Executive Assistant to CRO — Strategic Admin & Events

HEARTLAND BUSINESS SYSTEMS LLC; Town of Brookfield (WI); On-site; USD 65,000 - 90,000; Full time

Benefits offered by this job

Competitive compensation package

Growth opportunities

Community involvement

Personal development

Employee and family celebrations

Green initiatives

Personal time off

Work-life balance

Recognition and awards

Job summary

Heartland Business Systems is seeking an experienced Sales Executive Assistant to support the CRO and Sales leadership in a fast-paced environment. This role partners across the Sales organization and broader HBS team, handling confidential information with discretion and maintaining a high level of organization.

You will manage the CRO's calendar, coordinate meetings and travel, and oversee expenses while contributing to executive communications and event planning.

Qualifications

• Bachelor's Degree or equivalent years of experience.
• 6+ years of administrative experience to include at least 3+ years of supporting Executive Leadership.
• Strong judgment to act autonomously vs. escalate, with ownership and solutioning.
• Exceptional organization, prioritization, and time-management with multiple high-priority tasks.
• Proficiency in Microsoft Office Suite (Outlook, Word, Excel & Power Point).

Responsibilities

• Serve as strategic partner to the CRO and Sales leadership, exercising independent judgment.
• Manage the CRO's calendar, prioritization, strategic scheduling, and conflict resolution; gatekeeper for time.
• Coordinate meetings, including leadership cadences, cross-functional initiatives, and sales forums.
• Plan and execute key sales meetings and communications, including agendas and post-meeting distribution.
• Coordinate complex domestic travel arrangements and align logistics across team members.
• Oversee expense management for the CRO, including submission, review, and approvals.
• Lead end-to-end event planning for executive and sales-level events, including logistics and vendor coordination.
• Leverage AI to enhance business processes and drive efficiency.
• Support executive communications and presence, including social media with Marketing.
• Perform admin tasks including invoice processing and meeting logistics.

Skills

Executive support

Calendar management

Travel coordination

Confidentiality

Communication

Organizational skills

AI in business processes

Education

Bachelor's degree or equivalent

Tools

Microsoft Office Suite

Job description

Heartland Business Systems is seeking an experienced Sales Executive Assistant to support the CRO and Sales leadership in a fast-paced environment. This role partners across the Sales organization and broader HBS team, handling confidential information with discretion and maintaining a high level of organization.

You will manage the CRO's calendar, coordinate meetings and travel, and oversee expenses while contributing to executive communications and event planning.