Openly Career Growth & Development

Updated on November 04, 2026

Frequently Asked Questions

Career Progression Paths

Career growth at Openly is built around ownership, continuous learning, and the chance to make visible impact in a company that is reshaping homeowners insurance. Employees improve processes, solve problems, and contribute ideas across roles.

Openly invests in development through continuing education support, job training, conferences, and online courses. It also offers paid industry certifications, Lunch and Learns, and virtual coaching. A promote-from-within approach and professional development funding reinforce growth.

Learning & Upskilling Opportunities

Openly supports learning with funding and development resources. Employees receive a continuing education stipend and access to online course subscriptions. They also get paid industry certifications, job training, conferences, Lunch and Learns, personal development training, and virtual coaching services. Employees can pursue continuing education during work hours, and dedicated professional development funds back that growth. 

Openly Employee Perspectives

Openly supports long-term career development by giving employees dedicated funding to build new skills and expand their knowledge. That investment gives employees opportunities to develop beyond their immediate responsibilities while demonstrating the company’s commitment to their continued growth.

“Openly also invests in employees’ growth through dedicated professional development funds. The opportunity to build skills both personally and professionally sends a clear message: The company is committed to people’s long-term growth, not just their current output.”

Byron Roberts
Byron Roberts , Senior Director, Business Development

What People Are Saying About Openly

  • Professional Development: Professional development funding of around $2,000 annually is advertised for eligible learning activities and resources, supporting courses, certifications, conferences, and role-related skills. This tangible stipend signals an institutional commitment to ongoing growth.
  • Training & Education Access: Offerings such as Lunch & Learns, internal training, paid certifications, virtual coaching, and time for continuing education during work hours provide structured avenues to build capabilities. These programs enable learning beyond day-to-day responsibilities.
  • Growth Culture: Curiosity is identified as a core value, with emphasis on questioning practices, examining data, experimenting, and improving how work gets done. This environment encourages developing new skills and contributing ideas with impact.

Openly's Benefits

Allows employees to pursue continuing education during work hours

Hosts Lunch and Learns

Openly's Learning and Development team develops and facilitates various Lunch and Learn sessions throughout the year, covering a myriad of topics.

Job training & conferences

Openly employees can take advantage of internally developed training and growth sessions as well as use their Professional Development funds to attend external conferences and trainings.

Provides continuing education stipend

Each employee has $2,000 in professional development funds to spend on activities or resources that supports their career growth.

Provides online course subscriptions

Provides paid industry certifications

Provides personal development training

Provides virtual coaching services

Promote from within