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Mid Level Strategy Jobs in Chicago, IL (NOW HIRING)

This role requires strong design fundamentals, strategic application of brand standards, and the ... The Mid-Level Graphic Designer reports to a Senior Graphic Designer and directly manages a Junior ...

The Mid-Level Graphic Designer independently owns the execution of a variety of print and digital ... Translate complex briefs into strategic visual solutions aligned with business objectives.

The Mid-Level Graphic Designer independently owns the execution of a variety of print and digital ... Translate complex briefs into strategic visual solutions aligned with business objectives.

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Mid Level Strategy information

See Chicago, IL salary details

$57.2K

$128.4K

$224.1K

How much do mid level strategy jobs pay per year?

As of Aug 16, 2026, the average yearly pay for mid level strategy in Chicago, IL is $128,417.00, according to ZipRecruiter salary data. Most workers in this role earn between $92,700.00 and $162,200.00 per year, depending on experience, location, and employer.

What are some common challenges faced by professionals in mid level strategy roles, and how can they be effectively addressed?

Professionals in mid-level strategy positions often encounter challenges such as aligning cross-functional teams around strategic initiatives, managing competing stakeholder interests, and adapting plans to rapidly changing market conditions. Success in this role requires strong communication and negotiation skills, as well as the ability to synthesize complex information into actionable insights. Building collaborative relationships across departments and actively seeking feedback can help overcome these challenges and drive successful strategy implementation.

Is a mid level strategy consultant a high paying job?

A mid-level strategy consultant typically earns a competitive salary that is higher than entry-level roles but varies by industry, location, and firm size. These roles often include performance bonuses and benefits, reflecting the specialized skills and experience required. Overall, it is considered a well-paying position within the consulting field.

What are the different types of mid level strategy jobs?

Mid-level strategy jobs typically include roles such as Strategy Analyst, Business Strategist, Corporate Development Associate, and Strategic Planning Manager. These positions involve analyzing market trends, developing strategic initiatives, and supporting senior leadership in decision-making, often requiring skills in data analysis, financial modeling, and strategic frameworks.

What is a mid level strategy?

A Mid Level Strategy role typically involves analyzing market trends, identifying growth opportunities, and supporting the development and execution of business strategies within an organization. Professionals in this position work closely with senior leaders to assess business performance, create strategic plans, and help drive organizational goals. They often conduct research, prepare presentations, and may be responsible for managing smaller projects or initiatives. The role requires strong analytical, communication, and problem-solving skills, as well as experience in strategic planning or consulting.

What are the key skills and qualifications needed to thrive as a mid level strategy professional?

To excel as a Mid Level Strategy professional, you need strong analytical abilities, business acumen, and experience in strategic planning, usually supported by a relevant degree such as business, economics, or finance. Familiarity with data analytics tools (like Excel, Tableau), project management software, and sometimes certifications like PMP or Six Sigma are valuable. Excellent communication, critical thinking, and stakeholder management skills help you influence decisions and drive projects forward. These capabilities are vital for developing actionable strategies, aligning teams, and achieving organizational goals in a competitive environment.

What is the difference between Mid Level Strategy vs Business Analyst?

AspectMid Level StrategyBusiness Analyst
Required CredentialsBachelor's degree, experience in strategic planningBachelor's degree, often in business, finance, or related fields
Work EnvironmentCorporate strategy teams, consulting firmsProject teams, IT departments, consulting
Employer & Industry UsageUsed in corporate and consulting sectors for strategic rolesCommon in finance, IT, and business sectors for process and requirements analysis

Mid Level Strategy professionals focus on developing and implementing strategic plans within organizations, often working on high-level initiatives. Business Analysts analyze business processes, gather requirements, and support project implementation. While both roles require analytical skills and industry knowledge, Mid Level Strategy roles emphasize strategic thinking and planning, whereas Business Analysts concentrate on operational and process improvements.

What are the most commonly searched types of Strategy jobs in Chicago, IL?

The most popular types of Strategy jobs in Chicago, IL are:

Infographic showing various Mid Level Strategy job openings in Chicago, IL as of August 2026, with employment types broken down into 90% Full Time, and 10% Contract. Highlights an 90% In-person, and 10% Hybrid job distribution, with an average salary of $128,417 per year, or $61.7 per hour.

Mid-Level Graphic Designer

Cresco Labs

Chicago, IL

Full-time, Part-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 19 days ago


Cresco Labs rating

6.9

Company rating: 6.9 out of 10

Based on 18 frontline employees who took The Breakroom Quiz

10th of 33 rated cannabis dispensaries


Job description

JOB SUMMARY

Cresco Labs is seeking a Mid-Level Graphic Designer to join our growing in-house creative team, The HotBox, in Chicago, IL. The HotBox leads B2B and B2C creative across key channels including In-Store, Ecommerce, Customer Relationship Management (CRM), Rewards, Social, and Internal Initiatives. 

The Mid-Level Graphic Designer independently owns the execution of a variety of print and digital deliverables for both retail and wholesale brands. Responsibilities include leading the development of web assets, email campaigns, social media content, in-store signage, sales materials, event graphics, internal communications, and branded merchandise. This role requires strong design fundamentals, strategic application of brand standards, and the ability to manage multiple high-volume initiatives with minimal oversight. 

In this position, you will collaborate cross-functionally and contribute to creative problem-solving across initiatives that strengthen Cresco's national presence. The Mid-Level Graphic Designer reports to a Senior Graphic Designer and directly manages a Junior Graphic Designer, providing guidance and support while continuing to elevate creative output. 

CORE JOB DUTIES 

  • Independently own design projects from brief through final execution. 
  • Translate complex briefs into strategic visual solutions aligned with business objectives. 
  • Develop multiple creative directions when appropriate to support campaign needs. 
  • Manage high-volume retail and wholesale deliverables with minimal oversight. 
  • Engage directly in kickoff discussions to clarify scope, audience, and messaging. 
  • Ensure creative aligns with brand standards across multiple states and formats. 
  • Identify opportunities to improve templates, workflows, and scalable design systems. 
  • Provide feedback and guidance to Junior Designers. 
  • Balance speed and quality while maintaining strong design rationale. 
  • Proactively flag risks, timeline concerns, or creative gaps before escalation. 

REQUIRED EXPERIENCE, EDUCATION AND SKILLS  

  • 3-5 years professional design experience (in-house or agency). 
  • Portfolio demonstrating independent project ownership and strategic thinking. 
  • Advanced proficiency in Adobe Creative Suite with ability to execute efficiently with minimal oversight. 
  • Demonstrated ability to design across print and digital channels with strategic consistency. 
  • Strong command of visual systems and ability to apply brand standards strategically. 
  • Solid understanding of production standards and building files to spec. 
  • After Effects experience; ability to support light motion or animation needs. 
  • Familiarity with light retouching and color correction. 
  • Experience with art direction processes and concept development is preferred. 
  • Ability to manage priorities independently while maintaining quality and accuracy. 
  • Strong communication skills; confidently presents and defends design rationale. 
  • Demonstrates professional maturity and peer-level influence. 
  • Passion for the cannabis industry and commitment to brand integrity. 

BENEFITS

Cresco Labs is proud to offer eligible employees a robust offering of benefits including, major medical, dental and vision insurance, a 401(K)-match program, FSA/HSA programs, LTD/STD options, life insurance and AD&D.  We also offer eligible employees paid holidays and paid time off.  Other rewards may include annual discretionary bonuses, stock options as well as participation in our employee discount program. Benefits eligibility for permanent positions may vary by full-time or part-time roles, location, or position.


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