Deputy Chief pf Staff - Strategic Execution
About the Employer
Job Description
JOB DESCRIPTION
Deputy Chief of Staff - Strategic Execution
Position
Deputy Chief of Staff - Strategic Execution
Company
Highlife MGMT (AYBWN)
Location
Remote / Overseas
Engagement
Full Time
Reports to
Founder / Chairman
ABOUT HIGHLIFE MGMT
Highlife MGMT is an impact-driven, founder-led conglomerate headquartered in Las Vegas with strong roots in Los Angeles. The organization serves as the strategic management and venture architecture platform for a growing portfolio of businesses, investments, partnerships, and social-impact initiatives.
The Office of the Founder / Chairman leads enterprise vision, capital allocation, strategic transactions, major relationships, and long-term portfolio development.
POSITION OVERVIEW
The Deputy Chief of Staff – Strategic Execution will serve as the Founder’s senior execution partner across multiple ventures, strategic relationships, deals, and special initiatives.
This is not an Executive Assistant or traditional administrative role. The successful candidate must be capable of working directly alongside the Founder, bringing strong judgment, organizing complex priorities, challenging ideas intelligently, and converting high-level decisions into disciplined execution.
WORKING HOURS
Monday through Thursday, 8:00 AM - 4:00 PM Pacific Time (California). Candidates must be available to work these hours regardless of their country of residence. This is mandatory.
KEY RESPONSIBILITIES
Founder & Decision Support
- Serve as a strategic thought partner and execution counterpart to the Founder.
- Analyze opportunities, risks, proposals, and major decisions.
- Prepare executive briefings, recommendations, and decision frameworks.
- Organize and prioritize high-value matters requiring the Founder’s attention.
Strategic Execution
- Translate the Founder’s vision into objectives, owners, timelines, and deliverables.
- Lead cross-functional initiatives across multiple ventures.
Monitor execution, identify bottlenecks, and enforce accountability. Handle complex and sensitive matters requiring maturity and discretion.
Deals & Special Projects
- Support acquisitions, investments, partnerships, capital initiatives, and strategic transactions.
- Coordinate due diligence, internal teams, external advisors, and stakeholders.
- Track negotiations, documents, commitments, risks, and closing requirements.
- Ensure execution remains aligned with the Founder’s strategic objectives.
Leadership & Governance
- Coordinate priorities across executives, department leaders, and external advisors.
- Prepare leadership meetings, decision agendas, and follow-up systems.
- Identify organizational gaps, conflicting priorities, and execution gaps.
- Represent the Founder in selected internal and external discussions.
REQUIRED QUALIFICATIONS & EXPERIENCE
- Minimum eight years of experience in Chief of Staff, corporate strategy, management consulting, corporate development, investment, executive operations, or senior project leadership.
- Proven experience working directly with a Founder, Chairman, CEO, or high-level entrepreneur.
- Exposure to U.S. business, transactions, investments, partnerships, or multi-venture environments.
- Ability to manage complex initiatives and exercise independent business judgment.
- Exceptional written and verbal English communication.
- Strong executive presence, discretion, organization, and follow-through.
- Comfortable challenging the Founder respectfully when necessary.
- Proven ability to work independently in a remote, fast-moving environment.
- Mandatory availability during the stated Pacific Time working hours.
IDEAL CANDIDATE
The ideal candidate is commercially intelligent, emotionally steady, highly discreet, and comfortable operating without constant direction. This person understands the difference between supporting a leader and merely assisting one, and has the maturity to operate as a trusted extension of the Founder’s judgment, priorities, and authority.
COMPENSATION
A competitive compensation package will be offered, commensurate with experience and qualifications.
Ideal candidates are encouraged to send their CV to [email protected]
