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Lead, Security Specialist - Retail

Softchoice3 days ago
Toronto, ON
Senior Level

About the role

The impact you will have:

The Lead, Security Specialist will guide the strategic development and execution of our Microsoft Security Go-to-Market within the Retail industry. They will focus on securing omnichannel environments, protecting customer data, and enabling secure operations across supply chains and storefronts. This role will help drive strategic outcomes for retailers and consumer brands, while strengthening our position as a trusted partner to Microsoft and the retail market.

  • Secure high-value customer wins and develop compelling case studies demonstrating our ability to protect customer data and retail operations

  • Improve alignment and reputation with Microsoft’s industry teams, resulting in increased lead flow and deeper strategic collaboration

  • Influence the development and positioning of security capabilities that support PCI-DSS compliance and secure customer engagement

  • Elevate our market presence through thought leadership, contributing to webinars, white papers, and industry events that build trust and demand

  • Empower internal teams by providing strategic guidance, mentoring, and enablement that improves execution across sales, presales, and solution teams

What you’ll do:

To achieve these impacts, the Lead, Security Specialist will have core responsibilities in the following areas:

Engage Strategically with Customers

  • Act as a trusted security advisor to retailers and consumer brands, helping secure omnichannel environments, customer data, and supply chain operations

  • Lead and contribute to executive briefings, discovery sessions, proposals, and strategic account planning

  • Ensure visibility and utilization across major deals by proactively engaging with account teams and stakeholders

  • Support the development of customer case studies and success stories that demonstrate impact and innovation

Drive Thought Leadership and Market Influence

  • Represent our security expertise at industry events, webinars, and forums, elevating our brand and credibility
  • Author white papers and contribute to content focused on PCI-DSS compliance, secure omnichannel experiences, and fraud prevention
  • Collaborate with marketing and enablement teams to amplify thought leadership and support broader awareness
  • Build relationships with Microsoft’s Retail and Consumer Goods teams to improve alignment and co-develop solutions for retailers and consumer brands

Shape and Align Security Capabilities

  • Provide feedback to ensure offerings support PCI-DSS compliance, secure omnichannel operations, and customer data protection

  • Influence the development of new capabilities and services based on customer insights and market dynamics

  • Partner with cross-functional teams to ensure consistent messaging and effective positioning of security solutions

  • Contribute to internal planning and governance processes to drive accountability and strategic alignment

What you’ll bring to the table:

This is the role for a visionary that thrives with a high degree of ownership, and brings demonstrated experience in leading all the dependencies required for success in the market:

  • Minimum of 10 years of experience in cybersecurity, including roles such as senior security architect, strategist, or CISO, with deep expertise in retail and consumer data protection standards such as PCI-DSS, CCPA, and GDPR
  • Equivalent experience or a degree in cybersecurity, information systems, or a related field. Advanced certifications (e.g., CISSP, CISM) or degrees are highly desirable
  • Proven success in shaping and executing security strategies and initiatives that enhance customer trust, secure omnichannel operations, and reduce fraud across digital and physical channels
  • Strong executive communication and facilitation skills, with experience leading workshops, building consensus, and influencing senior stakeholders
  • Demonstrated ability to lead cross-functional engagements, drive alignment, and proactively contribute to strategic opportunities
  • Familiarity with Generative AI (e.g., Copilot, Gemini) and its implications for security, governance, and risk management
  • Experience with agile methodologies, design thinking, and collaborative solution development
  • Ability to conduct market research and translate insights into actionable security strategies and content
  • Strong collaboration, influencing, and negotiation skills, with a relentless focus on customer success
  • Enjoyment from working in a fast-paced, dynamic environment where initiative and assertiveness are key
  • Passion for mentoring, sharing knowledge, and contributing to a culture of continuous learning
  • Up to 25% travel may be required

About Softchoice

IT Services and IT Consulting
1001-5000

Softchoice is a software-focused IT solutions provider that equips organizations to be agile and innovative, and for their people to be engaged, connected and creative at work. That means moving them to the cloud, helping them build the workplace of tomorrow, and enabling them to make smarter decisions about their technology. By doing these things we help them create success for their customers and their people. For more information, please visit www.softchoice.com.