Full-Time

Lead Product Manager

Oyster

Oyster

501-1,000 employees

Automates compliant global hiring and payroll

No salary listed

Remote in Canada + 2 more

More locations: Remote in UK | Remote in Spain

Remote

Must work within UTC+3 to UTC−5 and be authorized to work where you live.

Category
Product (1)
Required Skills
Product Management
Data Analysis

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Requirements
  • At least 5 years of experience in Product Management, with a strong track record of owning complex product areas end-to-end and driving measurable business and customer outcomes.
  • At least 3 years of experience in HR technology, hiring, onboarding, benefits, payroll, compliance, or business-to-business software as a service, with a solid understanding of regulated or operationally complex domains.
  • Strong product discovery and problem-framing skills, with the ability to deeply understand customer pain points, validate assumptions, and translate insights into impactful product solutions.
  • Demonstrable capability for original thinking, including examples of understanding and solving a problem from first principles.
  • Ability to actively work with artificial intelligence prototyping tools and use them to gain valuable feedback from users.
  • Hands-on experience building or iterating on artificial-intelligence-powered and automation-driven features, including defining use cases, evaluating trade-offs, and measuring real-world impact.
  • Ability to use qualitative and quantitative insights to inform prioritization, measure success, and continuously improve outcomes.
  • Experience working in multinational, cross-functional environments with Engineering, Design, Legal, Compliance, Operations, and Go-To-Market teams.
  • Ability to operate in ambiguity with a proactive, ownership-driven mindset and bring clarity and structure to complex or evolving problem spaces.
  • Strong standards for quality, ethics, and transparency, particularly when building products that impact people, employment, and compliance.
  • Proven experience in scale-up or high-growth environments, balancing speed, quality, and long-term sustainability.
  • A reliable home internet connection, or the ability to obtain one.
  • Fluent English language skills.
Responsibilities
  • Own the product vision and strategy for either the Hire & Onboard or Benefits domain, aligned with company goals and customer outcomes.
  • Lead discovery and prioritization across hiring and onboarding problems, balancing new features, regulatory needs, technical debt, and operational improvements.
  • Translate strategy into execution by defining clear roadmaps, outcomes, and success metrics.
  • Partner closely with Engineering and Design to deliver high-quality, scalable solutions with strong user experience.
  • Collaborate with Operations, Legal and Compliance, and Go-To-Market stakeholders to ensure feasibility and alignment.
  • Represent the Hire & Onboard or Benefits domain in senior stakeholder forums, communicating trade-offs, progress, risks, and impact.
  • Identify and evaluate opportunities to leverage artificial intelligence and automation to improve hiring and onboarding outcomes, efficiency, and decision-making.
  • Use quantitative and qualitative data and insights to inform decisions, measure impact, and continuously improve outcomes.
  • Ensure regulatory and compliance requirements are embedded into product development without compromising usability or speed.
  • Continuously improve product processes and contribute to best practices across the wider Product organization.

OysterHR is a global employment platform that helps businesses hire international talent without creating local entities. It automates global hiring by generating compliant employment agreements, activating payroll and benefits, and calculating employment costs instantly, powered by local legal and market intelligence. This enables rapid cross-border hiring and market expansion while ensuring compliance and cost savings. OysterHR differentiates itself by offering an integrated, tech-enabled solution that reduces reliance on external consultants and speeds up onboarding to a matter of days, with claims of leadership in the space and strong customer satisfaction. The company’s goal is to help businesses hire overseas efficiently and compliantly, unlocking access to global talent at lower total costs.

Company Size

501-1,000

Company Stage

Late Stage VC

Total Funding

$288.2M

Headquarters

San Francisco, California

Founded

2020

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Simplify Jobs

Simplify's Take

What believers are saying

  • Workable integration on August 20, 2026 embeds Oyster directly into hiring workflows.
  • Hadi Moussa's January 13, 2026 CEO appointment resets execution for the next growth phase.
  • June 2026 product updates added AI support, Factorial integration, and equity tools.

What critics are saying

  • Rippling bundles HR, IT, and finance, pressuring Oyster's standalone EOR pricing power in 2026.
  • Oyster's 2025 headcount fell from 1,848 to 1,825, signaling efficiency pressure.
  • If 2026 growth stalls, Deel and Remote can commoditize global hiring before Oyster profits.

What makes Oyster unique

  • Oyster's B Corp status and 180+ country EOR reach differentiate it from generic HR suites.
  • June 2026 Philippines direct entity launch deepens local coverage beyond pure software workflows.
  • Vistra partnership on April 20, 2026 adds entity formation, tax, and payroll services.

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Benefits

Work from anywhere

Paid time off

Mental health support

Wellbeing allowance

Flexible parental leave

WFH stipend

Growth & Insights and Company News

Headcount

6 month growth

1%

1 year growth

0%

2 year growth

0%
MarTech360
Sep 2nd, 2026
Jennifer Fields joins Oyster as Director of Demand Generation & Growth Marketing.

