Principal Product Manager, HTS API Marketplace

Drive Capital; Toronto; On-site; CAD 250,000 - 350,000; Full time

Benefits offered by this job

Competitive salary with equity package

100% coverage of group insurance premiums

Unlimited PTO

Access to telemedicine services

Work-from-home stipend

Job summary

Jaide Health is seeking a Principal Product Manager to lead the HTS API Marketplace development. This fully remote position demands at least 7 years of experience with B2B products and API design. The successful candidate will define product capabilities, oversee commercial models, and enhance the marketplace's developer experience. Benefits include competitive compensation, covering of insurance premiums, unlimited PTO, and pre-IPO equity packages.

Qualifications

• 7+ years of Product Management experience, with at least one 0-to-1 product built from concept to launch.
• Demonstrated experience building developer-facing or B2B marketplace products.
• Strong fluency with SQL and large-scale transactional datasets.

Responsibilities

• Define capabilities for the HTS API Marketplace.
• Coordinate with capability PMs on technical systems.
• Own the commercial model for the marketplace.

Skills

Product Management

API product design

B2B marketplace products

SQL

Written communication

Job description

Compensation

• The yearly total compensation for this position ranges from 250 000$ to 350 000$ CAD. Base salary will be determined by candidates' relevant qualifications, knowledge, skills and work experience. Total compensation will include a solid base salary and will also include equity (options / RSUs), sign-on bonus and other potential incentives.

Compensation will be determined by candidates' relevant qualifications, knowledge, skills and work experience. Total compensation will include a solid base salary and will also include equity (options / RSUs), sign-on bonus and other potential incentives.

About the Role

We are seeking an exceptional Principal Product Manager to build the HTS API Marketplace — the commercial and developer-facing layer through which enterprise partners access Hopper's lodging and cars capabilities.

This is a true 0-to-1 role. You will be the person who defines what it is: how capabilities are packaged and priced, how partners discover and integrate them, and how the marketplace evolves as a platform business. The underlying technical capabilities — connectivity orchestration, pricing and sort, content mapping, the extranet — are owned by dedicated capability teams. Your job is to work closely with those PMs to understand, package, and commercially expose those capabilities as coherent, enterprise-grade API products.

We expect this PM to move fast and build scrappily. You should be comfortable using AI tools and vibe coding to prototype workflows, mock APIs, and test partner experiences before handing off to engineering. The best candidate will reach for a prototype before a PRD.

You will partner with Engineering, Data Science, Commercial, Finance, and Supply — and coordinate tightly with other PMs across the organization — to bring the marketplace from concept to a revenue-generating platform.

This is a fully remote role.

What would your day-to-day look like:

• Define what the HTS API Marketplace is: how capabilities are structured, packaged, and priced across a portfolio spanning HTS Connect, Search Polygons, Autocomplete, Ranking, Content & Property Mapping, Room Mapping, Deduplication/Auction, Pricing, Extranet, Taxes, and Custom Deals Engine.
• Coordinate with capability PMs — who own the underlying technical systems — to understand each capability's roadmap, constraints, and customization surface, and translate that into externally-consumable API products.
• Own the commercial model for the marketplace: platform vs. variable fee decisions, take rate structure per capability, enterprise packaging, and the custom deals framework for large partners with differentiated customer segments.
• Build the developer and partner experience from scratch: API specifications, partner onboarding flows, documentation standards, sandbox environments, and integration tooling that minimizes time-to-first-value.
• Use AI tools and rapid prototyping to test ideas quickly — mock API responses, prototype partner portals, simulate pricing and ranking configurations — before committing engineering resources.
• Establish the go-to-market motion for the marketplace: work with Commercial to identify the right partners for each capability, sequence launches, and define what a successful commercial rollout looks like.
• Own the marketplace revenue P&L: model and track GBV, take rate, and per-capability unit economics in partnership with Finance.
• Set the sequencing and prioritization across all capabilities — from in-progress work (HTS Connect, Taxes) through scoping-stage products (Content & Property Mapping, Room Mapping, Deduplication/Auction, Pricing) to capabilities not yet started (Search Polygons, Autocomplete, Ranking, Extranet, Custom Deals Engine).

An ideal candidate has:

• 7+ years of Product Management experience, with at least one 0-to-1 product you built from concept to commercial launch.
• Demonstrated experience building developer-facing or B2B marketplace products, including ownership of API product design, developer experience, and commercial packaging for enterprise customers.
• AI-native working style: you use LLMs and vibe coding as first-line tools for prototyping, not as novelties. You have built working demos, mockups, or proof-of-concepts using AI before handing work to engineering.
• Strong understanding of marketplace economics: take rates, supply-side incentives, demand-side optimization, and the design of platform vs. variable commercial models.
• Ability to coordinate effectively across multiple product teams — you can synthesize roadmaps, surface dependencies, and drive cross-team alignment without owning the underlying engineering.
• Experience working with external enterprise partners: translating commercial needs into product requirements and managing partner expectations through multi-phase rollouts.
• Strong fluency with SQL and large-scale transactional or operational datasets.
• Exceptional written and verbal communication, including the ability to write crisp API and product documentation.

Bonus:

• Experience in travel commerce (lodging, cars, flights) or adjacent industries such as fintech, ads, or marketplace infrastructure.
• Background in connectivity, distribution, or supplier technology (GDS, channel managers, OTA APIs).
• Prior experience in Engineering, Data Science, or a technical role.
• Familiarity with auction or deduplication mechanics, dynamic pricing systems, or recommendation and ranking models.

Perks & benefits of working with us:

• Well-funded and proven startup with large ambitions, competitive salary and upsides of pre-IPO equity packages.
• Hopper covers 100% of the premiums for group insurance plan.
• Hopper offers life, short term and long term disability coverage.
• HSA that covers eligible medical and dental expenses.
• All employees and dependents have access to Dialogue’s telemedicine services, anytime, anywhere.
• All employees have access to an RRSP plan with automatic pre-tax withdrawals per pay.
• Please ask us about our very generous parental leave, much above industry standards!.
• Unlimited PTO.
• Carrot Cash travel stipend.
• Access to co-working space on demand through FlexDesk AND Work-from-home stipend.
• Entrepreneurial culture where pushing limits and taking risks is everyday business.
• Open communication with management and company leadership.
• Small, dynamic teams = massive impact.