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Digital/Scaled CS Manager – (Automation & AI)

At Toma (YC2024), we’re building something unorthodox—a fully AI-driven platform reshaping how 18,000 car dealerships operate nationwide.

Our small team (from ex-Scale AI/Uber founders who’ve never owned cars, to a pro Valorant player, robotics champion, motocross racer, and more) spent months living and breathing dealerships to learn the ropes.

We’ve built an in-house voice AI and agentic workflow orchestration platform, landed 60 customers purely through word-of-mouth (already hitting $700k ARR), and raised $17M from top investors such as a16z on our way to create the world’s first “ghost dealerships.”


Role Overview: As a Digital Customer Success Manager at Toma, you will be at the forefront of scaling our customer success efforts through technology and automation. You will be responsible for designing, implementing, and optimizing digital engagement strategies to drive product adoption, customer retention, and overall satisfaction across both large and small automotive dealerships. Acting as a "virtual CSM" at scale, you'll leverage automation and data to drive customer outcomes without constant human intervention. This role requires a blend of technical skills, analytical thinking, and a passion for delivering value quickly and often.

Key Responsibilities:

  • Customer Journey Ownership: Own the digital customer journey, ensuring a seamless and valuable experience from onboarding to ongoing engagement.

  • Develop and Execute Digital CS Programs: Design and implement scalable one-to-many customer success programs leveraging automation tools (e.g., HubSpot, Intercom, Gainsight PX).

  • Content Creation: Work alongside marketing to craft engaging and effective self-serve resources, including on-demand training materials, FAQs, webinars, and knowledge base articles, to guide customers through the product and maximize value.

  • AI and Automation Implementation: Use AI-driven insights (e.g., health scores, personalized recommendations) to personalize touchpoints and efficiently scale interactions.

  • Data Analysis and Segmentation: Analyze customer usage patterns and segment customers to create personalized digital journeys.

  • Collaboration with Pooled CSMs: Collaborate closely with pooled CSMs to ensure a consistent and high-quality customer experience. The Digital CSM will focus on building scalable digital programs, while the pooled CSMs will handle more personalized interactions and address specific customer needs.

  • Performance Monitoring & KPI Establishment: Establish, benchmark, and monitor key performance indicators (KPIs) to measure the effectiveness of digital CS programs and identify areas for improvement.

  • Collaboration: Work closely with Enterprise CSMs, Head of Customer Operations, and other teams (e.g., Sales, Product, Marketing) to ensure a cohesive and high-impact customer experience.

Skills & Qualifications:

  • 3+ years of experience in SaaS Digital Customer Success.

  • Proficiency with Customer Success automation tools (e.g., HubSpot, Intercom, Gainsight PX) and CRM systems (e.g., Salesforce).

  • Hands-on experience designing automated customer journeys (playbooks, usage triggers, etc.) at scale.

  • Proven talent for creating compelling self-serve resources that impact efficiency

  • Experience with AI-driven personalization and automation techniques.

  • Experience analyzing data, creating segmentation strategies, and building low-touch/high-impact engagements.

  • Experience working with both large and small business customers.

  • Understanding of the automotive dealership industry is a plus.

Key Performance Indicators (KPIs):

  • Net Revenue Retention (NRR)

  • Gross Revenue Retention (GRR)

  • Product Adoption Rate

  • Net Promoter Score (NPS)

  • Reduction in Support Tickets

  • Engagement with Digital Resources (e.g., playbook downloads, tutorial views, community participation)

Reporting Structure: This position reports to the Head of Customer Operations.

Growth Opportunity: At Toma, you won’t just fill a position—you’ll shape the future of automotive AI. As we expand, we invest in your growth through mentorship, skill-building, and opportunities to lead impactful initiatives. In this role, you can deepen your expertise in Customer Success, explore cross-functional projects, and even pave the way for leadership roles as we scale. If you’re passionate about innovation and driving meaningful change, your potential for growth here is boundless.

Average salary estimate

$80000 / YEARLY (est.)
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$70000K
$90000K

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What You Should Know About Digital/Scaled CS Manager – (Automation & AI), Toma

Join us at Toma (YC2024) as a Digital/Scaled Customer Success Manager specializing in Automation & AI! We're revolutionizing the automotive industry with our AI-driven platform that enhances the way 18,000 car dealerships operate across the nation. Our team is a diverse mix of passionate individuals—from ex-Scale AI/Uber founders to a competitive Valorant player—and we're on a mission to create the world's first 'ghost dealerships.' In this engaging role, you'll have the chance to design, implement, and fine-tune digital engagement strategies that enhance customer satisfaction and drive product adoption in both large and small dealerships. As a Digital CSM, you will leverage cutting-edge automation tools to provide personalized experiences and insightful data-driven interactions that don’t require constant human oversight. You will lead the development of self-serve resources and collaborate closely with pooled CSMs, ensuring a consistent and high-quality experience for our customers. Whether it’s using AI-generated insights to tailor customer journeys or analyzing data to improve our services, every day presents a new exciting challenge. At Toma, not only can you impact the company’s success, but you’ll also experience endless growth opportunities. Ready to reshape the automotive landscape? Come and shape the future with us!

