Position Summary:

The Chief of Staff at Trulioo is a critical leadership role that drives strategic alignment, operational execution, and organizational effectiveness at the highest levels of the company. Acting as a trusted advisor and right-hand to the CEO, you will ensure that executive priorities are translated into action, internal processes are optimized, and cross-functional collaboration is seamless.

You will work closely with the CEO and the executive team, serving as a thought partner, problem-solver, and operational lead across a wide array of strategic initiatives. This role requires exceptional judgment, discretion, communication, and project management capabilities. The ideal candidate brings a blend of strategic thinking, execution excellence, and operational rigor, paired with the humility and flexibility to operate both behind the scenes and in leadership settings.

A defining part of this role is AI fluency: you will be the executive team's go-to person for identifying where AI tools can remove friction, accelerate decisions, and free up leadership time and you'll model that adoption yourself before asking others to follow.

This is a full-time position available on either a permanent or fixed-term basis, with a preference for a permanent hire. Remote work may be considered for the right candidate

What You'll Be Doing:

• Set and sustain the operating rhythm. Own executive meetings, business reviews, board meetings, and offsites, including agendas, pre-reads, decisions, and follow-through. Ensure everyone leaves clear on what was decided and who owns it.
• Run the goal-setting system. Own the OKR process end-to-end, and give the CEO and leadership team an honest read on where the business actually stands.
• Prepare the CEO for high-stakes moments. Build board materials, executive presentations, and briefings for critical internal and external meetings.
• Lead what nobody owns. Find the gaps, lead the cross-functional initiatives that fill them, then hand them off cleanly. Expect two or three running at a time, including initiatives to identify, pilot, and roll out AI tools that streamline internal processes across teams.
• Extend the CEO's reach. Shape communications for town halls, company updates, and speaking engagements. Stand in for the CEO where appropriate, knowing what to decide and what to bring back.
• Be a candid thought partner. Help the CEO prioritize and pressure-test decisions.
• Champion AI adoption across the executive team. Act as the internal evangelist and coach for practical AI use, identifying high-value use cases, vetting new tools, running lightweight trainings, and helping executives build AI-augmented habits into their own workflows.

What You'll Bring:

• 5+ years of experience in executive operations, management consulting, corporate strategy, project management, or business operations, preferably within a fast-paced tech or SaaS environment.
• Proven experience supporting C-level executives or founders in a Chief of Staff, Business Manager, or Strategic Advisor role.
• Strong strategic thinking and problem-solving capabilities, with the ability to connect the dots and drive clarity across complexity.
• Exceptional written and verbal communication skills, with the ability to craft high-impact executive communications.
• Highly organized, detail-oriented, and able to manage multiple initiatives simultaneously under tight deadlines.
• High EQ and interpersonal intelligence - able to influence, mediate, and build trust across all levels of the organization.
• Absolute discretion and professionalism in handling sensitive and confidential information.

Interview Process:

At Trulioo, we strive to create an interview experience that is transparent, engaging, and respectful of your time. Our process is designed to help us learn more about your skills and experience while giving you insight into our team, culture, and the impact of the work we do.

Here's what you can expect throughout the interview process:

• Recruiter Interview: 30-minutes
• Hiring Manager Interview: 45-minutes
• Follow-Up Interview: 60-Minutes
• Leadership Interview: 30-minutes
• Final Interview: 60-minutes