Chief of Staff at Ofload

Sydney, New South Wales, Australia -

Full Time

Start Date

Immediate

Expiry Date

10 Jun, 26

Salary

0.0

Posted On

12 Mar, 26

Experience

5 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Strategic Execution, Operational Excellence, Communication, Project Leadership, Leadership Enablement, Business Acumen, People Influence, Discretion, Trust, Strategic Agility, Commercial Judgement, Cross-Functional Project Leadership, Executive Communication, Tech Fluency, Scale-Up Fluency, Exceptional Communication

Industry

technology;Information and Internet

Description

About Ofload and Our Mission FreightTech is one of the most exciting spaces to be in right now, with the opportunity to transform one of the largest industries. Freight in Australia is a $66 billion market, yet it is analogue and has many inefficiencies: 30% of the time, trucks drive empty. Networks lack transparency, data flows are fragmented, and smaller transport operators face barriers to competing with the big players. At Ofload, we’re changing how the freight industry operates and bringing it into the digital world. We leverage technology, data, and strategic partnerships to connect a growing roster of blue-chip customers with smaller, highly efficient transport operators. By reducing empty truck miles, improving visibility, and optimising supply chains, we’re driving smarter, greener, and more efficient operations that benefit businesses and the environment. This isn’t just logistics—it’s FreightTech: a tech-powered transformation of an industry that is the backbone of the economy and touches everyone’s lives. Why Join Ofload? Joining Ofload means being part of a high-growth scaleup. It means working alongside motivated, ambitious individuals who are passionate about disrupting the status quo and making a real impact. Our team thrives on challenges, values direct and honest feedback, and is committed to growing together. We’ve raised over $100M in funding from some of the world's top investors—backers of companies like Canva, Revolut, and HelloFresh. Along the way, we’ve been recognised for our innovation and culture: Ranked #1: Deloitte Climate and Sustainability Award 2024 for our pioneering Carbon Analytics Platform Ranked #2: AFR BOSS Best Places to Work 2024 in Transport and Construction Recognised in AFR BOSS Fast100 List 2025 with second highest revenue Recognised in Deloitte Fast50 3 consecutive years Recognised in AFR FastStarters 3 consecutive years At Ofload, we combine the agility of a tech startup with the impact of tackling a massive, real-world problem. If you’re ready to be part of an ambitious team reshaping the freight future, we want to hear from you. About the role: As Chief of Staff, you will partner closely with the CEO & Founder to turn priorities into progress. Your role is to bring focus, pace, and clarity to the most important initiatives across the business. You’ll lead high-impact, cross-functional work that moves the company forward — from driving strategic projects to improving the operating rhythm of the leadership team. You’ll help connect teams, align priorities, and make sure the right work happens at the right time as Ofload scales. This role sits at the centre of the business. You’ll have visibility across teams, work directly with senior leaders, and play a critical role in driving outcomes that support Ofload’s growth and strategic priorities. We’re looking for someone who can read the room, simplify complexity, and bring people together to get things done. Someone who has a natural ability to see where people shine and help them thrive. You’re curious by nature — a sponge for learning, able to quickly absorb information, connect the dots, and turn insight into action. You’ll work in lockstep with the CEO and Founder. This isn’t a traditional 9–5 role — it’s an opportunity to operate at the heart of a scaling company. It will suit someone curious, pragmatic, and highly driven, who wants to learn fast, build influence, and make a meaningful impact in the startup and scale-up ecosystem. What you’ll do: Strategic Execution & Planning 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 M&A and Post-Merger Integration Support the CEO and executive team in M&A pipeline evaluation, due diligence, and strategic decision-making Operational Excellence 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 Communication & Influence 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. Project Leadership 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 Leadership Enablement Support CEO, C Suite & LT’s effectiveness through coaching, feedback loops, and structured forums Qualifications and Skills: 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. At Ofload we prioritise impact, aptitude and passion, so we’d encourage you to apply if you do not meet all the above criteria. When you apply, please let us know of any reasonable adjustments you may need during the interview process. More than a job! We look after you through: 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

Responsibilities

The Chief of Staff will partner closely with the CEO to drive focus, pace, and clarity on key initiatives, leading cross-functional work from strategic projects to improving leadership team operations. Responsibilities include owning the business cadence, supporting M&A activities, leading operational excellence, and acting as a proxy for the CEO in communications.