Executive Assistant to the Chief Revenue Officer - Cleveland Based Role

Hyland•,

7d•$80,000 - $120,000•Hybrid

About The Position

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.

Requirements

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
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

Nice To Haves

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

Responsibilities

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.