Strategic Executive Assistant to CRO

Heartland Business Systems, LLC.; Little Chute, Northern (WI, KY); Hybrid; USD 70,000 - 100,000; Full time

Benefits offered by this job

Competitive compensation package

Growth opportunities

Work-life balance

Paid time off

Job summary

Heartland Business Systems in Wisconsin is seeking a Sales Executive Assistant to provide high-level administrative support to the CRO and Sales leadership. You will manage a dynamic calendar, coordinate complex travel, prepare communications, and handle confidential information with discretion.

The role emphasizes strategic partnership, independent judgment, and the use of AI to optimize business processes, with responsibilities spanning meetings, expenses, and executive communications.

Qualifications

• Bachelor's Degree or equivalent years of experience.
• 6+ years of administrative experience including 3+ years supporting Executive Leadership.
• Strong judgment on autonomous action with ownership and solutioning.
• Exceptional organization and time-management for multiple high-priority requests.

Responsibilities

• Partner with the CRO and Sales leadership, managing competing demands and supporting decisions.
• Manage an executive calendar with prioritization, scheduling, and gatekeeping.
• Coordinate internal/external meetings, leadership cadences, and sales forums.
• Plan and execute key sales meetings and post-meeting distribution.
• Coordinate complex domestic travel arrangements and logistics.
• Oversee expense management and timely approvals.
• Lead end-to-end executive and sales event planning.

Skills

Executive support

Calendar management

Travel coordination

Expense management

Event planning

AI in processes

Education

Bachelor's Degree or equivalent

Tools

Microsoft Office

Outlook

Excel

PowerPoint

Job description

Heartland Business Systems in Wisconsin is seeking a Sales Executive Assistant to provide high-level administrative support to the CRO and Sales leadership. You will manage a dynamic calendar, coordinate complex travel, prepare communications, and handle confidential information with discretion.

The role emphasizes strategic partnership, independent judgment, and the use of AI to optimize business processes, with responsibilities spanning meetings, expenses, and executive communications.