Lead Technology Strategist

TEK Systems; Chicago (IL); Remote; USD 125,000 - 190,000; Full time

Benefits offered by this job

Medical, Dental, Vision

401(k) Plan

Life Insurance

Paid Time Off

Job summary

One North, a TEKsystems affiliate, is seeking a Lead Technology Strategist to guide clients in transforming their businesses through AI-enabled marketing technology solutions and emerging technologies. You’ll lead strategy, collaborate with CX/EX, UX, Brand, Content, and Data experts, and mentor peers while shaping technology offerings.

This fully remote role is based out of the Chicago area, with travel up to 15% and a focus on practical, future-forward innovation in a dynamic agency

Qualifications

• 8+ years of enterprise technology experience in technology strategy, solution architecture, and digital transformation.
• 5+ years of consulting experience including workshop facilitation and client relationship management.
• Experience applying human-centered design practices and emerging technologies/AI is a plus.

Responsibilities

• Lead technology strategy across client ecosystems and guide AI/emerging tech integration.
• Partner with cross-functional teams to define forward-thinking experience solutions and roadmaps.
• Facilitate workshops, shape proof-of-concept initiatives, and drive implementation planning.
• Mentor junior strategists and contribute to thought leadership and proposals.

Skills

AI

Technology strategy

Consulting

Cross-functional leadership

Tools

CMS

CRM

ERP

Web & mobile tech

Job description

One North is a digital experience agency that combines curiosity, scale, and agility to shape the future. As part of TEKsystems, a leading provider of business and technology services, we offer boutique solutions to solve complex problems. Our multidisciplinary teams of strategists, designers, and technologists excel in research and discovery, experience strategy, design,experience management, and technology implementation. Whether clients are establishing a vision for an experience or optimizing an existing one, we help businesses understand their audiences, design experiences, maximize technology, and bring their digital ideas to life. The world’s most successful companies rely on us to forge the future through electrifying work that sparks innovation and drives results.

Here’s what the opportunity supported through our TEKsystems Global Services (TGS) Talent Acquisition Team requires:

About You

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

Job Type & Location

This is a Permanent position based out of Chicago, IL.

Pay and Benefits

The pay range for this position is $125000.00 - $190000.00/yr.

Individual compensation offered for this position within this range will depend on many factors, including qualifications, skills, relevant experience, job knowledge, geographic location, internal equity, and other pertinent job-related factors.

We reserve the right to pay above or below the posted wage based on factors unrelated to sex, race, or any other protectedclassification. Additional earnings may be available through incentive programs like annual bonuses, profit sharing, etc.

• Medical, Dental, and Vision
• Critical Illness, Accident, and Hospital
• 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available
• Life Insurance (Voluntary Life and AD&D for employee and dependents)
• Short and Long-Term Disability
• Health Spending Account (HSA)
• Transportation Benefits
• Employee Assistance Program
• Time Off/Leave (PTO, Vacation or Sick Leave)

Workplace Type

This is a fully remote position.

Application Deadline

This position is anticipated to close on Oct 2, 2026.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 5
00 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.