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Director of Growth

About Checkmate 🛍 📲

Checkmate is a mobile shopping app and extension loved by millions of shoppers. Founded in May 2022, we have quickly become the fastest-growing shopping platform in the US, with 1 million registered users in first year in market + #1 app in the app store shopping season each year + Series A lead by Google Ventures. We are trusted to save consumers favourite items from across the web, discover products they truly want, and find deals from their favourite brands. Checkmate is so much more than just a shopping app; we are building the future of consumer identity and adtech.

Backed by industry-leading investors such as GV, Pinterest's ex-President, Paris Hilton, The Chainsmokers, Fuel Capital, F7 Ventures, Blackbird Ventures, Susa Ventures, Wischoff Ventures, and more, Checkmate is poised to continue to disrupt the online shopping industry.

About the Role

As Director of Growth, you’ll own the strategy and execution of Checkmate’s user growth initiatives, blending a strong analytical mindset with product-driven insights. Your role is integral to scaling Checkmate’s impact, leveraging data to inform growth strategies, optimizing product experiences, and driving acquisition and retention in alignment with our ambitious goals.

This is a hands-on, high-impact position where you’ll have the autonomy to define and execute growth strategies while working cross-functionally to accelerate Checkmate’s expansion to multi-millions of users.

Responsibilities 🌟

Growth Strategy and Execution

  • Develop and execute a comprehensive growth strategy to 5–10x daily user growth numbers, focusing on acquiring high-quality users.
  • Drive installs and engagement through content-driven campaigns, especially short-form video platforms like TikTok and Instagram.

Product and Analytics-Driven Growth

  • Partner with product teams to optimize user flows and retention strategies, ensuring seamless experiences that boost lifetime value.
  • Implement and oversee robust analytics frameworks (e.g., attribution tools) to track campaign performance, identify trends, and guide decision-making.
  • Leverage A/B testing and experimentation to identify high-impact growth levers.

Channel Optimization and Expansion

  • Scale existing growth pillars—performance marketing, organic content, and lifecycle marketing (email, push, SMS)—to the next level.
  • Identify and execute on emerging growth channels and opportunities for 10x returns.

Brand Positioning and Cohesion

  • Define and enhance Checkmate’s brand through storytelling and messaging that resonates with Gen Z.
  • Unify marketing efforts across all channels to create a cohesive and compelling brand “vibe.”

Collaboration and Leadership

  • Work closely with product, tech, and sales teams to align growth initiatives with overall business objectives.
  • Provide thought leadership in the growth marketing space, staying ahead of industry trends and emerging technologies.
  • Experience: At least 5 years in growth-focused roles (acquisition, lifecycle, or product growth) with a strong track record of driving results in fast-paced environments.
  • Analytical Skills: Deep expertise in analytics, including setting up and interpreting attribution frameworks and optimizing data-driven campaigns.
  • Product Collaboration: Experience working with product teams to enhance user experiences and unlock growth opportunities.
  • Content Mastery: Proficiency in scaling growth through short-form video content and influencer marketing.
  • Strategic Vision: Proven ability to think big and execute incrementally, finding creative solutions to scale.
  • E-commerce/DTC Background: Experience in technology, high-growth startups, or direct-to-consumer brands is a major plus.
  • Scrappy and Hands-On: Thrives in startup environments, where rolling up your sleeves and getting things done is key to success.
  • Competitive salary
  • Healthcare
  • Gym membership
  • 4 weeks PTO and health days
  • Yearly company retreats 🏝
  • Additional benefits
  • US remote - Los Angeles or New York City preferred


We are committed to inclusion across race, culture, ethnicity, gender, sex, sexuality, religion, and ability. At any stage you may highlight ways in which we can tailor the interview process to meet your needs. If you are passionate about reshaping the future of e-commerce and have a track record of building awesome products we invite you to join us on our exciting journey at Checkmate.

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What You Should Know About Director of Growth, Checkmate

Join Checkmate as the Director of Growth and play a pivotal role in redefining the future of mobile shopping! At Checkmate, we’re not just another shopping app; we’re the fastest-growing shopping platform in the US, with a mission to empower consumers to discover products they truly love and snag amazing deals from their favorite brands. This position offers an exciting opportunity to strategize and execute initiatives that will boost our user growth, thanks to our impressive backing by industry giants like Google Ventures and various influential investors. As the Director of Growth, you'll use your analytical mindset to drive our expansion efforts, focusing on user acquisition and retention in a fast-paced environment. You’ll work closely with product teams to optimize user experiences, leverage robust analytics for data-driven decisions, and create captivating content that resonates with Gen Z audiences. With the autonomy to implement your growth strategies, you’ll harness channels like TikTok and Instagram to engage our user base like never before. Plus, the culture at Checkmate encourages collaboration, allowing you to align your efforts with our innovative tech and sales teams. If you're scrappy, hands-on and have a track record of driving results in dynamic settings, we want you on our team. Together, let’s continue to disrupt the e-commerce space and deliver extraordinary shopping experiences to millions.