Jennifer Fields joins Oyster as Director of Demand Generation & Growth Marketing. Jennifer Fields has joined Oyster as Director of Demand Generation & Growth Marketing, taking on a marketing leadership role focused on demand generation and growth. Fields announced the move on LinkedIn, sharing that she had joined Oyster and thanking Claudia Hoeffner for the opportunity. Her new role brings together two closely connected areas of B2B marketing: generating demand and building growth programs. Fields brings more than 12 years of experience in B2B SaaS revenue marketing, with a background in building demand generation programs and connecting marketing activity to pipeline outcomes. Her experience includes work across account-based marketing, executive programs and revenue-focused marketing operations. Her appointment comes as demand generation continues to evolve beyond traditional lead-generation models. B2B buying groups are becoming larger and more complex, requiring marketing teams to engage multiple stakeholders across longer purchasing journeys. As a result, marketers are increasingly looking at intent signals, account-level engagement and closer alignment with sales when planning demand programs. AI is also becoming part of this shift. Marketing teams are experimenting with AI-driven content, automation and data analysis while reassessing how demand programs are measured and managed. Fields has previously focused on these areas, including the use of AI in marketing operations and strategies designed around complex B2B buying groups. At Oyster, Fields will work across demand generation and growth marketing as the company continues operating in the global employment and HR technology market. The role places emphasis on building demand while connecting marketing activities with broader business objectives. For Fields, the appointment marks a new chapter in her B2B SaaS marketing career. For the wider marketing industry, the move reflects how demand generation leadership is increasingly tied to revenue, data, sales alignment and emerging AI-driven workflows.

TechRseries
Aug 5th, 2026
Talentuch strengthens international recruitment through Employer of Record partnerships.

Talentuch strengthens international recruitment through Employer of Record partnerships. Talentuch announces Employer of Record partnerships that help companies recruit internationally and hire compliantly across global markets. Talentuch, an international ERP and IT recruitment agency, is strengthening its international recruitment capabilities through partnerships with leading Employer of Record (EOR) providers. These partnerships help companies recruit talent globally while providing access to compliant employment solutions for hiring in countries where they do not have a legal entity. Organizations need a compliant way to employ staff in countries where they don't have a legal presence. With trusted EOR providers, we help clients move from recruitment to employment with confidence." - Violetta Stemasova, CEO of Talentuch As organizations continue expanding internationally, hiring talent across multiple countries has become increasingly common. While finding qualified professionals is one part of the process, employing them compliantly often requires local payroll, HR administration, tax compliance, and employment support. Talentuch works with trusted Employer of Record providers to help clients address these requirements after a successful recruitment process. By introducing organizations to experienced EOR partners, the company helps simplify international hiring without requiring clients to establish local legal entities before making their first hire. "International hiring doesn't end when the right candidate accepts an offer," said Violetta Stemasova, CEO of Talentuch. "Many organizations also need a compliant way to employ and support people in countries where they don't yet have a legal presence. By collaborating with trusted Employer of Record providers, we help clients move from recruitment to employment with greater confidence." Talentuch currently collaborates with Employer of Record providers including Engage Anywhere, Deel, and Oyster. These partnerships support organizations hiring professionals across North America, Europe, Latin America, the Middle East, Asia, and other international markets. The company's recruitment teams specialize in Microsoft Dynamics, SAP, software engineering, DevOps, cloud technologies, cybersecurity, executive search, and other technical and business roles. Employer of Record partnerships complement these recruitment services by supporting organizations expanding internationally, hiring remote employees, or building distributed global teams. Employer of Record services are particularly valuable for companies entering new markets, testing international expansion, or hiring a small number of employees before establishing a local legal entity. By combining international recruitment with access to trusted EOR providers, Talentuch helps organizations reduce the complexity of cross-border hiring while maintaining compliance with local employment requirements. [To share your insights with us, please write to [email protected]]

Jobs2Rely
Jun 19th, 2026
Senior tech leaders: strategically negotiate global remote roles in 2026.

