Sales Executive Assistant

HEARTLAND-BUSINESS-SYSTEMS-LLC; Town of Brookfield (WI); On-site; USD 65,000 - 95,000; Full time

Benefits offered by this job

Competitive compensation package

Growth opportunities

Work-life balance

Personal development

Employee celebrations

Green initiatives

PTO

Job summary

Heartland Business Systems is seeking a Sales Executive Assistant to provide high-level administrative support to the CRO and Sales leadership in a fast-paced environment. You will manage calendars, coordinate meetings, and oversee travel and expenses with discretion.

The role emphasizes strategic partnership, independent judgment, and the use of AI to streamline processes, as well as contributing to executive communications and cross-functional initiatives across the HBS team.

Qualifications

• Bachelor's Degree or equivalent years of experience.
• 6+ years of administrative experience, including 3+ years supporting executive leadership.
• Strong judgment and ownership mindset.
• Outstanding organization and time-management skills.
• Advanced proficiency in Microsoft Office applications.
• Professional attitude and discretion with confidential information.
• Team player with a collaborative approach.

Responsibilities

• Support the CRO and Sales leadership as a strategic partner.
• Manage the executive calendar, prioritize meetings and resolve conflicts.
• Coordinate internal/external meetings and leadership cadences.
• Plan and execute sales meetings and communications.
• Coordinate domestic travel and logistics.
• Oversee expense management and approvals.
• Lead end-to-end event planning for executive and sales events.
• Leverage AI to enhance business processes.
• Support executive communications and social media presence with Marketing.
• Perform administrative tasks including invoices and performance coordination.
• Back up other administrative functions.

Skills

Executive communication

Calendar management

Executive support

Project coordination

Problem solving

Education

Bachelor's Degree or equivalent years of experience

Tools

Microsoft Office Suite

Outlook

Word

Excel

PowerPoint

Job description

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 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.
• Leverage artificial intelligence (AI) to enhance business processes, improve operational efficiency, and drive continuous improvement.
• 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

How To Qualify

• 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 in determining when to act autonomously vs. when to elevate, 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.
• Maintain an outcome focused mindset
• Have strong prioritization skills
• Always be a team player
• Carry a professional attitude and respectful demeanor

Why HBS?

Heartland Business Systems is one of THE LARGEST technology VARs or Value-Added Resellers in the Midwest. Anything that happens with computers - we do it! We PRIDE ourselves on our Core Values of:

Performance - HBS is driven to achieve exceptional results in all aspects of our business.

Respect - HBS Team Members demonstrate personal integrity and professionalism when dealing with all internal and external contacts.

Innovation - HBS is passionate to serve our internal and external customers with innovative solutions to enhance their success.

Development - HBS is committed to developing ourselves and each other in ways that support and improve the performance of ourselves and our business.

Excellence - HBS takes great pride in all we do and strive for excellence always.

What you can expect from HBS:

• Competitive Compensation Package (may include, but is not limited to: bonus, incentive, commission, fair wage, retirement plans, and benefits with HSA-compatible plans)
• Growth Opportunities
• Community Involvement
• Personal Development
• Employee and Family Celebrations
• Green Initiatives
• Personal Time Off
• Work Life Balance
• Recognition and Awards

Day in and day out, you will be a part of a collaborative, innovative and award-winning team that will make you a better professional. Choose HBS today!

Heartland Business Systems is an Equal Opportunity Employer - Including Disabled and Veterans.