Insurance… slow, outdated, and a frustrating experience for businesses. But it doesn’t have to be. For businesses and fast-moving startups / scaleups, the customer experience has fallen far behind, leaving them underserved and at risk. At upcover, we’re flipping the script by providing innovative, tech-driven insurance solutions that businesses love—tailored, fast, and built for the pace of today’s world. About upcover upcover is Australia's #1 online insurance broker and one of the fastest growing insurtechs globally, providing commercial insurance solutions to Australian businesses. Operating at the forefront of digitising business insurance we have two distinct businesses: our digital broking business and a digital underwriting agency that operates in commercial motor. We are game changing the decades old business insurance industry by creating digitally native insurance products in partnership with the world's largest insurers and underwriters. upcover's platform bridges the gap between cutting-edge technology and the complexities of insurance, ensuring our customers get the protection they need, simply and effectively. The role As Regulatory and Compliance Manager, you will be responsible for leading upcover's regulatory, compliance and risk management functions, ensuring the business meets its regulatory obligations across both businesses
- our digital broking platform, upcover
- and our digital underwriting platform, EIS
- as an AFSL authorised representative and insurance broker. This is a hands-on role requiring strong knowledge of financial services regulation, practical experience implementing compliance frameworks, and the ability to work autonomously in a fast-paced environment. You will work closely with the founders and broader team to embed a culture of compliance while supporting business growth.

Key Responsibilities
AFSL & Regulatory Compliance
• Maintain and monitor compliance with AFSL and CAR obligations, including ongoing adherence to authorisation conditions
• Develop, implement, and maintain compliance policies, procedures, and controls
• Monitor regulatory change and ensure the business remains compliant with evolving requirements
• Prepare and lodge regulatory reports and notifications as required
• Manage relationships with AFSL holder and respond to compliance queries and audits Marketing & Content Compliance
• Review and approve marketing materials, website content, advertising, social media, and customer communications for compliance with financial services laws, ASIC regulatory guidance, and industry codes




• Ensure all customer-facing content meets disclosure requirements and is not misleading or deceptive
• Provide guidance to marketing and product teams on compliant messaging and claims
• Maintain records of approved materials and review processes Design & Distribution Obligations (DDO)
• Where necessary and only if required within our EIS digital underwriting business, oversee DDO compliance, including Target Market Determination (TMD) reviews
• Monitor product performance and distribution against target market parameters
• Coordinate DDO reporting to product issuers, incorporating claims and complaints data
• Identify and escalate potential significant dealings or product performance issues Risk Management
• Develop and maintain the Obligations Register, and processes for our businesses overall and its Risk Management Framework
• Maintain the Risk Register, ensuring risks are identified, assessed, and monitored
• Coordinate risk reporting to the Board and management
• Conduct risk assessments for new products, partnerships, and business initiatives
• Promote risk awareness and provide risk management guidance across the business Breach Management & Incident Reporting
• Manage the identification, investigation, and reporting of compliance incidents and breaches
• Maintain the breach register and ensure timely escalation and reporting of reportable situations
• Conduct root cause analysis and implement remediation actions
• Report to management and the Board on breach trends and systemic issues Complaints & Internal Dispute Resolution (IDR)
• Oversee the complaints handling framework in accordance with ASIC RG 271 and the General Insurance Code of Practice / Insurance Brokers Code of Practice
• Manage and resolve complaints (excluding motor claims complaints, which may be managed by the Claims Manager)
• Monitor complaint trends and identify systemic issues
• Liaise with AFCA on escalated disputes as required
• Ensure complaints data is captured and reported accurately Conflicts of Interest & Representative Oversight
• Maintain and monitor the Conflicts of Interest policy and register
• Oversee representative supervision and conduct obligations




• Ensure adequate training and competency requirements are met across the business Compliance Training & Culture
• Develop and deliver compliance training to staff on regulatory obligations, Code requirements, and internal policies
• Promote a strong compliance culture across the organisation
• Provide guidance and support to the business on compliance matters Reporting & Governance
• Prepare compliance reports for management and the Board
• Maintain accurate compliance records and documentation
• Support internal and external audits as required About You Essential Experience & Qualifications
• Tertiary qualification in Law, Compliance, Risk Management, Commerce, Business, or related discipline
• Minimum 8 years' experience in a compliance role within general insurance, insurance broking, or financial services
• Strong working knowledge of AFSL obligations, Corporations Act (Chapter 7), ASIC Regulatory Guides (including RG 234, RG 271, RG 274), and the General Insurance Code of Practice and/or Insurance Brokers Code of Practice
• Experience reviewing marketing materials and customer-facing content for regulatory compliance
• Experience developing and maintaining compliance frameworks, policies, and procedures
• Experience with breach management and regulatory reporting
• Experience with risk management frameworks and risk registers Desirable Experience & Qualifications
• Understanding of Design & Distribution Obligations (DDO)
• Experience in an insurance broking or underwriting agency environment
• Experience with AFCA complaint handling
• Exposure to CAR compliance arrangements
• ANZIIF or other relevant industry qualifications Skills & Attributes
• Strong analytical skills with attention to detail
• Excellent written and verbal communication skills
• Ability to interpret and apply regulatory requirements practically
• Proactive and solutions-oriented approach to compliance challenges
• Ability to work autonomously and manage competing priorities
• Strong stakeholder management skills
• Commercial mindset—able to balance compliance requirements with business objectives

What We Offer
• Fully remote or hybrid working arrangement (Sydney office available)
• Opportunity to lead and shape the compliance function in a growing insurtech
• Team-oriented, supportive team environment
• Competitive salary commensurate with experience

How to Apply
Please submit your CV and a brief cover letter outlining your relevant experience to [email/application link]. We encourage applications from candidates with diverse backgrounds and experiences.

📌 Senior Regulatory and Compliance Manager (Sydney)
🏢 upcover
📍 Sydney