Senior tech leaders: strategically negotiate global remote roles in 2026. Your next job offer will include a "work from anywhere" clause. This is now standard for senior tech roles. Treating it as a simple perk is a strategic failure. That mistake will cost you financially and operationally. Your location is no longer a point of acceptance. It is your primary negotiation lever. Winning companies have structured for this reality. Your task is to reverse-engineer their readiness and price your global access accordingly. "Work from anywhere" Is a corporate litmus test. The shift: A company offering a global role signals one of two things. Either it has invested in the legal and operational infrastructure to manage distributed leaders. Or it is winging it, which becomes your problem to solve. Here's why: The 2026 Lighthouse Tech Award for Oyster highlights a mature market for global HR platforms. When a company uses such a solution, your onboarding and payroll are systematised. When they don't, you inherit the risk of legal grey zones. Your first question must shift from "Can I live in Lisbon?" to "Show me your international employment framework." An employer's remote policy reveals their operational maturity, which directly impacts your effectiveness and liability. Your geography is a tiered asset, not a binary choice. The trap: Negotiating as if "remote" is one flat benefit leaves massive value on the table. Companies now categorise locations into compensation tiers. Your chosen base is a core component of your total compensation equation. In practice: A Director in Barcelona may command a different salary than an identical role in Singapore. Leading firms have refined these models. Your strategic move is to research their tiers. Propose a location that aligns with your financial targets and their existing hubs. This is a collaborative discussion. Demanding New York salary for a Bali base is a non-starter. Target companies with transparent geo-tiering and negotiate your placement within their structure, not against it. Negotiate the "how," Not just the "where" Your move: The final negotiation is not for permission, but for resources. Your value multiplies by your ability to execute globally. The deal must fund that capability. Here's what that looks like: Secure line items for mandatory quarterly team onsites in a key hub. Get a budget for collaboration tech beyond standard licences. Formalise core overlap hours with your key reports in the offer. The 2026 Mediabistro RTO report proves friction arises from poor coordination, not distance. Your contract must pre-emptively solve for this. Secure explicit terms and budgets for the tools and travel required to lead effectively across time zones. What to do this week. * Audit three target companies: Scrape their careers page and employee reviews. Look for specifics on their distributed team structure and mention of HR platforms like Oyster. * Map your location to their hubs: Identify which of their existing offices your preferred location would logically support. Use this to frame your geo-tier proposal. * Draft a "Leadership Infrastructure" ask list: Create a separate document detailing required budgets for travel, collaborative tech, and team gathering rhythms. * Pressure-test the meeting cadence: Before accepting, get a temporary invite to the calendars of your future direct reports. Visually assess timezone overlap and meeting hygiene. * Consult a cross-border tax specialist: Engage a 30-minute consultation. Understand the personal tax implications of your top two location choices. The power in 2026 lies not in being unreachable, but in being strategically located. Your next contract should read less like an employment agreement. It should read more like a governance document for a new international subsidiary - one that you lead. Ready to put this into practice? Jobs2Rely runs your job search 24/7 - discovering matching roles, scoring them against your profile, creating authentic job-specific resumes, and drafting hiring manager outreach. Free to start.

Global Payroll Alliance
Apr 21st, 2026
[Global] Vistra announces EOR partnership with Oyster.

[Global] Vistra announces EOR partnership with Oyster. 21 Apr 2026 The global corporate and workforce solutions provider Vistra has announced a strategic Employer of Record (EOR) partnership with Oyster, the B Corp-certified global employment platform. The partnership grants Oyster customers direct access to Vistra's suite of global services, including global payroll, international tax, HR advisory, and entity formation and governance. It will enable companies to start with flexible EOR hiring and evolve into fully established local entities with expert support as they grow. Vistra clients can now reportedly leverage Oyster's intuitive, human-centric EOR platform to hire, pay, and care for employees compliantly across more than 180 countries, without the cost and complexity of setting up local entities. According to Vistra, together the two companies will provide a unified, end-to-end solution that supports businesses at every stage of international expansion. "Our clients don't want to choose between moving fast and getting the deep expertise they need to grow compliantly," Curtis Holmes - EVP of Global Payroll at Vistra - said. "With Oyster, they no longer have to. Together, we bring the technology to hire across global markets and the expertise to manage what comes next, from payroll and tax to full entity management. It's a complete solution for every stage of international growth, built around what clients actually need." "Partnerships only work when both sides are solving the same thing," Hadi Moussa - CEO of Oyster - said. "With Vistra, we found a shared commitment to doing global employment properly, with the expertise, technology, and accountability that clients actually need. By combining Oyster's platform and local expertise with Vistra's depth in governance and global infrastructure, we are raising the bar for what businesses should expect from their international workforce partner." (Quotes via original reporting)

Siliconindia
Mar 28th, 2026
Oyster raises $150M Series C at $1B+ valuation to power distributed hiring in 180+ countries

Oyster, a global employment platform, has raised $150 million in Series C funding at a valuation exceeding $1 billion. Georgian led the round, joined by Salesforce Ventures, LinkedIn, Base10 Partners Advancement Initiative and others, including existing investors Stripes and Emergence Capital. The funding makes Oyster a unicorn less than two years after launch and one of the few B Corporations to reach this milestone. In 2021, the company grew revenue by over 20-fold and the number of team members on its platform by 17 times. The platform now pays more than $200 million annually to global talent across over 180 countries, with 25 per cent of that talent in emerging economies. Oyster has raised $227 million total and will use the funding to develop its platform and invest in the People Ops community.