Head of Sales, Xero

Canada

CA$178.2-236k

Plus commission, annual bonus and equity (RSU) programs

Senior and Expert level

Toronto

More information about location

Office located in Richmond Street West, Toronto

Accounting software for small businesses

Open for applications

Accounting software for small businesses

1001+ employees

FintechB2BBookkeepingSaaSAccounting

Open for applications

CA$178.2-236k

Plus commission, annual bonus and equity (RSU) programs

Senior and Expert level

Toronto

More information about location

Office located in Richmond Street West, Toronto

1001+ employees

FintechB2BBookkeepingSaaSAccounting

Company mission

To make life better for people in small business, their advisors, and communities around the world.

Job

Company

Role

Who you are

Proven executive leadership experience guiding sales and customer success teams to achieve ambitious performance goals
A track record of operating in a matrixed organisation with the ability to influence cross-functional global stakeholders
You bring a strong coaching orientation and a dedication to developing people managers and high-performing sales professionals
Exceptional communication and presentation skills, with comfort acting as a strategic spokesperson and C-suite partner
Demonstrated success in making data-driven strategic choices and translating high-level strategy into local execution
Experience within or deep knowledge of accounting practice workflows and cloud software systems is an advantage

What the job involves

As Head of Sales, Canada, you will drive the overall performance and success of Xero across the region, with a primary focus on our accounting and bookkeeping partner channel
Reporting to the Country Manager, you will hold end-to-end accountability for partner sales, including partner services, enterprise accounts, account management, and new business development
By leading a high-performing team and aligning with global strategy, you will help small businesses and their communities thrive
In this senior leadership role, you will champion our Canadian market strategy, turning a three-year vision into clear annual goals and targets. You will also serve as a key voice for Xero Canada, managing national partnerships with top accounting firms, collaborating closely with cross-functional executive teams, and acting as an occasional spokesperson at industry events
You will lead a sales and account management team across Canada that supports accountants, bookkeepers, and small businesses
The team works in close collaboration with global marketing, product, operations, and finance functions to deliver tailored customer journeys. Together with senior Canadian leaders across product, engineering, and people experience, you will help nurture a healthy, supportive culture across our Toronto and Calgary hubs
Translating our three-year Canadian strategy into actionable annual sales targets and operational plans
Nurturing national partnerships with Canada's largest accounting firms to build mutually beneficial relationships
Coaching and developing sales leaders and account managers to maintain a data-driven, supportive performance culture
Partnering with global product and marketing teams through planning forums to refine Canadian product-market fit and go-to-market execution

Our take

For a long time, high-quality financial services have been reserved for large-scale businesses. Xero solves this problem by giving small businesses, accountants, and bookkeepers access to best-in-class finance and accounting solutions.

Xero is one of the largest companies of its kind, with its promise to save time and effort for small business owners - who often don’t have in-house accounting teams - capturing interest and allowing the company to scale. It has a strong rival in Intuit QuickBooks, which offers similar services, but competes by being most effective for growing startups and having an incredibly simple user experience.

A series of acquisitions and partnerships, including the purchase of Instafile in 2018, have consolidated Xero’s market share. The company continues to add new integrations, such as with Vehocheck Workshop Manager, and the 2023-launched Beautiful Business Fund that will help small businesses accelerate growth.

Steph

Company Specialist at Welcome to the Jungle

Insights

Led by a woman

Top investors

3% employee growth in 12 months

Glassdoor (3.2)

Trustpilot (4.1)

Company

Company HQ

Te Aro, Wellington, Wellington

Leadership

Sukhinder Singh Cassidy

(CEO)

Prior to Xero, she founded Boardlist and Joyus. She also served as the CEO of Polyvore and as a President of Asia Pacific and Latin America Operations at Google.

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