Sales Executive Assistant

HEARTLAND-BUSINESS-SYSTEMS-LLC; Little Chute (WI); On-site; USD 50,000 - 70,000; Full time

Job summary

HEARTLAND-BUSINESS-SYSTEMS-LLC seeks a Sales Executive Assistant to provide high-level administrative support to the Chief Revenue Officer and Sales team. The candidate will manage executive calendars, coordinate meetings, and handle travel arrangements while maintaining a high standard of organization.

The role requires 6+ years of administrative experience, including support for executive leadership, and a Bachelor’s Degree. Proficiency in Microsoft Office is essential.

Qualifications

• 6+ years of administrative experience, including 3+ years supporting Executive Leadership.
• Experience in the Sales or Technology industry is preferred.

Responsibilities

• Serve as a strategic partner to the CRO and Sales leadership.
• Manage a highly dynamic executive calendar and prioritization.
• Plan and execute key sales meetings and communications.
• Coordinate complex domestic travel arrangements.
• Lead end-to-end event planning for executive and sales-level events.

Skills

Exceptional written, oral, interpersonal, and presentation skills

Detail orientation

Organizational skills

Self-motivated

Ability to work under pressure

Education

Bachelor’s Degree or equivalent

Tools

Microsoft Office Suite (Outlook, Word, Excel, PowerPoint)

Job description

Position Summary

The Sales Executive Assistant provides high-level administrative and operational support in a fast-paced, dynamic environment. This role partners closely with the Chief Revenue Officer (CRO) and Sales leadership, serving as a trusted liaison across the Sales organization and broader HBS team. This individual exercises sound judgment, communicates effectively, and manages multiple priorities with a high level of organization and attention to detail. This individual operates with a high degree of independence, handles sensitive and confidential information with discretion, and thrives under pressure while supporting a wide range of executive-level activities.

Roles and Responsibilities / Essential Functions

• Serve as a strategic partner to the CRO and Sales leadership, exercising independent judgment to manage competing demands, anticipate needs, and support effective decision-making.
• Manage a highly dynamic executive calendar, including prioritization, strategic scheduling, and conflict resolution; act as a gatekeeper for the CRO’s time by evaluating requests and aligning meetings with business priorities.
• Coordinate internal and external meetings, including recurring leadership cadences, cross-functional initiatives, and sales forums; ensure alignment, preparation, and follow-through.
• Plan and execute key sales meetings and communications, including monthly calls, agendas, content development, and post-meeting distribution.
• Coordinate complex domestic travel arrangements (flights, hotels, ground transportation) and align logistics across designated team members to ensure seamless execution.
• Oversee expense management for the CRO, including submission, review, and approval of expenses in a timely manner.
• Lead end-to-end event planning for executive and sales-level events (e.g., Quarterly Business Reviews, Sales Kick Offs), including logistics, vendor coordination, catering, communications, and materials.
• Support executive communications and presence, including managing professional social media activity in partnership with Marketing.
• Perform a wide range of administrative and operational tasks, including invoice processing, vacation approvals, performance review coordination, and executive meeting logistics.
• Serve as a back up for other administrative functions.

Requirements

Competencies

• Accountability: Accountability looks at the extent to which an individual is willing to accept responsibility.
• Adaptability: Adaptability looks at the extent to which an individual can fit into a changing working environment.
• Business Acumen: Business acumen looks at the ability of the individual to understand and discriminate between various business related topics and issues.
• Communication: Ability to promote understanding through exceptional written, oral, interpersonal, and presentation skills.
• Detail Oriented: Detail orientation looks at the ability of the individual to pay meticulous attention to all aspects of a situation or task, no matter how small or seemingly unimportant.
• Decision Making: Decision making skills look at the ability of the individual to select an effective course of action while controlling resources and expenditures.
• Innovative: Innovation is the ability to go beyond the conventional, a willingness to try different solutions, and to encourage new ideas from employees and co-workers.
• Organized: Organizational skills looks at the ability of the individual to be structured and methodical in working skills.
• Relationship Building: Relationship building looks at the ability of the individual to establish and maintain a good rapport and cooperative relationship with customers and co-workers.
• Reliability: Reliability looks at the ability of the individual to be dependable and trustworthy.
• Self-Motivated: Self motivational skills looks at the ability of the individual to reach a goal or perform a task with little supervision or direction.
• Working Under Pressure: Working under pressure looks at the ability of the individual to maintain composure when exposed to stress.

Required Experience

• 6+ years of administrative experience to include at least 3+ years of supporting Executive Leadership

Preferred Experience

• Experience supporting Executive leadership in a Sales or Technology Industry

Required Skills, Education and/ or Certifications

• Bachelor’s Degree or equivalent years of experience
• Strong judgment in determining when to act autonomously vs. when to escalate, with a bias toward ownership and solutioning.
• Exceptional organization, prioritization, and time-management skills, with the capacity to manage multiple high-priority requests simultaneously.
• Computer Skills: High Proficiency in Microsoft Office Suite, specifically Outlook, Word, Excel & Power Point.

Equal Opportunity Employer – Including Disabled and Veterans