About the role

Chief of Staff partnering with CEO at Ofload, a freight tech company transforming logistics. Leading strategic initiatives and ensuring operational excellence across teams.

Responsibilities

Own the quarterly and annual business cadence (OKRs, board prep, strategic reviews).
Partner with the CEO to track and drive progress on top strategic priorities.
Translate big-picture ideas into operating plans and ensure initiatives stay on track
Support the CEO and executive team in M&A pipeline evaluation, due diligence, and strategic decision-making
Lead the rhythm of executive decision-making: setting agendas, facilitating discussions, and ensuring actions are tracked and followed up.
Design and implement repeatable operating models that enable scale across business units
Act as a proxy for the CEO in meetings, ensuring alignment and clarity in messaging across the business.
Execute and Prepare high-quality board materials, investor updates, and cross-functional communications.
Translate financial and business insights into meaningful updates for investors, the board and internal leadership.
Shape and embed internal narratives that align teams behind company goals.
Take ownership of special projects that sit outside existing teams or require executive-level sponsorship.
Run due diligence, model out scenarios, and manage internal task forces to accelerate key outcomes
Support CEO, C Suite & LT’s effectiveness through coaching, feedback loops, and structured forums

5–10+ years’ experience in fast-paced, high-performance environments (incl. strategy, top-tier law firm, investment banking, business operations, or Chief of Staff roles in a tech or high-growth environment)
**Business/ Founder Mindset: **Comfortable moving at pace between seamless high-level thinking and hands-on execution
**People Influence: **You know how to inspire, mobilise, and align teams toward a common goal.
**Discretion & Trust: **Operates with a high degree of integrity, confidentiality, and sound judgment, especially in sensitive business decisions.
**Strategic Agility: **Able to connect dots across functions, anticipate roadblocks, and help the business navigate through inflection points.
**Commercial Judgement: **translate strategy into practical, real-world initiatives that drive revenue, margin, and operational outcomes.
**Cross-Functional Project Leadership: **Skilled at leading high-impact projects that span departments, with clear ownership, accountability, and delivery.
**Executive communication with the Board and investors: **including preparation of board materials, updates, and key strategic narratives.
**Tech & Scale-Up Fluency: **Ability to navigate Ai, Prior experience in high-growth tech, logistics, SaaS, or freight industries is highly regarded.
**Exceptional Communication: **Strong written and verbal communication skills; capable of crafting clear, concise updates, board papers, and executive narratives.

Flexibility and Wellbeing: Balance your life with hybrid work arrangements, including remote work options and additional leave for volunteering, celebrations, and personal milestones.
Empowerment and Growth: access to a $500 learning and development budget to put towards your professional growth, in-house workshops & Lunch & Learns; and
Our annual Summer Camp offsite
Office Benefits:
Weekly catered breakfast, monthly team lunch and a number of delicious snacks
Morning brew of your choice at our local cafe
Quarterly celebrations and team events;
Table tennis, board games and an office library