Executive Assistant - CRO
project44 · Chicago, IL
📍 Chicago💰 $100,000– $120,000via greenhousePosted 2026-07-27
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Why project44?
At project44, we believe in better.
We challenge the status quo because we know a better supply chain isn’t just possible, it’s essential. Better for our customers. Better for their business. Better for the world.
With our Decision Intelligence Platform, Movement , we’re redefining how global supply chains operate . By transforming fragmented logistics data into real-time, AI-powered insights, we empower companies to connect instantly, see clearly, act decisively, and automate intelligently. Our Supply Chain AI enhances visibility, drives smarter execution, and unlocks next-gen applications that keep businesses moving forward.
Headquartered in Chicago, IL, with a 2nd HQ in Bengaluru, India, we are powered by a diverse global team that is tackling the toughest logistics challenges with innovation, urgency, and purpose. If you ’ re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk.
The Role
The Executive Assistant to the CRO serves as a trusted partner and force multiplier to the Chief Revenue Officer. This individual operates at the intersection of strategy, execution, and communication — ensuring alignment, operational rigor, and seamless coordination across a fast-scaling global revenue organization.
This is not a traditional administrative role. It requires business acumen, executive presence, exceptional organizational discipline, and the ability to operate with urgency and discretion in a high-growth, high-impact environment.
Key Responsibilities
Executive Partnership & Strategic Support
Act as a strategic thought partner to the CRO, helping prioritize initiatives aligned to company growth objectives.
Manage complex global calendar scheduling across customers, executives, board interactions, and cross-functional leaders.
Assist in preparing executive briefings, board-ready materials, customer meeting prep documents, and revenue updates where applicable.
Track and drive follow-ups from leadership meetings, QBRs, forecast reviews, and executive offsites in line with CRO expectations
Ensure alignment between CRO priorities and cross-functional teams including Marketing, Product, Finance, and Customer Success.
Revenue Operations & Organizational Rhythm
Support operating cadence for the revenue organization (forecast calls, pipeline reviews, executive dashboards, performance tracking).
Partner with RevOps and Finance to ensure reporting accuracy and timely executive visibility where needed.
Help manage strategic initiatives across Sales, Partnerships, and GTM expansion.
Communication & Executive Presence
Draft high-impact internal and external communications on behalf of the CRO.
Maintain consistent executive messaging aligned to project44’s AI-native supply chain platform vision
Serve as a liaison between the CRO and internal/external stakeholders.
Maintain strict confidentiality and professional judgment at all times.
Travel & Logistics
Coordinate complex global travel arrangements and customer visit logistics.
Support executive event participation, including conferences, customer engagements, and internal leadership sessions.
Ensure seamless execution of on-site meetings and executive engagements.
Special Projects
Lead and manage special strategic initiatives as delegated by the CRO.
Support planning for revenue kickoffs, global sales meetings, and leadership offsites.
Identify operational inefficiencies and proactively implement improvements.
What You Bring
Experience
5+ years supporting C-level or senior executives in a high-growth SaaS or enterprise technology company.
Experience supporting revenue, sales, or go-to-market leaders strongly preferred.
Demonstrated ability to operate in a global, fast-paced environment.
Skills & Competencies
Exceptional organizational and prioritization skills.
Strong business acumen — understands revenue metrics, forecasting, and GTM operations.
High emotional intelligence and executive presence.
Superior written and verbal communication skills.
Advanced proficiency in Microsoft Office, Google Workspace, and collaboration tools.
Ability to manage ambiguity and shift priorities with composure.
Personal Attributes
Highly proactive and anticipatory — sees around corners.
Operates with urgency and ownership.
Absolute discretion and trustworthiness.
Calm under pressure and solutions-oriented.
Strong judgment and decision-making capability.
Compensation and Benefits:
We continually evaluate our pay ranges to reflect skills, experience, and market conditions. The base salary offered will be determined by assessing a candidate's experience and skills relative to the scope and responsibilities of the position, as well as the specific geographic location where the job will be performed. Base salary is one component of project44's total compensation package, which also includes stock options for all EOR and project44-employed team members, bonus or commission eligibility depending on role, and a benefits package tailored to your country of employment. Specific benefits package offerings vary by country and may include health, dental, and vision coverage, retirement plans, and paid time off, in line with local market standards and statutory programs. The base salary range for this position is $100,000– $120,000 USD.
Diversity & Inclusion:
At project44, we’re designing the future of how the world moves and is connected through trade and global supply chains. As we work to deliver a truly world-class product and experience, we are also intentionally building teams that reflect the unique communities we serve. We’re focused on creating a company where all team members can bring their authentic selves to work every day.
We’re building a company that every one of us at project44 is pro
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