Chief of Staff, Co-CEO

Applecart; New York (NY); Hybrid; USD 150,000 - 200,000; Full time

Job summary

Applecart is seeking a Chief of Staff to partner with our Co-CEO and Co-Founder in New York. You will refine and orchestrate the company’s priorities, manage an operating model, and drive cross‑functional execution across business operations, finance, planning and revenue enablement.

The role requires leadership, change management, analytical thinking and operational acumen. Hybrid work is required, with in-office presence in New York City Tue–Thu and remote Mon/Fri.

Qualifications

• 8+ years of client-facing experience with Fortune 500 companies or similar.
• Proven track record leading high-performing teams.
• Strong executive presence and communication skills.
• Ability to manage cross-functional workstreams with calm confidence.
• Analytical thinker comfortable with strategic planning and finance.

Responsibilities

• Act as an extension of the CEO to drive priority initiatives.
• Refine and implement an operating model and cadence across functions.
• Draft materials for CEO scenario planning and decision making.
• Prepare executive communications and internal/external memos.
• Oversee Office of the CEO and align internal and commercial priorities.
• Help prioritize time and elevate direct reports for autonomous execution.
• Drive company-wide goals and annual planning processes.

Skills

Client-facing experience

Team leadership

Executive presence

Cross-functional collaboration

Analytical thinking

Job description

About Us

Applecart is the leading technology company that C-suites rely on to reach business-critical decision makers. The most important decisions are made by the hardest people to reach and influence. Historically, C-suite leaders have lacked the tools to reach the stakeholders who matter most to their business. The C-suites of hundreds of Fortune 500 companies, major agencies, trade associations, nonprofits, and governments use Applecart to put their best content in front of business-critical decision makers and those they trust — from policymakers and investors to CEOs, key employees, members of the media and more. Decision makers are informed by what they read, learn from advisors, hear from colleagues, and discuss with family and friends. To break through to them, you must reach them through the only channel that really moves them: those they know and trust. Applecart’s platform uses publicly available data to map billions of social relationships between nearly every American adult and enable clients to deliver content directly to decision makers and those who matter most to them.

The Role

We are looking for a Chief of Staff to serve as a strategic partner to our Co-CEO and Co-Founder, Matt Kalmans. You will play a pivotal role in refining, overseeing, and orchestrating the most critical initiatives to support and help drive forward the company’s most important priorities. The Chief of Staff will work across a broad set of strategic functions, from business operations and finance to strategic planning and revenue enablement, to ensure that the business can scale to its fullest potential.

This position requires a blend of leadership, change management, analytical thinking, and operational acumen. The Chief of Staff will “wear many hats” and requires thorough problem‑solving across a variety of areas within the company. This is a high‑impact, high‑visibility role based in New York, designed for a strategic thinker and doer, who can operate as an extension of the Co‑CEO/Co‑Founder, ensuring focus, clarity, and execution across multiple fast‑moving workstreams.

What You’ll Do

• Act as a trusted extension of the CEO, making informed decisions, resolving blockers, and maintaining momentum across multiple strategic initiatives.
• Manage and refine an organizational-wide, operating model and cadence that ensures each function’s ability to deliver on their priorities and facilitates effective communication, cross‑functional collaboration, and decision‑making.
• Develop models, memos, and other materials to help CEO scenario plan and make key operational decisions
• Help draft material including external and internal executive communications, all hands material, and rationalizing client facing material
• Oversee the Office of the CEO ensuring the team (Executive Assistants, Director of Strategy, Chief of Staff) are balancing internal and commercial priorities appropriately
• Support Matt in prioritizing his time and elevating his direct reports to operate expertly and independently
• Drive the company‑wide goals and annual planning process

Experiences And Capabilities You Bring

• 8+ years of client‑facing experience working with Fortune 500 companies (e.g. consulting, banking, enterprise sales, etc.)
• Demonstrated experience managing high‑performing teams with low ego and high EQ
• A self‑starter who thrives in a fast‑paced work environment; identifies opportunities for improvement and takes initiative to drive necessary change.
• Outstanding organizational and analytical ability.
• Exceptional executive presence, business acumen, and communication skills.
• Experience managing cross‑functional teams on multiple high‑takes projects simultaneously, while maintaining a cool confidence.
• Strong intellectual curiosity, judgment, and personal integrity.
• An excellent sense of humor

This is a hybrid role. Work from home on Monday and Friday and in Applecart’s New York City office Tuesday through Thursday.

Compensation

• Our compensation package consists of three components: (i) a base salary, (ii) annual cash bonus, and (iii) generous equity compensation.
• The base salary range for this role is between $150,000-$200,000, based on the candidate's experience and skills relative to the requirements listed above. The salary range provided is exclusive of discretionary annual cash bonus and equity compensation. The salary range provided for this role is specific to candidates located in the New York City area.

A Few Facts About Us

• Applecart’s platform has been used by hundreds of industry‑leading clients spanning Fortune 500 companies like Blackstone and Intuit, leading nonprofit organizations like the Environmental Defense Fund, and top‑tier advertising and communications agencies like Teneo, FGS, Weber Shandwick, and OMD.
• Applecart is growing quickly — over the last 3 years, we’ve increased our bookings by 10X, grown our headcount by 4X, and we’re cashflow positive.
• Our senior leadership team includes two members of the Forbes 30 under 30 list for Marketing and Advertising, the former Head of Product at Moat, Oracle’s online ad measurement platform, a former senior White House advisor, early sales and talent leaders from Google and Twitter, two of the Democratic Party’s most successful pollsters and strategists, a former CRO of a high‑growth tech company with hundreds of millions in ARR, and alums of top‑tier organizations like Bain, Amazon and Simpson Thacher.
• Our investors include Bain & Company, global sports, entertainment and marketing giant Endeavor, KKR Co-Founder Henry Kravis, entrepreneur Chris Burch, a founder of Palantir, senior engineering leaders at Twitter and Yelp, former Fortune 50 and advertising agency CEOs, and a number of well‑known venture capitalists. Ari Emanuel, CEO of TKO and Executive Chairman of WME, and Jennifer Fonstad, Owl Capital Managing Partner, serve on our board.
• Our work has been featured on Morning Joe on MSNBC, BloombergTV and The Colbert Report, and in Axios, BusinessWeek, the Associated Press, Forbes, the Washington Post, and Politico, among many others.