Deputy Director, Strategic Engagement

Hiring Our Heroes; Washington (District of Columbia); Hybrid; USD 85,000 - 95,000; Full time

Benefits offered by this job

Paid Time Off

Sick Leave

Paid Holidays

Medical Insurance

Dental and Vision Insurance

401(k)

Job summary

Hiring Our Heroes is seeking a Deputy Director, Strategic Engagement to lead planning and execution of strategic events that connect military-affiliated talent, employers, and partners. The role blends event leadership, stakeholder engagement, and operational execution to deliver high-quality virtual and in-person experiences.

Based in the Washington, DC area with a hybrid schedule, the role involves coordinating travel, managing ambassadors and VIPs, tracking outcomes, and providing post-event

Qualifications

• 7–10 years of relevant experience in event planning, program management, operations, stakeholder engagement, or a related area.
• Experience managing complex events, projects, or programs involving multiple stakeholders and competing timelines.
• Strong project-management and organizational skills with the ability to manage multiple priorities.
• Excellent written and verbal communication skills and the ability to build relationships across different audiences.
• Experience working with senior leaders, executives, partners, or other high-level stakeholders.
• Strong attention to detail and ability to execute in a fast-paced environment.
• Experience with event-management platforms, CRM systems, and reporting or data-tracking tools.
• Proficiency with Microsoft Office and comfort using AI-enabled tools to support productivity and operational effectiveness.
• Experience managing budgets and event-related expenses.
• Ability to travel approximately 40–50%.
• Ability to lift and transport event materials weighing approximately 35–50 pounds, with or without reasonable accommodation.
• Experience working with military communities, workforce development programs, or nonprofit organizations preferred.
• Project or event management certification (such as PMP, CMP, or CSM) is a plus.

Responsibilities

• Lead the planning and execution of virtual and in-person events, workshops, and strategic engagements.
• Drive engagement with HOH’s nationwide ambassador network to strengthen local engagement with military installations, employers, and communities.
• Coordinate travel, scheduling, logistics, and event participation for ambassadors, speakers, and key stakeholders.
• Provide high-touch support for senior military leaders, corporate executives, sponsors, and other VIP participants, including itineraries and on-site coordination.
• Serve as a primary point of contact for assigned engagements, ensuring strong communication and support for internal and external stakeholders.
• Partner across program, communications, operations, and development teams to coordinate messaging, participant communications, and event execution.
• Track event outcomes and key metrics and provide post-event reporting and recommendations.
• Create and support event budget planning and identify opportunities to manage costs while maintaining a high-quality experience.
• Perform other related duties as assigned.

Skills

Event planning

Program management

Stakeholder engagement

Tools

CRM systems

Microsoft Office

AI-enabled tools

Job description

Position Summary

The Deputy Director, Strategic Engagement leads the planning and execution of strategic events and engagements that connect military-affiliated talent, employers, community partners, and other key stakeholders with Hiring Our Heroes.

This role combines event and program leadership, stakeholder engagement, and operational execution. The Deputy Director works across teams to deliver high-quality virtual and in-person experiences, strengthen relationships with ambassadors and partners, and ensure events are executed effectively from planning through post-event follow-up.

Key Responsibilities

• Lead the planning and execution of virtual and in-person events, workshops, and strategic engagements.
• Drive engagement with HOH’s nationwide ambassador network to strengthen local engagement with military installations, employers, and communities.
• Coordinate travel, scheduling, logistics, and event participation for ambassadors, speakers, and key stakeholders.
• Provide high-touch support for senior military leaders, corporate executives, sponsors, and other VIP participants, including itineraries and on-site coordination.
• Serve as a primary point of contact for assigned engagements, ensuring strong communication and support for internal and external stakeholders.
• Partner across program, communications, operations, and development teams to coordinate messaging, participant communications, and event execution.
• Track event outcomes and key metrics and provide post-event reporting and recommendations.
• Create and support event budget planning and identify opportunities to manage costs while maintaining a high-quality experience.
• Perform other related duties as assigned.

Qualifications

• 7–10 years of relevant experience in event planning, program management, operations, stakeholder engagement, or a related area.
• Experience managing complex events, projects, or programs involving multiple stakeholders and competing timelines.
• Strong project-management and organizational skills with the ability to manage multiple priorities.
• Excellent written and verbal communication skills and the ability to build relationships across different audiences.
• Experience working with senior leaders, executives, partners, or other high-level stakeholders.
• Strong attention to detail and ability to execute in a fast-paced environment.
• Experience with event-management platforms, CRM systems, and reporting or data-tracking tools.
• Proficiency with Microsoft Office and comfort using AI-enabled tools to support productivity and operational effectiveness.
• Experience managing budgets and event-related expenses.
• Ability to travel approximately 40–50%.
• Ability to lift and transport event materials weighing approximately 35–50 pounds , with or without reasonable accommodation.
• Experience working with military communities, workforce development programs, or nonprofit organizations preferred.
• Experience supporting sponsor or partner engagement and related deliverables preferred.
• Project or event management certification (such as PMP, CMP, or CSM) is a plus.

Compensation

The Deputy Director, Strategic Engagement is employed by Markham LLC and assigned to support Hiring Our Heroes.

Starting salary will be based on relevant experience, qualifications, and scope of responsibilities.

Location

This is a hybrid position , with preference for candidates located in Washington, D.C., Maryland, or Northern Virginia. Significant travel of approximately 40–50% is required.

Benefits

Eligible employees receive:

• Paid Time Off: 5–10 hours of PTO accrued per pay period based on years of service.
• Sick Leave: 80 hours annually.
• Paid Holidays: Nine paid holidays each calendar year.
• Medical Insurance: Employer-paid medical premium.
• Dental and Vision Insurance: Available with employee-paid premiums.
• 401(k): Employer contribution of up to 3%.

$85,000 - $95,000 a year