Frequently Asked Questions (FAQs) for Digital/Scaled CS Manager – (Automation & AI) Role at Toma
What responsibilities does the Digital/Scaled Customer Success Manager have at Toma?

The Digital/Scaled Customer Success Manager at Toma is key to enhancing customer experiences through automation and digital engagement. Responsibilities include owning the digital customer journey, designing scalable programs using tools like HubSpot and Intercom, and creating self-serve resources to guide customers. Additionally, the role involves implementing AI insights to personalize interactions, analyzing customer data for segmentation, and collaborating with other teams to ensure a cohesive experience.

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What qualifications are required for the Digital/Scaled Customer Success Manager position at Toma?

To be considered for the Digital/Scaled Customer Success Manager role at Toma, candidates should have a minimum of 3 years of experience in SaaS Digital Customer Success. Proficiency with automation tools such as Gainsight PX and CRM systems like Salesforce is essential. Candidates should also demonstrate expertise in designing automated customer journeys and creating compelling resources, as well as experience with data analysis and a basic understanding of the automotive dealership industry.

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How does Toma measure the success of the Digital Customer Success programs?

At Toma, the success of Digital Customer Success programs is measured using key performance indicators (KPIs) such as Net Revenue Retention (NRR), Gross Revenue Retention (GRR), product adoption rate, and Net Promoter Score (NPS). The role includes establishing, monitoring, and benchmarking these KPIs to continuously improve the effectiveness of customer interaction strategies and ensure customer needs are met.

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What tools does the Digital/Scaled Customer Success Manager use at Toma?

The Digital/Scaled Customer Success Manager at Toma utilizes various automation and CRM tools to enhance customer engagement. Tools like HubSpot, Intercom, and Gainsight PX are leveraged to design effective customer success programs. The role also involves using data analytics tools to assess customer behavior and optimize the customer journey, ensuring personalized and impactful interactions.

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What unique opportunities does Toma offer for career growth in the Digital Customer Success role?

Toma provides ample opportunities for career growth for the Digital/Scaled Customer Success Manager role. Employees can deepen their expertise in Customer Success while exploring cross-functional projects. The company emphasizes mentorship and skill-building initiatives, paving the way for leadership roles, especially as Toma expands its revolutionary AI-driven platform.

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Common Interview Questions for Digital/Scaled CS Manager – (Automation & AI)
Can you describe your experience with customer success automation tools?

When answering this question, emphasize your proficiency with tools like HubSpot or Gainsight PX along with real-world examples of how you've used them to drive customer engagement or retention. Discuss specific projects where you implemented automation and the outcomes achieved, such as increased product adoption rates.

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How do you approach creating self-serve resources for customers?

Highlight your strategy for developing engaging resources that address customer pain points. You can discuss collaboration with marketing teams, data gathering from customer feedback, and ensuring content is accessible and user-friendly. Share examples of successful resources you've created, like webinars or FAQs.

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What metrics do you consider important for measuring customer success?

Identify and explain key metrics such as NRR, GRR, and NPS. Discuss why these metrics are critical for evaluating program effectiveness, and share any experience you have with establishing benchmarks or analyzing data related to these KPIs.

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How have you used AI-driven insights in your previous roles?

Discuss specific instances where you've employed AI insights to personalize customer engagement. Mention the technologies or methodologies used to implement these insights and the positive outcomes they generated, such as improved customer satisfaction or reduced churn.

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Describe a time when you had to analyze customer data to inform business decisions.

Provide a detailed example that outlines your approach to data analysis, the tools used, and how your findings influenced customer success strategies. Be sure to mention how your insights directly led to positive changes or improvements in customer engagement.

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What strategies would you employ to enhance product adoption in a digital format?

Discuss approaches like creating engaging onboarding experiences, leveraging automation for follow-up communications, and personalizing customer interactions based on their usage patterns. Share any experiences you've had where these strategies proved successful.

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How would you handle a challenging customer engagement scenario?

Frame your answer around a specific past experience where you turned a challenging customer interaction into a positive outcome. Focus on your problem-solving skills, communication methods, and how you maintained professionalism under pressure.

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What is your experience with customer segmentation?

Share your understanding of customer segmentation and its importance in Customer Success. Provide examples of how you've used data to create segments, tailor engagement strategies, and the resulting impact on customer satisfaction and retention.

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How would you prioritize tasks in a fast-paced environment like Toma?

Explain your methods for prioritizing tasks, such as using frameworks like the Eisenhower Matrix or focusing on high-impact initiatives first. Discuss how you balance immediate needs with long-term strategic goals, drawing from past experiences.

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Why are you interested in the Digital/Scaled Customer Success Manager role at Toma?

Express your enthusiasm for Toma's innovative approach to customer success in the automotive industry. Share how your background aligns with the company’s mission and how you can contribute uniquely to its growth, emphasizing the aspects of the role that excite you the most.

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DATE POSTED
April 3, 2025

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