Executive Assistant to the Chief Revenue Office

Location: Cleveland, Ohio Work Arrangement: Hybrid 

About the Role
The Executive Assistant is a highly trusted, high-impact role designed to extend executive effectiveness across the enterprise. Built for an experienced Executive Assistant who thrives in a fast-paced environment, this role goes well beyond task execution — it enables business cadence, supports executive decision-making, and ensures alignment and follow-through across teams. The goal is simple: keep executives focused on their highest-value priorities.

Your Role Responsibilities? Here's What You'll Do.
Partner closely with assigned executive(s) to optimize time, priorities, and focus through proactive calendar, travel, and inbox management — preparing them for high-impact internal and external engagements including leadership meetings, board interactions, customer briefings, and executive reviews.
Anticipate executive needs, surface risks proactively, and remove friction to increase effectiveness, serving as a trusted proxy for logistical and informational coordination while escalating substantive decisions appropriately.
Own the logistics and mechanics of leadership forums in partnership with executives and/or Chiefs of Staff, including leadership team meetings, All Hands, and quarterly reviews — ensuring inputs are prepared, materials are ready, and outcomes are captured.
Drive meeting follow-through by tracking decisions, action items, and deadlines, maintaining consistency and discipline in recurring business rhythms while adapting to shifting executive needs.
Draft, refine, and manage executive communications — including functional updates, leadership messaging, enterprise communications, and executive-level presentations for senior leadership and board audiences.
Leverage productivity tools, automation, and AI to streamline workflows, identify opportunities to improve executive leverage and communication flow, and bring structure and momentum to complex or ambiguous situations.

Role Essentials
You'll be set up for success if you have:

7+ years of experience supporting senior executives (C-suite or equivalent) in fast-paced, complex organizations
Demonstrated ability to operate beyond traditional administrative tasks while remaining execution and enablement focused
Exceptional written and verbal communication skills, including the ability to draft polished executive-level communications and presentations
Proven ability to influence, coordinate, and drive follow-through across teams without direct authority
Strong business acumen with a solid understanding of organizational dynamics, confidentiality, and executive operating models

What We'd Like to See
Bonus points if you bring:

Highly organized, detail-oriented work style with strong judgment, dependability, and consistent follow-through
Comfort navigating ambiguity, shifting priorities, and sensitive or confidential information with discretion
Proficiency with modern productivity and collaboration tools used in enterprise environments
Experience leveraging AI tools to improve personal efficiency and streamline executive workflows
Flexibility for up to 5% travel to support executive engagements as needed

About Hyland
Hyland is the pioneer of the Content Innovation Cloud™, delivering ubiquitous enterprise intelligence to organizations with solutions that unlock actionable insights and drive automation.

Trusted by thousands of organizations worldwide, including many of the Fortune 100, Hyland's solutions create the foundation for a connected, agentic enterprise, where teams harness the power of AI to redefine how they operate and engage with those they serve. For additional information on Hyland's platform and services, please visit Hyland.com.

© Hyland. All rights reserved.

About Hyland Life

#HylandLife

Since 1991, it has been Hyland's mission to help our employees, customers and partners exceed their potential with our industry-leading content services platform. Our employees exude a contagious energy and are passionate about what they do – whether it's helping customers succeed, raising up their fellow Hylanders, or engaging in the communities where they live and work.

The #HylandLife hashtag encompasses our employee-centric culture. Our employees live our culture day in and day out by bringing their best self to work. Hyland supports them to do just that through career development resources, wellbeing programs and innovation practices. We thrive on diverse viewpoints and new ideas and believe that a positive, inclusive workplace is imperative to sustainable success.

As we've grown to a company of nearly 4,000 strong, we have the opportunity to make a significant impact on our communities. We strongly support employee initiatives and align our giving campaigns and programs to organizations that are important to them.

Equal Opportunity Statement
Hyland is an equal opportunity employer. We value diversity and are committed to providing an inclusive workplace for all employees and applicants. Employment decisions are made without regard to any characteristic protected by applicable laws and regulations. Information collected during the hiring process is used solely to assess qualifications, verify identity, and comply with legal requirements.

• Bachelor's degree or equivalent experience
• Experience directly supporting and working with C-suite level executives
• Excellent leadership, collaboration skills, problem solving and decision-making skills
• Excellent oral and written communications skills that demonstrate a professional demeanor and the ability to interact with others with discretion and tact
• Excellent interpersonal skills; able to maintain solid rapport with team members as well as maintain professionalism with those outside of department
• Excellent organizational, multi-tasking, and time management skills
• Ability to work in a flexible, fast-paced environment
• Ability to provide exceptional follow through and be customer-service driven
• Ability to handle a high amount of stress and perform under deadline pressure
• Ability to work independently and in a team environment
• Demonstrated ability to handle sensitive information with discretion and tact
• Ability to provide guidance and support to developing team members
• Excellent ability to develop and use engaging, informative and compelling presentation methodologies
• Experience in Microsoft Office
• Proficiency with Microsoft Outlook or equivalent email and calendar software
• Self-motivated with follow through and attention to detail
• Excellent work ethic and a proactive approach to wide-ranging responsibilities
• Up to 5% travel time required