Senior Direct Marketing Designer & Production Artist; Remote

Overview

The Weinstein Organization “TWO”, a direct marketing advertising agency in Chicago, is currently searching for a skilled Senior Direct Marketing Designer and Production Artist (Remote) to join our team as a Contract-to-Full Time hire. This role, in a small agency setting, is ideal for a self‑guided and detail‑driven designer who excels at all stages from concept to execution. Must have excellent visual design skills with deep experience in direct marketing design and print production.

You’ll collaborate directly with our creative director and account managers to produce high‑impact direct mail, integrated campaigns, and digital assets that drive results.

• Bachelor's degree in Art, Graphic Design, or a related discipline (required)
• Minimum 4 years’ of related professional experience (agency experience strongly encouraged)
• Proven portfolio demonstrating both creative design and production execution (required)

• Design and produce direct marketing materials including direct mail (primarily), print collateral, digital ads and brand assets.
• Create adaptive layouts for postcards, letters, self‑mailers, brochures, and multi‑piece mail packages.
• Build and maintain template files to streamline design and production workflows.
• Perform retouching and manipulation of imagery.
• Conduct project discovery to make insightful recommendations on creative strategy and direction.
• Develop creative concepts and mockups for client presentation.
• Receive team and client feedback and complete adjustments/revisions.
• Prepare files for print and digital delivery, ensuring adherence to standards and technical specifications.
• Manage multiple projects and deadlines simultaneously in a fast‑paced agency environment.
• Collaborate with creative director and account managers to refine concepts and execute campaigns.
• Maintain organized file systems and production documentation.
• Ensure brand consistency and quality control across all deliverables.
• Participate, present and provide supporting feedback in internal and client meetings.
• Stay up-to-date with the latest design trends, techniques and technologies.

• Excellent visual design, layout and typography skills.
• Exceptional attention to detail and organization.
• Advanced expertise in Adobe Creative Suite:
  InDesign (primarily), Photoshop, Illustrator.
• Strong understanding of print production, prepress, fonts, and color management.
• Knowledge of variable data printing (VDP) and personalization.
• Understanding of postal regulations and print specifications a plus.
• Experience designing and executing for both print and digital channels.
• Knowledge of design techniques, tools, principles and best practices.
• Ability to work under pressure to meet deadlines and supply quick‑turn around revisions.
• Ability to solve problems creatively and effectively.
• Sense of ownership and pride in your performance and its impact on the project’s success.
• Work well with minimum supervision while also having strong interpersonal skills.

• Adobe Creative Suite:
  InDesign, Photoshop & Illustrator
• Adobe Acrobat Pro
• Experience working with project management tools (Jira knowledge is a plus)
• Fluency in a Mac environment

• Opportunity to shape processes and elevate design.
• Small Agency Environment.
• Competitive Salaries.
• Annual Bonuses (company performance based).
• Fully-Paid Health Insurance.
• Retirement Plan (SEP‑IRA contributions).
• Generous Paid Time‑Off Plan (17 Days; Anniversary: 5yrs +4, 10yrs +5).

• Ability to work fully remote (required) – Central Time preferred.
• Location:
  
  Based in United States (required).
• Language:
  Native English (required).