Responsibilities
- Lead enterprise strategic planning, including owning the annual planning process and ongoing strategic review cadences
- Partner closely with the CSTO and executive leadership team to shape strategic priorities and inform key business decisions
- Structure complex, ambiguous business problems and develop data-driven insights to guide enterprise direction
- Drive development of business cases, strategic plans, and executive-ready recommendations to support leadership decision-making
- Lead cross-functional initiatives, aligning stakeholders on priorities, driving execution, and delivering against defined business outcomes
- Act as a strategic mentor and coach to junior team members, elevating capabilities in problem solving, analysis, and stakeholder engagement
Requirements
- Strong structured problem-solving skills, with the ability to tackle complex and ambiguous business challenges
- Demonstrated experience leading enterprise-level strategic initiatives or workstreams in fast-paced environments
- Ability to influence senior executives and drive alignment across functions
- Strong business judgment, with the ability to connect insights to strategic implications
- Excellent communication skills, with the ability to synthesize complex topics into clear, executive-level messaging
- High level of ownership, accountability, and ability to operate independently
- As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position.
Nice to Have
- 7–10+ years of experience in strategy consulting, corporate strategy, or a related field
- Experience working directly with executive leadership on strategic decision-making and planning
- Advanced degree (e.g., MBA) or equivalent experience
- Experience in SaaS, fintech, or other high-growth, technology-driven environments
Work Arrangement
Remote (Worldwide)
Team
Structure: cross-functional initiatives, alignment with executive leadership team. Reports to: Chief Strategy & Transformation Officer (CSTO)
You’ll enjoy
- A flexible work environment that empowers you to do your best work
- A culture that celebrates performance
- The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard
- Career-defining opportunities
- Flexible paid time off and remote work policies
- Equity options, because this is your company too
- Contributions to your pension plan. Your future matters
- Training opportunities to grow your skills and career
- Health and wellness credit so you feel your best
- Time off to volunteer and give back to your community
- Interest groups, employee led networks, social committees to sponsored sports teams
- Computer purchase program to get your personal MacBook
- Enhanced parental leave to support growing families
Who we are
- Powering the businesses that are the backbone of the global economy, Lightspeed's one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences.
- Our cloud commerce solution transforms and unifies online and physical operations, multichannel sales, expansion to new locations, global payments, financial solutions, and connection to supplier networks.
- Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD).
- With teams across North America, Europe, and Asia Pacific, the company serves retail, hospitality, and golf businesses in over 100 countries.
Additional Information
- Fluency in English as a working language is required
- Lightspeed uses artificial intelligence–enabled tools to support certain aspects of the recruitment process; all hiring decisions are made by our recruiting and hiring teams.
- Accommodations are available on request for candidates taking part in all aspects of the selection process.
- This role represents an existing vacancy at Lightspeed.
- Lightspeed does not accept unsolicited agency resumes.
- We were founded in 2005, in Montreal’s gay village and our original members were all part of the LGBTQ+ community.
- The ethos of our business has been about inclusion from the very beginning, and we strive to provide a workplace where everyone belongs.