Job Description:

Senior Account Director

CORA Loyalty | Toronto, Ontario

A very senior role leading strategic account management across Canada, while supporting selected global partner and reseller growth opportunities.

Reports to

Chief Customer Officer (or Designated VP)

Role focus

Strategic account leadership, retention, expansion, executive relationship management, governance, and commercial oversight

Commercial mix

Approximately 80% strategic account leadership and account growth, with c. 20% business development focused on whitespace, partner-led opportunities, and selective new business

Geographic remit

Canada-led, with selected global exposure through partner, reseller, and channel arrangements

Leadership scope

Individual contributor at outset, with clear expectation to support, coach, and potentially lead members of the account management team as the function develops

Role Overview

CORA Loyalty is seeking a highly experienced Senior Account Director to lead a portfolio of major strategic accounts across Canada, while also supporting selective global growth opportunities through partner, reseller, and channel relationships.

This is a senior commercial and client leadership role for someone who can own executive relationships, shape account strategy, drive retention and expansion, and help elevate the maturity of the wider account management function. The post is not a pure hunting role and it is not a delivery co-ordination role dressed up with a bigger title. It is a true strategic account leadership brief with meaningful commercial accountability.

The successful candidate will be comfortable leading complex multinational accounts, navigating senior stakeholders, working across a matrixed organisation, and bringing together commercial, delivery, product, support, and operational teams to produce measurable client outcomes.

Key Responsibilities

• Own and grow a portfolio of strategic accounts in Canada, including some of CORA Loyalty’s most important and complex client relationships.
• Act as the senior commercial and strategic lead for named accounts, building trusted relationships with executive sponsors and key stakeholders across marketing, digital, loyalty, operations, finance, procurement, and partner teams.
• Develop and lead robust account plans covering client objectives, programme performance, stakeholder mapping, renewal strategy, risk management, expansion opportunities, and executive engagement.
• Drive strong retention, renewal, and expansion performance across the portfolio, with clear accountability for commercial outcomes and long-term account value.
• Lead quarterly business reviews, executive reviews, governance forums, and strategic planning sessions with clients, ensuring CORA Loyalty is positioned as a trusted adviser rather than a reactive supplier.
• Partner closely with delivery, product, analytics, support, finance, and leadership teams to ensure commitments are met, issues are resolved quickly, and growth opportunities are pursued with discipline.
• Identify and convert cross-sell and upsell opportunities across the CORA Loyalty portfolio, aligning solutions to client priorities and business cases.
• Dedicate roughly 20% of role focus to business development activity, centred on partner-sourced growth, reseller relationships, strategic introductions, selective new logo pursuits, and market development activity.
• Help shape how CORA Loyalty works with global partners, resellers, agencies, distributors, and strategic alliances, particularly where those relationships can unlock growth beyond Canada.
• Support commercial negotiations, renewal discussions, proposal development, scope shaping, and contract strategy in conjunction with leadership and relevant functional teams.
• Serve as a senior escalation point for strategic accounts, balancing client advocacy with commercial rigour and delivery realism.
• Support and potentially lead members of the account management team in Canada, acting as a coach, mentor, and operating leader as the function grows.
• Raise the standard of account management discipline across the business through stronger planning, forecasting, stakeholder management, governance cadence, and commercial visibility.
• Represent the voice of the customer internally, helping influence product direction, service improvement, and go-to-market thinking.
  

What Success Looks Like

• Strategic accounts are well-led, well-governed, and supported by clear retention, renewal, and expansion plans.
• CORA Loyalty has strong executive relationships across key Canadian accounts, with broader and deeper stakeholder coverage.
• Commercial risk is visible early, renewals are managed proactively, and expansion opportunities are pursued with discipline.
• Partner and reseller relationships contribute meaningful pipeline and selected wins, without distracting from the core account leadership mandate.
• The Canadian account management function becomes more structured, commercially sharper, and more scalable over time.
• Clients increasingly view CORA Loyalty as a strategic growth partner with strong delivery credibility.
  

Required Experience and Capabilities

• 10 to 15+ years of experience in strategic account management, client leadership, enterprise sales, customer success, consulting, or related commercial roles within loyalty, SaaS, MarTech, payments, commerce, incentives, or adjacent technology-enabled services.
• Significant experience leading large, complex, multi-stakeholder accounts, ideally including multinational or multi-region clients.
• Strong track record of retaining, growing, and deepening enterprise client relationships, including renewals, upsell, cross-sell, and strategic account development.
• Experience engaging credibly with senior client stakeholders, including C-suite and executive-level sponsors.
• Demonstrated ability to lead account strategy while co-ordinating delivery, product, support, analytics, and commercial teams in a matrixed environment.
• Experience working with complex commercial structures, including MSAs, SOWs, renewals, pricing discussions, procurement processes, and contract negotiations.
• Exposure to partner, reseller, channel, or alliance-based growth models, with the judgement to know when those motions create value and when they merely create noise.
• Strong leadership instincts, with experience coaching, mentoring, or managing account managers or adjacent client-facing teams.
• High commercial acumen, strong written and verbal communication, and the executive presence to lead critical conversations internally and externally.
• Ability to operate with autonomy, structure ambiguity, and maintain clear priorities across a demanding portfolio.
• Strong command of CRM, pipeline discipline, forecasting, and account reporting.
  

Preferred Experience

• Experience in loyalty, rewards, engagement, channel incentives, or customer marketing.
• Experience working with clients in financial services, retail, travel, hospitality, telecoms, or other complex consumer-facing sectors.
• Experience in a platform-plus-services environment, where client value depends on both technology and ongoing strategic support.
• Experience in a Toronto-based or broader Canadian market role.
• French language capability would be an advantage, but is not essential.
  

Personal Attributes

• Commercially sharp, but not reckless.
• Strategic in outlook, but willing to get into the detail.
• Calm under pressure, with sound judgement in difficult client situations.
• Credible with executives, delivery teams, and sales leaders alike.
• Naturally collaborative, but comfortable taking ownership and making decisions.
• Ambitious enough to build, not merely maintain.
  

Business Unit:

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More About Jonas Software:

Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.

Jonas’ vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service.

Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.

Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.