-functional team leadership
• Technology advisory expertise

Additional Requirements

• Deep understanding of marketing technology platforms, web and mobile technologies, front-end and back-end frameworks, and emerging technologies/AI
• Experience applying human-centered design practices and principles
• Track record of successful client engagements and technology transformations

*Don’t check all the boxes? We encourage you to apply anyway. We know smarts grow from a breadth of experiences. Don’t disqualify yourself before you have the chance to be considered. We’d love to meet you.

Benefits

• Our comprehensive benefits program includes Blue Cross Blue Shield PPO Health coverage, as well as a health savings account with employer-funded contributions.
• We also offer Dental and Vision insurance. All of our full-time employees are eligible for Life/AD&D insurance and Short/Long Term Disability insurance free of cost, with the option to add additional voluntary coverage if desired.
• One North’s 401(k) plan allows employees to save for retirement through pre- or post-tax contributions along with employer-matched funds for maximized savings potential.
• Our Transportation Benefits enable employees to also make pre-tax contributions to pay for parking and public transit needs.
• We know how important unwinding can be for inspiration, innovation and productivity. Our full-time employees earn 4 weeks of paid time off, in addition to company paid holidays. Employees begin to accrue additional time off once they reach their 3-year and 10-year anniversaries with the business.
• One North also understands how critical it is for parents to bond with their new additions. We provide paid Parental and Primary Caregiver Leave to assist and support employees who experience a new birth, adoption or foster placement of a child.
• We also offer an Employee Perks Program that offers member-only discounts and corporate rates on everything from pizza and the zoo, to movie tickets, car rentals, and hotels.

We reserve the right to pay above or below the base salary range of $125,000-$190,000 based on factors unrelated to sex, race, or any other protected classification.

Additional earnings may be available through incentive programs like annual bonuses, profit sharing, etc.

Please click on the following link to learn more about our full-time internal employment benefits: https://www.teksystems.com/en/careers/benefits.

The expected posting close date is September 9, 2026.

**Clicking the Apply now button will redirect you to apply on TEKsystems.com.