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.