Product Leader

AI & Digital Innovation

Driving next-gen experiences in B2C & B2B2C markets

I'm Richard Strauss, a senior product leader with 9+ years of experience building and scaling digital products across eCommerce, loyalty, and SaaS. I specialize in generative AI, platforms, and experimentation, currently leading AI-driven product initiatives at AIR MILES.

Richard Strauss - Product Leader
0+
Years Experience
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Digital Properties
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Companies

About Me

Professional Experience

My journey in product leadership, building and scaling SaaS platforms from conception through high growth across B2C and B2B2C markets.

Senior Product Manager

AIR MILES

Toronto, ON

2024–Present

The second-largest Canadian coalition loyalty program with partnerships with leading global brands.

Key Achievements

  • Led development of an LLM-assisted matching algorithm, improving offer match rates by 20%.
  • Launched a redesigned, award-winning points-earning experience through AIR MILES Receipts.
  • Defined and owned personalization strategy for reward recommendations, improving relevance and engagement.
  • Led GenAI upskilling initiatives across product and design teams, establishing shared patterns for LLM usage.
  • Recipient of BMO’s “Best of the Best” award, recognizing top-performing product leaders across the organization.

Skills Applied

Product StrategyMachine LearningPersonalization

Technologies Used

LLMsOCR TechnologyFlutterML

Group Product Manager

PAR Ordering (menu.app)

Remote (US-based)

2021–2024

A US-based enterprise eCommerce platform for large scale restaurant brands.

Key Achievements

  • Reported to the CPO and led a team of 4 PMs owning ordering, menu, customization, and loyalty domains.
  • Defined product vision, goals, and roadmap in close partnership with business and technology leadership.
  • Launched reordering flows (+5% conversion), gradual menu loading (–10% drop-offs), and zero-to-one ordering APIs and a loyalty platform to unlock new global revenue streams.

Skills Applied

Enterprise SaaSB2B2CAPI-first StrategyLoyalty & Commerce

Technologies Used

APIseCommerceLoyalty SystemsEnterprise Platforms

Founder

Como

Toronto, ON

2020–2022

A mobile restaurant discovery and sharing platform based on friend-to-friend recommendations.

Key Achievements

  • Founded and launched a friend-to-friend restaurant discovery app on iOS and Android within 6 months, gaininghands-on experience in zero-to-one product development and full-stack execution.

Skills Applied

Founding/0→1Social PlatformsConsumer AppsFull-stack Development

Technologies Used

React NativeNode.jsMongoDBMERN Stack

Senior Product Manager & Head of Experimentation

Loblaw Digital

Toronto, ON

2015–2019

Loblaw is the largest Canadian retailer with eCommerce and digital properties in grocery, apparel, loyalty, and more.

Key Achievements

  • Led an internal consultancy team of 7 focused on experiment-led product development.
  • Owned the eCommerce product roadmap for joefresh.com, Canada’s largest online apparel business.
  • Led cross-functional teams of developers, designers, and business stakeholders through a full site refresh.

Skills Applied

Digital RetailA/B Testing at ScaleRoadmap OwnershipCross-functional Leadership

Technologies Used

eCommerceAnalyticsTesting PlatformsDigital Retail

Skills & Technologies

Expertise across four core domains with measurable proficiency levels, spanning product management, cutting-edge AI, technical development, and platform tools to build and scale impactful SaaS products.

Product Management

Product Strategy9+ years
Roadmap Planning8+ years
User Research7+ years
A/B Testing6+ years
Analytics8+ years
Stakeholder Management9+ years
Team Leadership5+ years
Go-to-Market4+ years

Generative AI & LLMs

OpenAI API1+ years
Langchain1+ years
Python2+ years
Prompt Engineering1+ years
RAG Systems1+ years
LLM Applications1+ years
OCR Technology1+ years
Machine Learning3+ years

Development & Technical

JavaScript6+ years
React4+ years
React Native4+ years
Node.js4+ years
Express3+ years
MongoDB4+ years
Mongoose3+ years
API Design5+ years

Tools & Platforms

Google Analytics8+ years
Adobe Analytics4+ years
JIRA9+ years
Confluence7+ years
Aha!3+ years
UserTesting5+ years
Figma3+ years
31+
Skills & Tools
9+
Years Experience
4
Core Domains

Featured Projects

A showcase of current product leadership work including AI-powered platforms, restaurant technology solutions, and social mobile applications that drive business impact and user engagement.

AIR MILES Receipts screenshot

AIR MILES Receipts

Intelligent receipt scanning and offer-matching platform powered by OCR and LLMs.

LLMsOCRMLAI Strategy
Kauwela Poke screenshot

Kauwela Poke

Built a full-stack eCommerce platform for restaurants — online ordering, loyalty, delivery integrations, and mobile/web apps.

APIsReact NativeMulti-channel Ordering
Como (Founder) screenshot

Como (Founder)

Mobile restaurant discovery app based on social recommendations. Designed and shipped full-stack product in 6 months.

React NativeNode.jsMongoDBSocial Features

Interested in seeing more of my work or discussing a project?

Let's Work Together

Let's Connect

I'm passionate about generative AI and seeking opportunities to build impactful products with this technology. Let's discuss how we can work together.

Get In Touch

Location

Toronto, Ontario, Canada

Ready to work together?

Whether you have a product opportunity in mind, want to discuss generative AI applications, or just want to connect, I'd love to hear from you.

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