Executive Assistant to CRO — Strategic Calendar & Events

HEARTLAND BUSINESS SYSTEMS LLC; Springfield (MO); On-site; USD 65,000 - 90,000; Full time

Benefits offered by this job

Competitive compensation package

Growth opportunities

Work-life balance

Recognition and awards

Employee and family celebrations

Job summary

Heartland Business Systems is seeking a Sales Executive Assistant to provide high-level administrative and operational support to the CRO and Sales leadership. The role partners across the Sales organization, handling confidential information with discretion and coordinating executive activities.

Responsibilities include calendar management, gatekeeping CRO time, meetings, travel logistics, expense processing, and end-to-end event planning for reviews and sales kickoffs.

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 in determining when to act autonomously vs. elevate, with ownership.
• Exceptional organization, prioritization, and time-management skills.
• High proficiency in Microsoft Office Suite (Outlook, Word, Excel, PowerPoint).

Responsibilities

• Serve as strategic partner to the CRO and Sales leadership, managing competing demands and enabling decision-making.
• Manage the executive calendar, prioritize requests, and gatekeep CRO time.
• Coordinate internal and external meetings and leadership cadences; ensure alignment and follow-through.
• Plan and execute key sales meetings and communications, including agendas and post-meeting follow-up.
• Coordinate complex domestic travel arrangements and align logistics for team members.
• Oversee expense management for the CRO; process reviews and approvals.
• Lead end-to-end event planning for executive and sales events (QBRs, Sales Kick Offs).
• Leverage AI to enhance business processes and drive efficiency.
• Support executive communications and presence, including social media activity with Marketing.
• Perform a wide range of administrative tasks, including invoices, vacation approvals, performance reviews, and meeting logistics.

Skills

Executive support

Calendar management

Travel coordination

Expense management

Event planning

AI in operations

Social media support

Education

Bachelor’s Degree

Tools

Outlook

Word

Excel

PowerPoint

Job description

Heartland Business Systems is seeking a Sales Executive Assistant to provide high-level administrative and operational support to the CRO and Sales leadership. The role partners across the Sales organization, handling confidential information with discretion and coordinating executive activities.

Responsibilities include calendar management, gatekeeping CRO time, meetings, travel logistics, expense processing, and end-to-end event planning for reviews and sales kickoffs.