Executive Strategy & Operations Associate

Gainor Staffing; Chicago (IL); Hybrid; USD 75,000 - 85,000; Full time

Job summary

A leading staffing agency in Chicago is looking for an Executive Strategy & Operations Associate. This role involves producing high-level executive communications, supporting business development initiatives, and coordinating senior leadership's strategic initiatives. The ideal candidate should have over 2 years of experience in strategic operations or similar fields, excellent writing skills, and be able to manage multiple priorities effectively. This position offers a hybrid work model and competitive pay between $75,000 and $85,000 based on experience.

Qualifications

• 2+ years of experience in strategic operations, marketing, consulting, or a similar role.
• Ability to adapt writing style for executive communications and client outreach.
• Strong presentation design and visual storytelling skills.

Responsibilities

• Produce executive-level communications including presentations and written updates.
• Support partnership and revenue efforts through research and outreach.
• Prepare leadership with briefing materials and analysis for meetings.

Skills

Strategic operations experience

Exceptional writing skills

Presentation design skills

Organizational skills

Ability to work with senior leadership

Job description

Executive Strategy & Operations Associate

An established events and experiences firm known for delivering high-impact executive programs is seeking an Executive Strategy & Operations Associate to join the team.

Who You Are

• You have 2+ years of experience in strategic operations, marketing, consulting, or a similar role
• Exceptional writer able to adapt tone for executive communications, thought leadership, and client outreach
• Strong presentation design and visual storytelling skills
• Highly organized self-starter who manages multiple priorities while operating with discretion around sensitive information
• Comfortable working closely with senior leadership and coordinating across teams to move initiatives forward

What You’ll Do

• Produce executive-level communications including presentations, written updates, thought leadership content, and external messaging
• Contribute to partnership and revenue efforts through opportunity research, outreach support, and development of client proposals and materials
• Assemble briefing materials, analysis, and reporting to prepare leadership for meetings with partners, clients, and internal teams
• Identify workflow improvements and support cross-functional projects tied to growth, technology adoption, and operational efficiency

What Success Looks Like

• Leadership operates with greater leverage because materials, insights, and next steps are consistently prepared in advance
• Business development initiatives progress with strong research, organized outreach support, and high-quality client materials
• Executive communications are clear, structured, and aligned with leadership messaging
• Strategic initiatives remain coordinated across teams with deliverables and timelines actively tracked

Salary Range:

$75,000 – 85,000 annually, based on experience

Location:

Chicago, IL – Hybrid (Primarily remote, with occasional in-office presence required)

Gainor is committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions at Gainor are based on business needs, job requirements and individual qualifications, without regard to race, color, religion, creed, sex, sexual orientation, gender (including gender identity and expression), age, national origin, immigration status, marital or familial status, citizenship status, ancestry, physical or mental disability, genetic information, reproductive health decision making, veteran or military status, or any other characteristic or status protected under applicable federal, state, or local law.