Malika De Silva
Bilingual commercial strategist with 12+ years structuring compliant, high-value agreements and leading cross-functional teams
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About
Bilingual commercial strategist with 12+ years structuring compliant, high-value agreements and leading cross-functional teams through complex, regulated launches.
Experience spans contract structuring, competitive intelligence, and stakeholder coordination across Legal, Product, and Operations directly transferable to bid and proposal development. Currently pursuing APMP Foundation Certification to formalize proposal management expertise for the defense and public-sector contracting space. Fluent in English and French, with a track record of translating complex commercial and regulatory requirements into clear, actionable frameworks.
Experience
Founding District Manager — Quebec Market Entry at Toast (2025-11 – 2026-04)
Led competitive intelligence, market analysis, and cross-functional compliance coordination for Toast's Quebec market entry ahead of a phased international launch, navigating a compliance-heavy regulatory framework (Quebec's Sales Recording Module/MEV) that required sustained cross-functional alignment with Legal, Product, and Strategy Operations before market activation could proceed. Served as primary liaison between the field team and internal stakeholders to interpret and operationalize evolving regulatory requirements ahead of a multi-market launch. Role concluded following a shift to a phased international market-entry model, which delayed the regulatory timeline and hiring until later phases.
- Built Quebec's competitive intelligence framework, including structured target-market profiling, capability gap analysis, and inbound referral process design, activities directly analogous to capture-phase competitive assessment and market intelligence work.
- Coordinated with Legal, Product, and Strategy Operations to interpret and operationalize MEV regulatory requirements ahead of a phased, multi-market launch
- Structured and qualified a complex, multi-variable commercial pipeline valued at $128.3M from zero, applying rigorous pricing-readiness criteria (67% assessed pricing-ready) under compliance and time constraints, demonstrating capacity to manage high-stakes financial qualification processes.
- Activated in-field strategic partnerships within the POS ecosystem, coordinating across internal and external stakeholders
Senior Manager, Key Cities Growth (SaaS) at SkipTheDishes (2023-11 – 2024-08)
Directed partner growth strategy and lifecycle management across priority Canadian markets, coordinating with Finance, Marketing, and Operations to design and govern commercial programs aligned with corporate policy and revenue objectives.
- Partnered cross-functionally to design, execute, and govern partner onboarding, pricing, and incentive programs, reallocating resources based on structured performance analysis
- Delivered a localized partner growth framework that increased market share by 5% YoY and improved operational efficiency
Senior Manager, SMB Corporate Sales (SaaS) at SkipTheDishes (2023-02 – 2023-10)
Led a team of 5 responsible for mid-market accounts across Canada, directing commercial agreement structuring, compliance oversight, and enablement process design in partnership with Sales Ops, Marketing, Finance, and Product.
- Structured and managed commercial agreements worth $160K+, ensuring compliance with corporate policy and alignment with partner goals
- Developed scalable enablement frameworks and compliance-aligned process documentation that improved onboarding outcomes and internal promotion rates by 50%
National Partnerships Manager (SaaS) at SkipTheDishes (2021-07 – 2023-02)
Managed and governed complex, multi-variable commercial agreements underpinning $400M+ in annual partner revenue across leading national accounts, structuring contract terms, promotional financial models, and lifecycle programs to ensure compliance and financial viability.
- Led C-suite negotiations to structure and govern a national co-branded campaign across 500+ retail locations while ensuring alignment with corporate spend and compliance policies
- Structured and managed contracts with third-party POS providers, improving onboarding efficiency and satisfaction metrics through clearer compliance and process documentation
National Account Executive — Mid-Market Strategy & Channel Growth at Procter & Gamble Professional (2020-06 – 2021-07)
Managed a $100M mid-market portfolio across B2B and B2C channels, overseeing joint business planning, promotional governance, and pricing strategy to drive category penetration.
- Negotiated and governed $5M+ in trade investment, structuring pricing and promotional programs to align with financial targets and policy requirements
- Designed and tracked promotional campaigns and lifecycle programs, reallocating spend toward initiatives with the strongest measurable return
Commercial Account Manager at RBC Royal Bank of Canada (2018-05 – 2020-06)
Team Manager — Contact Centre, Onebound & Senior Banking Advisors at RBC Royal Bank of Canada (2016-01 – 2018-04)
Manager of Employee Development Investments & Banking Advisors at RBC Royal Bank of Canada (2014-01 – 2015-12)
Education
Master of Arts in Leadership – Guelph University, Ontario (2024)
Bachelor of Arts (Honours) in Economics – Carleton University, Ontario (2014)

