Head of Client Success

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Logo of Wingman Group

Wingman Group

51 - 200 employees

Founded 2020

🤝 B2B

🎯 Recruiter

🏠 Real Estate

B2B • Recruitment • Real Estate

Wingman Group is an Australia & New Zealand offshore staffing and operational support provider that connects degree-qualified remote professionals (primarily in the Philippines) with businesses to handle administrative, compliance, back-office, marketing, data, and cybersecurity functions. They specialize in embedding remote teams into real estate, mortgage broking, financial services, buyers agency, and property management operations to help firms scale, improve efficiency, and reclaim time. Wingman also offers process design, recruitment, training, onboarding, and ongoing account management to ensure secure, high-performing offshore support.

📋 Description

• Own the full client lifecycle for dealership accounts end-to-end • Lead client communication cadence: Monthly check-ins, Weekly touchpoints, Performance reports, Quarterly business reviews • Proactively monitor client performance using internal dashboards and AI tools • Define, track, and optimize KPIs and performance benchmarks • Manage escalation frameworks (Green / Amber / Red / Critical) • Oversee key operational levers: Payroll cycles, Pay reviews, Leave approvals, Ad-hoc client requests • Identify workflow gaps and redesign SOPs based on data insights • Ensure continuous improvement across client experience • Oversee onboarding for all new placements • Lead client integration meetings (KPIs, task design, success criteria) • Manage 90-day onboarding lifecycle and transition to active status • Identify trends and improve onboarding processes and SOPs • Build and scale the Client Success team (CSMs, Onboarding Lead) • Train and mentor team members • Standardize processes and maintain consistency in client delivery • Help design department structure and operating rhythm • Work closely with internal tools to monitor performance, diagnose issues, and improve workflows • Contribute to the evolution of AI-driven client success tooling

🎯 Requirements

• Proven leadership in Client Success, Account Management, or Operations • Strong analytical mindset (KPIs, dashboards, data-driven decisions) • Excellent English communication (written & verbal) • Experience using AI tools and modern software • Strong people management and stakeholder handling skills • Ability to thrive in startup environments and build systems from scratch • Automotive dealership experience (Sales, Service, Accounts, F&I, etc.) (Desirable) • Familiarity with Australian dealership systems (DMS) (Desirable) • Experience with SQL, BI dashboards, or data tools (Desirable)

🏖️ Benefits

• 20 Paid Time Off • Referral Bonus – 70 AUD per successful referral to the Wingman platform (paid at 1st month mark with a client contract). • Annual Trip – connect with the broader Wingman community in person. • Dedicated Support Contact (CSM) – someone to help you succeed and stay connected. • Access to a Network – collaborate with fellow contractors and onshore specialists. • Opportunities to Upskill – optional sessions, peer learning, and developmental pathways. • More Work, More Opportunity – potential for additional contracts, Statements of Work, or expanded workloads. • High-Impact Projects – work alongside top-tier Australian partners on meaningful assignments. • Flexibility First – deliver your work in your way, with full autonomy on how you achieve outcomes. • Advisory Support – HR, Tax, and setup guidance available to make contracting seamless. • 100% Work-From-Home Contracts – all engagements designed for remote delivery.

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