Frequently Asked Questions (FAQs) for Director of Growth Role at Checkmate
What does the role of Director of Growth at Checkmate entail?

As the Director of Growth at Checkmate, you will be responsible for crafting and executing growth strategies that significantly increase our user base. This role combines deep analytical expertise with product-driven insights to inform innovative strategies for user acquisition and retention across various channels.

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What skills are required for the Director of Growth position at Checkmate?

Candidates for the Director of Growth role at Checkmate should possess strong analytical skills, proficiency in working with product teams, experience in digital marketing channels, and a record of driving growth in fast-paced environments. A background in e-commerce or direct-to-consumer brands is especially advantageous.

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How important is experience in content marketing for the Director of Growth at Checkmate?

Experience in content marketing, especially through short-form video platforms like TikTok and Instagram, is crucial for the Director of Growth role at Checkmate. This will help you drive user engagement and installs effectively, resonating particularly well with Gen Z customers.

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What are the growth responsibilities of the Director of Growth at Checkmate?

The Director of Growth at Checkmate is tasked with developing and implementing comprehensive growth strategies to achieve significant user acquisition and retention goals. You'll oversee performance marketing, optimize user flows, and explore new growth channels to enhance our growth trajectory.

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What kind of company culture can I expect at Checkmate?

Checkmate nurtures a collaborative and inclusive culture that values diversity across race, culture, ethnicity, gender, and more. We support a startup mindset where hands-on contributions are key to success, fostering a dynamic environment ready to tackle challenges together.

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Is remote work an option for the Director of Growth position at Checkmate?

Yes, the Director of Growth position at Checkmate offers a remote work option, with preference given to candidates located in Los Angeles or New York City. This flexibility allows you to integrate work into your lifestyle while fully engaging in our innovative projects.

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What sort of professional growth opportunities are available at Checkmate?

At Checkmate, we are committed to the professional development of our employees. As the Director of Growth, you'll have access to mentorship, training, and workshops to cultivate your skills, align with industry trends, and advance your career within the rapidly evolving e-commerce landscape.

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Common Interview Questions for Director of Growth
How would you approach setting growth targets for Checkmate?

When setting growth targets for Checkmate, I would first analyze historical user data to understand trends. Then, I would collaborate with cross-functional teams to set realistic yet ambitious targets aligned with business goals, ensuring we account for market trends and emerging opportunities.

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Can you describe a successful growth campaign you led?

One successful growth campaign I led involved leveraging social media influencers to drive user engagement. By focusing on authentic storytelling and tailored messaging, we saw a 150% increase in installations within a month, underscoring the power of personalized content in reaching target audiences.

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What tools do you recommend for tracking growth metrics?

I recommend utilizing tools like Google Analytics and Mixpanel for tracking and interpreting growth metrics. Additionally, setting up attribution models with platforms such as Adjust or Branch can provide in-depth insights into user behaviors and campaign effectiveness.

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How do you prioritize growth channels for maximum impact?

To prioritize growth channels, I conduct a thorough analysis of each channel's potential return on investment (ROI) based on previous performance data. I consider scalability, audience alignment, and cost-effectiveness to ensure we focus our efforts effectively on channels like performance marketing and organic growth.

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Describe your experience with A/B testing in a growth context.

In a previous role, I led several A/B testing initiatives aimed at optimizing user experiences, such as landing pages and onboarding processes. By analyzing user interactions, we identified the best-performing variations, leading to a 20% boost in conversion rates and significantly enhancing our growth strategy.

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How do you keep up with industry trends in growth marketing?

I regularly follow industry publications, attend webinars, and participate in professional networks. Engaging with other marketing experts on platforms like LinkedIn and analyzing case studies also helps me stay ahead of emerging trends and identify new opportunities for growth.

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What role does collaboration play in your growth strategies?

Collaboration is essential in my growth strategies because it enables cross-pollination of ideas among product, tech, and marketing teams. By fostering communication and shared goals, we can leverage diverse perspectives to create strategies that are both innovative and aligned with overall business objectives.

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How have you succeeded in scaling user retention in the past?

I’ve succeeded in scaling user retention by implementing personalized email marketing campaigns and enhancing app experience based on user feedback. By engaging users with relevant content and timely notifications, we significantly enhanced retention rates and loyalty.

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Explain a situation where you had to pivot your growth strategy.

There was a time when we faced unforeseen market changes that impacted our user acquisition strategy. I quickly pivoted by reallocating resources to focus on organic content creation and community engagement, which ultimately allowed us to adapt and maintain user growth despite challenges.

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What are key performance indicators (KPIs) you focus on for growth?

Key performance indicators (KPIs) I focus on for growth include daily active users (DAU), conversion rates, customer's lifetime value (CLV), and user retention rates. These metrics provide a comprehensive picture of our growth success and areas for improvement.

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people, places & tech we develop and invest in the sharing economy to build amazing places which create unforgettable memories for residents and short term visitors. we bring back to life amazing historic properties, and enable them for comfor...

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DATE POSTED
November 27, 2024

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