Regional Sales Manager

Since we opened our doors in 2009 the world of commerce has evolved immensely and so has Square. After enabling anyone to take payments and never miss a sale we saw sellers stymied by disparate outmoded products and tools that wouldnt work together.

So we expanded into software and started building integrated omnichannel solutions to help sellers sell online manage inventory offer buy now pay later functionality book appointments engage loyal buyers and hire and pay staff. Across it all weve embedded financial services tools at the point of sale so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth enabling sellers to capture the next generation shopper increase order sizes and compete at a larger scale.

Today we are a partner to sellers of all sizes large enterprise-scale businesses with complex operations sellers just starting as well as merchants who began selling with Square and have grown larger over time. As our sellers grow so do our solutions. There is a massive opportunity in front of us. Were building a significant meaningful and lasting business and we are helping sellers worldwide do the same.

The Role

Squares mission is to power all the ways small businesses do business helping Australian Sellers operate more efficiently grow confidently and unlock new opportunities. As we continue scaling across Australia were looking for a Regional Sales Manager to lead and support a network of self-employed Independent Consultants (ICs) who drive adoption of Squares payments and business solutions across the SMB market.

In this role youll own the performance and development of your regional IC network working hands-on in the field to help them win more business and close more deals. Youll be the bridge between Square and your ICs coaching them toward excellence modeling effective sales behaviours and ensuring theyre equipped to represent the full Square ecosystem across multiple verticals including retail hospitality services and more.

This is a dynamic field-based role designed for a sales leader who thrives on the ground working shoulder-to-shoulder with ICs to drive results. Youll balance strategic planning with tactical execution using your payments and POS expertise to unlock opportunities and your coaching skills to elevate IC performance. The ideal candidate will bring an established network of agents theyve worked with previously enabling a fast start and immediate impact.

This role requires regular travel across your assigned region. Youll work remotely within Australia with the flexibility to structure your time around field visits coaching sessions and regional meetings.

You Will

• Lead and develop a network of self-employed Independent Consultants across your region providing ongoing coaching training and field support to maximize their performance
• Work in the field regularly to accompany ICs on sales calls model consultative selling techniques and help close dealsespecially complex or high-value opportunities
• Leverage your established network of independent sales agents to rapidly build and scale your IC team bringing proven performers who can hit the ground running
• Drive seller acquisition across the SMB market focusing on multiple verticals and promoting the full Square ecosystem including payments POS online tools and business management solutions
• Develop and execute a regional sales plan that sets clear goals tracks regional performance and adjusts tactics based on real-world results and market feedback
• Analyze sales performance using pipeline data conversion metrics and activity reports to identify coaching opportunities and optimize IC effectiveness
• Provide reliable forecasts and performance updates to leadership highlighting wins challenges and insights from the field
• Capture market intelligence from your ICs and prospects about local SME needs competitive dynamics and emerging opportunities to inform strategy
• Ensure alignment between ICs and Squares standards values and go-to-market approach while respecting their independence as self-employed professionals

You Have

• 5 years of experience in a similar field sales leadership role with a proven track record of managing self-employed or independent sales agents (experience in the Australian market strongly preferred)
• Deep industry expertise in payments and POS solutions with the ability to speak credibly to SME pain points and demonstrate product value across diverse business types
• An established network of independent sales agents or consultants youve worked with previously and can bring into this role to accelerate team building and performance
• Strong coaching and leadership skills particularly in environments where you influence through expertise and support rather than direct authority
• Consultative sales excellenceyouve personally closed complex deals and can model best practices for your ICs in the field
• Analytical capabilities to interpret performance data identify trends and translate insights into actionable coaching and strategy adjustments
• Exceptional interpersonal skills to build trust and drive alignment with independent contractors who may be working with multiple partners
• A results-oriented mindset with experience consistently meeting or exceeding sales targets in fast-paced high-growth environments
• Comfort with ambiguity and the entrepreneurial drive to build and scale a regional operation with autonomy and accountability

Nice to Have:

• Experience selling across multiple SMB verticals (retail hospitality professional services etc.)
• Knowledge of the Australian SME landscape regional market nuances and local business needs
• Experience with commission-based or performance-driven sales models
• Familiarity with fintech SaaS or technology solutions for small businesses