Strategic Sales Executive Assistant and Ops Partner

HEARTLAND-BUSINESS-SYSTEMS-LLC; Overland Park (KS); On-site; USD 65,000 - 90,000; Full time

Benefits offered by this job

Competitive compensation

Growth opportunities

Community involvement

Personal development

Employee celebrations

Green initiatives

Personal time off

Work-life balance

Recognition programs

Job summary

Heartland Business Systems, a leading Midwest technology solutions provider, seeks an experienced Sales Executive Assistant to support the CRO and Sales leadership. You will manage a dynamic executive calendar, coordinate complex travel, and handle confidential information with discretion.

You will drive efficiency with strong organizational skills, oversee expenses, assist with executive communications, and help plan high-impact sales events.

Qualifications

• Bachelor’s Degree required or equivalent years of experience.
• 6+ years of administrative experience including at least 3+ years supporting Executive Leadership.
• Strong judgment and ownership mindset with ability to work autonomously or escalate as needed.
• Exceptional organization and time management with ability to handle multiple priorities.

Responsibilities

• Serve as strategic partner to the CRO and Sales leadership, managing competing demands and supporting decision-making.
• Manage an executive calendar, gatekeep CRO’s time, and align meetings with priorities.
• Coordinate internal and external meetings, leadership cadences, cross-functional initiatives, and sales forums.
• Plan and execute key sales meetings and communications, including monthly calls and agendas.
• Coordinate complex domestic travel arrangements and logistics for designated team members.
• Oversee expense management for the CRO, including submission and approval of expenses.
• Lead end-to-end executive and sales event planning (e.g., QBRs, Sales Kick Offs).
• Leverage AI to enhance business processes and drive efficiency.

Skills

MS Office

Outlook

Word

Excel

PowerPoint

Education

Bachelor’s Degree or equivalent years of experience

Job description

Heartland Business Systems, a leading Midwest technology solutions provider, seeks an experienced Sales Executive Assistant to support the CRO and Sales leadership. You will manage a dynamic executive calendar, coordinate complex travel, and handle confidential information with discretion.

You will drive efficiency with strong organizational skills, oversee expenses, assist with executive communications, and help plan high-impact sales events.