Chief of Staff to the CEO

Hallow • Chicago, IL

1d • $100,000 - $175,000

About The Position

We're looking for a Chief of Staff to support our CEO and Leadership Team
and operate at the heart of Hallow, driving cohesion, clarity, and communication
as a trusted partner across the organization. You will truly be a force
multiplier across the company, embodying Hallow’s values of Hustle and
Leadership. We’re at a thrilling junction in Hallow’s growth, and you’ll be a
key player in taking our mission to new heights.

Requirements

• Passion: First and foremost, we’re looking for someone excited and passionate about our mission. It makes it a lot more fun to actually care about what you’re working on! :)
• Hustle: You work quickly and are always willing to jump into new projects. Pivoting doesn’t faze you. You love the scrappy, lean nature of start-ups. You want to be a servant leader critical to Hallow’s mission and growth.
• Problem solver: You know how to delegate, but you’re a master at quick execution. You’re obsessed with improving systems and synthesizing information.
• Strong communicator: You write well, edit well, and love to tell stories. You’re confident, polished, and trustworthy as a spokesperson for leadership internally and externally.
• Trustworthy: Excellent judgment, discretion, and ability to operate independently.
• Experience: 2-3+ years in consulting, startups, operations, project management, and/or strategy.

Nice To Haves

• AI proficiency is a plus.

Responsibilities

• Right hand to the CEO: You’ll support Alex, our CEO and co-founder, across communication, project management, and project execution. You’ll anticipate needs, see opportunities for growth, and make sure nothing falls through the cracks. Some tasks will feel administrative, others strategic. You’ll move fast while maintaining attention to detail.
• Lead cross-functional projects: You’ll work alongside the Leadership Team at Hallow to support initiatives spanning Product, Marketing, AI, Content, Sales, and Internal Functions. You’ll take many new projects from 0 to 1.
• Own the operating rhythm of Hallow: You’ll improve how Hallow runs — managing meeting cadences, pre-reads, and action items. You’ll own the weekly all-staff update, support OKR tracking, and help plan our Annual offsite. You’ll also coordinate all board decks and investor updates, working closely with team leaders.
• Own communications with Alex: You’ll develop a deep understanding of Hallow’s voice, helping Alex prepare for presentations, press, correspondence, and more.
• Travel + work with partners: You’ll get to travel alongside our CEO and Leadership team to meet with our partners, record with our content creators, and help us build up the growing multimedia library of world-class content on the app and more.

Benefits

• unlimited PTO
• insurance
• remote-flexible work
• fully paid parental leave
• 401(k) match
• stipends for spiritual development, health & wellness, home-office, and learning

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 101-250 employees