Senior Staff Portfolio Operations Manager

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Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place!

Lightspeed is seeking a Senior Staff Portfolio Operations Manager to join our Product & Technology Operations team.

In this role, you'll help Product & Technology leaders understand portfolio performance, investment priorities, and business outcomes. Using data and business insights, you'll support informed decision-making around priorities, investments, and strategic trade-offs.

The role will begin with a six-month assignment leading Product Operations for our Hospitality vertical. During this time, you'll partner with Product & Technology leaders to support roadmap development and execution, manage cross-functional dependencies, and strengthen planning and delivery practices. Following this initial assignment, you'll transition into a permanent, cross-portfolio Business Operations role spanning Hospitality, Retail, and Financial Services.

Reporting to the Director of Business Operations, Product & Technology, you'll collaborate closely with Product Operations leads, vertical leaders, Finance, and other cross-functional partners.

This is a senior individual contributor role suited to someone who brings experience in software product development, strong business judgment, and the ability to influence senior leaders, challenge assumptions, and drive change without relying on formal authority.

Location: Lightspeed is currently seeking candidates based in Canada. Candidates in Canada but residing outside the Eastern Time Zone must be flexible and willing to adjust their working hours as needed to accommodate EST-based collaboration and business requirements.

What you'll be doing

Lead Hospitality Product Operations

Lead Product Operations for Hospitality during the initial six-month assignment, establishing the ways of working needed to support effective product development and delivery.

Partner with Hospitality Product & Technology leaders on roadmap planning and execution, managing priorities, dependencies, and delivery risks.

Establish planning and reporting cadences that provide visibility into progress, emerging issues, and decisions required.

Identify opportunities to improve how teams plan, communicate, and execute against priorities, breaking down silos and strengthening cross-functional collaboration.

Lead special projects and operational improvements aligned with evolving business needs and leadership priorities.

Drive Portfolio Performance & Investment Decisions

Lead portfolio reviews across Hospitality, Retail, and Financial Services, providing visibility into priorities, investments, delivery progress, and business outcomes.

Develop reporting and dashboards to assess investment performance, identify gaps, and highlight areas requiring attention.

Analyze results and root causes to understand performance against expectations and identify opportunities for improvement.

Recommend changes to priorities and investments, helping leaders evaluate trade-offs and determine where to continue, adjust, or deprioritize work.

Partner with Finance, Product Operations, and Product & Technology leaders to challenge assumptions, inform investment decisions, and drive accountability.

Strengthen Cross-Portfolio Planning & Decision Making

Help leaders assess priorities and trade-offs across Hospitality, Retail, and Financial Services, identifying competing demands and opportunities.

Maintain visibility into roadmaps across all three verticals, identifying dependencies, risks, and broader portfolio implications.

Partner with Product Operations leads and vertical leaders to resolve shared challenges, build alignment, and coordinate action.

Establish consistent planning and review processes that support collaboration and timely decision-making.

Prepare leadership recommendations that connect portfolio performance and priorities to broader business objectives, tracking decisions and actions through to completion.

Improve Cross-Portfolio Ways of Working & GTM Alignment