Head of Product

Remote / US-based on EST Time Zone

About TROOP:

TROOP is the meeting planning & group travel logistics platform that helps you bring people together for successful in-person meetings. TROOP helps you manage the complexities of meeting planning, turning logistical challenges into meaningful connections and better outcomes for your team.

We're on a mission to change the way companies bring people together—and that starts with building a team that thrives on innovation, collaboration, and impact. At TROOP, we're transforming how teams meet—making in-person gatherings smarter, more efficient, and easier to plan. But we're not just revolutionizing meeting logistics. We're building a company where people love to work.

TROOP's Culture:

TROOP is a global, remote-first company with a distributed team and hubs across the US, Spain, and South Africa. While we work remotely, we place a strong emphasis on frequent in-person meetings to build trust, deepen collaboration, and strengthen personal connection. Our culture is grounded in shared values:

Ubuntu: "I am because we are" — reflecting our belief in collective success.

Create: Embracing innovation through bold ideas.

Impact: Succeeding together through meaningful results.

Connect: Harnessing the power of personal connection to bring people together.

About The Role:

We are hiring a seasoned Head of Product to lead our Product and Design organization as we progress on our journey to product-market fit and beyond. This role focuses on leading the Product and Design teams to drive adoption and usage, partnering cross-functionally to achieve product-market fit, and creating meaningful value for our customers.

Product Leadership:

• Lead the Product and Design teams to drive adoption and usage, focusing on achieving product-market fit through iteration, customer discovery, and continuous feedback
• Define and maintain a structured approach to product-market fit, including discovery methods and success metrics
• Coach Product Managers through hands-on discovery while maintaining high standards of execution and learning
• Shape the longer-term product strategy, including opportunities across PLG motions, content, and partnerships.
• Drive innovation by identifying new product opportunities and staying ahead of emerging technologies, including AI-driven solutions
  
  

Team Leadership:

• Lead, mentor, and inspire a team of product managers and product designers, fostering a culture of collaboration, innovation, and continuous improvement
• Provide guidance and support to enable the team to effectively execute on product initiatives and meet strategic goals
• Foster a customer-centric mindset within the product and design team, ensuring that customer needs and feedback are at the forefront of decision-making
  
  

Product Development:

• Oversee the end-to-end product development lifecycle, from concept ideation to launch and post-launch optimization
• Work closely with engineering, design, and other cross-functional teams to deliver high-quality products on time and within budget
• Champion methodologies and iterative development processes to accelerate innovation and improve time-to-market
  
  

Stakeholder Collaboration:

• Collaborate closely with executive leadership, marketing, sales, and customer success teams to ensure alignment and drive product success
• Act as a key liaison between product management and other functional areas, effectively communicating priorities, milestones, and trade-offs
• Collaborate with marketing, sales, and customer success teams to ensure effective product positioning, messaging, and launch execution
  
  

Performance Measurement:

• Define key performance indicators (KPIs) and metrics to track the success and impact of product initiatives
• Regularly assess and report on product performance, identifying opportunities for optimization and improvement
  
  

Requirements

• 8+ years of Product Management experience in fast-paced startup or scale-up environments, with experience building B2B SaaS products
• Proven track record in product-market fit stage as well as scaling and growth across multiple market segments or product lines
• 5+ years of proven experience leading product and/or other technical teams
• Deep experience leading across all aspects of the product development lifecycle from discovery to launch and post-launch
• Strong analytical and strategic thinking skills, with the ability to translate complex concepts into actionable plans
• Excellent communication and leadership skills, with the ability to influence stakeholders and drive collaboration across cross-functional teams
• Entrepreneurial mindset with a passion for innovation and driving results in a fast-paced SaaS startup environment
• Willingness to travel locally and internationally for strategic in-person meetings
• Bachelor's degree in a related field
• Experience within business travel/events/meetings is highly preferred
  
  

Benefits

💻 Remote-first within our hubs: TROOP operates remotely with frequent in-person engagements, focusing on scaling within our legal entities in the US, Spain, and South Africa.

🚀Join the Pioneering Team: As part of the initial team at TROOP, you'll be at the forefront of an extraordinary adventure. Picture yourself shaping the future of a fast-growing technology company where your ideas and contributions truly make a difference.

🎨 Discover an Incredible, Supportive Team and Diverse Culture: Prepare to be amazed by the exceptional individuals who form TROOP's team. Collaborate with brilliant, multicultural minds, where diverse backgrounds unite for unparalleled collaboration.

📈 Supported by Top Investors: TROOP's remarkable journey is backed by prestigious investors, such as the Madrona Group. Join forces with a company that has garnered the trust and support of the best in the industry. Read more about TROOP's Executive Chairman Steve Singh (Co-founder of Concur).

⏰ Paid Time Off: We provide 23 days per year.

🪂 Healthcare, Dental, Vision and Life Insurance administered via DEEL.

💚 Mental Health Budget: Yearly budget assistance for mental health support for all our employees.

☀️Unforgettable Adventures: At TROOP, we cherish the bonds we create and the time we spend together. Each year, we embark on an incredible offsite to a surprise location, courtesy of TROOP. You'll have the opportunity to explore new cultures, create lasting memories, and bond with your colleagues in a unique and exciting way.