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Ola Olusoga

Product & Design Leader.

Professional Background

Ola Olusoga is a seasoned design professional with over 15 years of experience at the dynamic intersection of design, business, and technology. Currently serving as the Head of Design at CaptivateIQ, Ola is dedicated to redefining performance management experiences through innovative and thoughtful design. His leadership philosophy emphasizes cross-functional collaboration, fostering a communicative and high-trust environment where team members are empowered to achieve strong outcomes through accountability and clear expectations.

Prior to his role at CaptivateIQ, Ola showcased his talents at WordPress.com, a renowned subsidiary of Automattic, where he held various design leadership roles including VP of Experience and Design, as well as Head of Design. His impactful contributions helped shape the user experiences that millions rely on daily, including the WooCommerce mobile application and WooCommerce Marketplace. His portfolio at WordPress.com reflects a strong commitment to enhancing user experiences through design innovation and strategic thinking.

In addition to his work at WordPress.com, Ola co-founded Populum, a direct-to-consumer company focused on making quality, ethical CBD products accessible to health-conscious consumers. Under his leadership, the company experienced extraordinary growth—bootstrapping from $0 to over $2.5M in revenue—by prioritizing customer needs and fostering a culture of excellence within the team. The accomplishments of Populum included not only scaling the business but also a successful acquisition, demonstrating Ola's entrepreneurial acumen.

Before entering the tech and e-commerce field, Ola established himself as a Design Director at Tuft and Needle, a company dedicated to improving the sleep experience for consumers. He also honed his skills on the agency side at Publicis.Sapient, where he worked as a Senior Art Director for prominent brands like Diesel and MasterCard, and began his career at DDB Worldwide as an Art Director and Designer.

Education and Achievements

Ola holds a Bachelor of Fine Arts (BFA) degree in Design and Visual Communications from Kean University, which provided a solid foundation for his career in design. He further expanded his knowledge and skills through continued education at the School of Visual Arts, allowing him to stay at the forefront of design trends and methodologies.

Throughout his prolific career, Ola has amassed a wealth of knowledge and experience that he shares with others in the design community. He is actively involved in mentoring emerging designers through a program at GrowthSpace, demonstrating his commitment to fostering new talent and giving back to the design community.

Notable Organizations

Ola has been affiliated with a number of prestigious organizations throughout his career, contributing his expertise to drive design excellence and growth:

  • Head of Design at CaptivateIQ
  • VP of Experience and Design at WordPress.com, Automattic
  • Design Director at WordPress.com, Automattic
  • Design Manager at WooCommerce, Automattic
  • Co-Founder of Populum
  • Director of Design at Tuft & Needle
  • Senior Art Director at Publicis.Sapient
  • Art Director and Designer at DDB Worldwide
  • Independent Consultant specializing in UX and Design

Ola's diverse experiences across various sectors—ranging from startups to established enterprises—highlight his adaptability and his keen understanding of both design and business needs, making him a sought-after professional in the design community.

Achievements

Ola’s career is marked by numerous achievements that underscore his proficiency in design, leadership, and entrepreneurship. Notably, the following stand out:

  1. Successfully led high-performance design teams at top tech companies including WordPress.com and CaptivateIQ, where his strategic vision directly impacted user engagement and satisfaction.
  2. Co-founded Populum and grew the business from ground zero to over $2.5M in revenue, showcasing exceptional entrepreneurial skills and a strong understanding of market demands.
  3. Mentored up-and-coming designers, contributing to their professional growth and fostering a culture of excellence in the design field.
  4. Achieved rapid growth and a successful acquisition of Populum, illustrating his capability to navigate the complexities of startup growth and market positioning.

Personal and Community Involvement

Ola is passionate about nurturing the next generation of designers through mentorship and community engagement. His involvement with GrowthSpace exemplifies his dedication to helping others build their careers and expand their design skills. He advocates for a culture of mutual support within the design industry, believing that shared knowledge and experience are vital to driving collective success.

Related Questions

How did Ola Olusoga develop his expertise in design and technology?
What strategies did Ola implement to grow Populum from $0 to over $2.5M?
In what ways does Ola Olusoga facilitate a high-trust work environment within his teams?
What are some key design philosophies that Ola follows in his leadership roles?
How does Ola Olusoga approach mentoring young designers in his program at GrowthSpace?
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Location

Atlanta Metropolitan Area