Cindy Yin, Product Manager in Toronto, ON, Canada
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Cindy Yin

Verified Expert  in Product Management

Product Manager

Toronto, ON, Canada

Toptal member since January 7, 2025

Expertise
Agile Product ManagementAI Product Management
Bio

Cindy is a senior product manager with over eight years of experience driving B2B and B2C product strategy and execution. She has a proven track record of launching zero-to-one products and delivering revenue-driving features. With her focus on improving key metrics through data-driven experimentation and user research and her ability to manage complex stakeholders, Cindy is available for engagements focused on product strategy, go-to-market plans, and optimization initiatives.

Project Highlights

Slack Connect
Defined and executed a multiyear roadmap for Slack Connect integration, establishing it as a key communication and revenue channel.
Progress Tracker to Onboard New Users
Designed and implemented a progress tracker to improve transparency and streamline the hiring process for new Toptal clients, reducing friction and improving the overall experience.
AI Helpbot
Trained and launched an AI helpbot POC that leverages LLMs to respond to client inquiries on behalf of staff members.

Expertise

  • A/B Testing
  • Competitive Analysis
  • Data Analytics
  • Product Launch
  • Product Roadmaps
  • Product Strategy
  • Stakeholder Management
  • User Research

Work Experience

Senior Product Manager

2020 - 2024
Toptal
  • Defined and executed a multiyear strategic roadmap for Slack Connect, taking it from concept to launch. Within the first year, adoption reached 64% of eligible clients, driving a 14% improvement in sales conversion.
  • Designed a personalized onboarding progress tracker tailored to different user personas, collaborating with the UX team to conduct usability studies and A/B testing to refine the solution. The final feature boosted speed-to-hire metrics by 1.6x.
  • Launched an AI helpbot powered by LLMs to handle client inquiries on behalf of the client-servicing team. The POC for internal users facilitated over 1,500 monthly interactions, achieving 32% adoption within the sales and talent operations teams.
  • Collaborated with internal stakeholders to implement the Interview Schedule for Clients feature, eliminating a conversion funnel drop-off step and increasing overall sales conversion by 12%.
  • Gathered and prioritized feature requests across multiple internal stakeholder groups to create the first product roadmap for the billing domain from the ground up. The consolidated invoices feature alone saved $2.4 million in annual OPEX.
  • Leveraged user data and stakeholder feedback to identify and implement the extra hours timesheet functionality as an additional revenue stream. Within three months, it accounted for 17% of total SMB revenue.

Product Manager

2016 - 2020
Bell Canada
  • Collaborated with operations and marketing teams to launch the download and go feature, increasing overall app usage by 8% within two months and boosting the app's average rating from 3.9 to 4.2 stars on the App and Google Play Store.
  • Oversaw the launch of the Fibe TV app on Amazon Fire TV and Android TV, making it the first Canadian telecom streaming app on the platforms, with over 8,000 users in the first three months and revenue of $6.8 million over the next five years.
  • Developed the roadmaps for two internal platform products used by customer support agents, leveraging user data and research insights to prioritize feature rollouts strategically, ultimately maximizing the return on a $2.5 million program budget.
  • Led the launch of many features, including customer notifications, agent feedback, and live chat integrations, by coordinating teams across customer support, marketing, and technical groups, resulting in $1.85 million in OPEX savings and a 3.7x ROI.

Project History

Slack Connect

Defined and executed a multiyear roadmap for Slack Connect integration, establishing it as a key communication and revenue channel.

I launched the Slack Connect feature, starting with a quick MVP and iterating through incremental updates based on user data and feedback. By collaborating closely with internal stakeholders, I identified key opportunities for improvement and integration into core workflows. Within six months, adoption reached 64% of eligible clients, resulting in a 14% improvement in sales conversion.

Progress Tracker to Onboard New Users

Designed and implemented a progress tracker to improve transparency and streamline the hiring process for new Toptal clients, reducing friction and improving the overall experience.

I leveraged user research and data insights to design a personalized onboarding progress tracker tailored to different user personas. The goal was to enhance transparency and reduce friction for new clients during the hiring process. The tracker was customized to each client's profile, guiding them through the next steps and key actions. Collaborating with the UX team, I conducted usability studies and A/B tests to refine the solution. As a result, the feature improved speed-to-hire metrics by 1.6x.

AI Helpbot

Trained and launched an AI helpbot POC that leverages LLMs to respond to client inquiries on behalf of staff members.

I gathered input data and trained an LLM-based AI helpbot to respond to client inquiries, collaborating closely with engineering and data science teams to refine prompts and input parameters. I designed testing plans to evaluate the model's accuracy, precision, and recall and established retraining protocols. The internal POC supported over 1,500 interactions per month, with 32% adoption within the sales and talent operations teams.

Education

2012 - 2016

Bachelor's Degree in Business Administration

Ivey Business School - London, ON, Canada

Skills

Tools

Slack, Jira, Google Slides, BigQuery, Confluence, Zoom

Paradigms

Agile Product Management, Scrum, Kanban

Other

Google Sheets, Accounting, Finance, Data Analytics, UX Research, Product Roadmaps, Product Strategy, User Research, Stakeholder Management, Presentation Design, Product Ownership, Pitch Presentations, Desktop App Design, Product Launch, Competitive Analysis, A/B Testing, Organizational Leadership, Strategy, Case Studies, UX Design, Mobile UX, AI Product Management, Large Language Models (LLMs), Prompt Engineering, Business Law, Marketing, Artificial Intelligence Product Manager

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