Role

Square is building a world‑class, high‑accountability field sales organization — and we’re looking for a leader who is both a coach and a builder. You know the craft of selling deeply: how to open doors, generate pipeline, position value competitively, and close with precision. You lead from the front, developing your team through active engagement — not from the sidelines.

You will be the driving force behind a disciplined, insight‑led sales motion that blends in‑person selling with proactive outbound strategy. Your leadership will elevate both the quality and velocity of revenue while shaping a culture rooted in excellence, ownership, and growth.

You Will

Lead with expertise in the field

- Develop Territory Account Executives through active, in‑market coaching — from sourcing and opening conversations to consultative discovery, competitive positioning, and closing with clarity.
- Model world‑class selling by joining prospect and customer meetings, demonstrating product fluency, value articulation, and decisive deal strategy.
- Spend significant time in the field with your team, strengthening local relationships, fueling community‑driven pipeline creation, and ensuring sellers experience Square through a human, product‑driven presence.

Operate in the details

- Manage pipeline and KPIs with rigor — diagnosing gaps, identifying risks, expanding coverage, and guiding AEs to create and progress high‑quality opportunities.
- Run disciplined weekly pipeline, forecast, and deal reviews that drive action, accountability, and predictable outcomes across multiple markets.
- Use data‑backed insights to coach AE effectiveness, elevate sales execution, and ensure consistent momentum across high‑velocity, complex sales cycles.

Build a high‑performance, high‑accountability culture

- Create an environment defined by trust, clear expectations, ownership, and open communication.
- Hold the team to a high bar of execution while providing the clarity, structure, and hands‑on coaching needed to meet it.
- Hire, onboard,



and develop AEs to ramp quickly, deepen product expertise, and consistently exceed quota.

Scale expertise, process, and go‑to‑market effectiveness

- Become a product and competitive expert — ensuring your team can confidently articulate Square’s value and differentiation.
- Build scalable, repeatable field sales motions that increase funnel quality, improve outbound productivity, and accelerate growth in your assigned cities.
- Continuously refine strategy, playbooks, and operating rhythms to deepen Square’s presence and win market share across key local ecosystems.

Partner and innovate across the business

- Champion the customer voice and collaborate cross‑functionally to strengthen product‑market fit and unlock new revenue pathways.
- Engage deeply with community networks, partners, and local events to amplify brand awareness and fuel top‑of‑funnel opportunity creation.

You Have

- 8+ years of sales success, ideally in a high‑growth environment
- 5+ years of leadership experience, preferably managing field account executives
- Experience in high‑transaction SaaS or financial services sales
- Strong bias toward action and experimentation, balanced with thoughtful decision‑making
- A track record of building a winning, high‑performing culture through hands‑on leadership and coaching
- Extensive experience operating in a metrics‑driven sales organization
- Proven ability to influence and collaborate with cross‑functional partners in a rapidly scaling business
- Experience scaling and overseeing large Field Sales teams
- Strong ability to communicate and build relationships with senior executives
- Excellent interpersonal, leadership, organizational, and communication skills

We’re working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is a proud equal‑prospect employer. We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class.

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📌 Field Sales Manager (City of Sydney)
🏢 Square
📍 City of Sydney