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Heartland Business Systems is an IT consulting and cybersecurity provider that helps organizations connect technology decisions with business priorities. Its services span cloud solutions, data center management, managed IT, application development, AI and analytics, and cybersecurity risk assessments. HBS works with clients across consulting, healthcare, and education to modernize operations, support collaboration, improve resilience, and protect critical data, systems, and people through tailored technology programs.
Executive Assistant to CRO and Sales Leadership - Hybrid
Provide high-level administrative and operational support to the CRO and Sales leadership team at Heartland Business Systems. Responsibilities include calendar management, meetings, travel, events, expenses, communications, and executive operations.
Description
- Act as a strategic administrative partner to the CRO and Sales leadership team
- Own the CRO’s executive calendar, including prioritization, scheduling, conflict resolution, and access management
- Coordinate internal and external meetings, leadership routines, cross-functional initiatives, and sales forums
- Organize key sales meetings and communications, including monthly calls, agendas, content preparation, and follow-up distribution
- Arrange complex domestic travel, including air travel, lodging, and ground transportation
- Manage CRO expense processes from submission through review and approval
- Direct end-to-end planning for executive and sales events, including QBRs and Sales Kick Offs
- Apply artificial intelligence to improve workflows and operational efficiency
- Assist Marketing with executive communications and professional social media activity
- Handle administrative and operational duties such as invoice processing, vacation approvals, performance review coordination, and executive meeting logistics
- Provide coverage for other administrative functions as needed
Requirements
- Bachelor’s degree or equivalent professional experience
- At least six years of administrative experience
- At least three years supporting executive leadership
- Use sound judgment to act independently when appropriate and escalate issues when needed, with a strong ownership and solution-oriented approach
- Demonstrated ability to organize, prioritize, and manage time effectively while handling multiple high-priority requests
- Advanced proficiency in Microsoft Office, particularly Outlook, Word, Excel, and PowerPoint
- Results-oriented approach to work
- Strong ability to prioritize competing demands
- Collaborative team mindset
- Professional and respectful demeanor
Benefits
- Competitive compensation package that may include bonuses, incentives, commissions, fair wages, retirement plans, and HSA-compatible benefits
- Opportunities for professional growth
- Community involvement opportunities
- Personal development support
- Employee and family celebrations
- Environmental sustainability initiatives
- Paid personal time off
- Support for work-life balance
- Recognition and awards
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