Chief of Staff

City Lifestyle's CEO is looking for a Chief of Staff to act as a force multiplier across the business, family legacy/foundation work, and personal priorities. The ideal candidate is a high-trust, high-context partner who drives follow-through on decisions, filters what reaches the CEO, and represents him accurately when he's not in the room.

You'll operate across three lanes:

• Business - City Lifestyle’s franchise magazine operations, sales-org strategy, and special initiatives.
• Legacy & Foundation - family governance framework, stewardship trust structure, and philanthropic commitments.
• Personal - coordinating the intersection of the CEO’s time, priorities, and obligations across all of the above.

What You'll Do:

• Sit in on key meetings, capture decisions, and drive them to closure.
• Prioritize and filter what actually needs the CEO's attention - protect his time and focus.
• Own cross-functional projects end-to-end, from ambiguous ask to finished result.
• Coordinate between executive team members (COO, CAO, VP Growth, etc.) to keep initiatives moving without the CEO having to chase status.
• Represent the CEO's intent accurately in rooms he's not in.
• Manage sensitive, high-context work spanning business and family governance.
• Push back when something doesn't add up - you're a thought partner, not a task-taker.

What We're Looking For

• 5+ years in a Chief of Staff, Business Manager to a Founder/CEO, or similarly broad operating role - ideally reporting directly to a CEO or founder.
• Demonstrated ability to operate with minimal instructions and high ambiguity.
• Discretion - you'll be trusted with sensitive business and family information/
• Strong written and verbal communication; can represent the CEO's voice accurately.
• Comfortable moving fast and making calls with incomplete information.
• Faith-aligned or comfortable operating within a faith-driven culture and value system.
• Bonus: experience with EOS/Traction, family office structures, or franchise business models.