Personal Chief of Staff

Dime Line Trading•Chicago, IL

21d

About The Position

We are seeking an exceptional Personal Chief of Staff to support a Co-Founder who is a high-impact individual contributor at the center of the company’s value creation. This role exists to amplify effectiveness, protect focus, and ensure seamless execution across professional and personal domains. The Personal Chief of Staff serves as a strategic partner—owning coordination, prioritization, and follow-through—so the Co-Founder can remain focused on high-leverage work. This is a high-trust, high-autonomy role requiring excellent judgment, discretion, and the ability to operate comfortably across both structured and unstructured environments. The position is employed by the company and works in close partnership with the family office to ensure personal and family logistics are handled with the same rigor and reliability as business operations.

Requirements

Exceptional judgment and situational awareness
Proactive, anticipatory, and execution-focused
Comfortable operating in ambiguity without constant direction
Calm, steady presence; emotionally intelligent
Naturally organized but adaptable
3+ years supporting founders, senior executives, or principals
Proven ability to manage both strategic and logistical responsibilities
Strong written and verbal communication
Excellent organizational and prioritization skills
High discretion and integrity
Ability to manage complex, cross-domain responsibilities

Nice To Haves

Experience in entrepreneurial, founder-led, or family-office-adjacent environments preferred

Responsibilities

Act as an extension of the Co-Founder, anticipating needs and removing obstacles before they impact productivity
Translate high-level objectives and incomplete inputs into clear plans and executable actions
Reduce cognitive load by organizing information, surfacing priorities, and closing open loops
Manage and triage incoming requests across business and personal domains
Track commitments, deadlines, and deliverables to ensure consistent follow-through
Prepare briefings, summaries, and decision-ready materials as needed
Own calendar management with an emphasis on protecting deep work and minimizing low-value interruptions
Coordinate complex schedules that span professional, personal, and family obligations
Proactively resolve conflicts and logistical issues
Coordinate personal logistics including travel, household needs, and family scheduling
Serve as a reliable point of execution during schedule disruptions (e.g., childcare coverage gaps, travel changes)
Ensure seamless handoff and alignment between professional and personal priorities
Serve as a trusted liaison between the Co-Founder, internal teams, external partners, and the family office
Maintain confidentiality and discretion at all times
Provide calm, clear communication in fast-moving or ambiguous situations