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Director, Strategic customer success

📐 About this role

As our Director, Strategic Customer Success, you’ll be responsible for leading a high-performing customer success team that works with CIOs and Business Leaders at Fortune 500/Global 2000 companies. You’ll lead a team of 6-8 Strategic CSMs focused on adoption, retention, expansion, and ROI measurement. You’ll be expected to deliver on revenue targets, be active in the field with your team, improve existing processes, and help Writer improve how we work with Strategic customers. A critical part of the role is providing guidance, coaching, and support to your team to enable individual and collective success.

Your positivity, sense of curiosity, winning mindset, and ability to create champions from early adopters in the AI writing space will help shape our entire culture. If you have a builder mentality, this is the role for you. As a core leader in the business, you’ll be reporting to our VP, Customer Success. 

🦸🏻‍♀️ Your responsibilities:

  • Deliver against aggressive but attainable NRR/GRR targets to continue building and developing Writer's success with strategic customers

  • Drive CSMs to effectively lead customers through a defined success delivery methodology 

  • Hire and develop CSM talent aligned with our connect/challenge/own company values, creating personal development plans for each individual contributor to grow

  • Collaborate with cross-functional teams including Sales, Marketing, Solutions Architecture, and Product to align solutions that drive meaningful Business Value for our customers.

  • Provide regular GRR/NRR forecasts, performance reports, and insights to senior leadership, highlighting key metrics and areas for improvement 

  • Foster a culture of high-performance, collaboration, and continuous learning within the CSM team. Model the integrity, attitude, and sense of urgency that you’ll expect from your team.

  • Establish and personally maintain strong relationships with key customer executives, acting as a trusted advisor and advocate

⭐️ Is this you?

  • 10+ years in SaaS with engaging Fortune 500/Global 2000 

  • 5+ years in Success Leadership or similar leadership role 

  • Highly strategic with deep experience in consultative, complex delivery methodology

  • Proven experience building and leading a team from an early stage 

  • Proven ability to work across the GTM organization to strategize, plan and execute a cross-functional approach

  • Hands-on success leader, energized by the transformative potential of generative AI and working with talented CSMs

  • Commuting distance to a Writer Hub: New York City, San Francisco, Austin, Chicago  


🍩 Benefits & perks (US Full-time employees)

  • Generous PTO, plus company holidays

  • Medical, dental, and vision coverage for you and your family

  • Paid parental leave for all parents (12 weeks)

  • Fertility and family planning support

  • Early-detection cancer testing through Galleri

  • Flexible spending account and dependent FSA options

  • Health savings account for eligible plans with company contribution

  • Annual work-life stipends for:

    • Home office setup, cell phone, internet

    • Wellness stipend for gym, massage/chiropractor, personal training, etc.

    • Learning and development stipend

  • Company-wide off-sites and team off-sites

  • Competitive compensation, company stock options and 401k

Writer is an equal-opportunity employer and is committed to diversity. We don't make hiring or employment decisions based on race, color, religion, creed, gender, national origin, age, disability, veteran status, marital status, pregnancy, sex, gender expression or identity, sexual orientation, citizenship, or any other basis protected by applicable local, state or federal law. Under the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.

By submitting your application on the application page, you acknowledge and agree to Writer's Global Candidate Privacy Notice.

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What You Should Know About Director, Strategic customer success, Writer

As the Director, Strategic Customer Success at Writer, you’ll embark on an exciting journey leading a dynamic team focused on delivering exceptional outcomes for our Fortune 500 and Global 2000 clients. You’ll manage a skilled group of 6-8 Strategic Customer Success Managers, all dedicated to enhancing client adoption, retention, and revenue expansion. Your mission? To ensure our customers not only embrace our innovative AI writing solutions but also realize tangible ROI. In this pivotal role based in Chicago, you'll actively engage with your team and clients, making your mark with hands-on leadership that fosters a culture of success and collaboration. Your strategic mindset will help you set and achieve ambitious revenue targets, all while coaching and supporting your team to thrive in this fast-paced environment. If you're passionate about building high-performing teams and have experience in the SaaS industry, especially within customer success leadership, this role will resonate with your builder mentality. By collaborating with cross-functional teams including Sales, Marketing, and Product, you’ll align solutions that drive substantial business value for our customers. You'll also provide valuable forecasts and performance insights to senior leadership, making you an integral part of our mission to empower clients. If you're ready to transform how we engage with strategic customers while cultivating champions for our AI innovations, then Writer is the place for you!

Frequently Asked Questions (FAQs) for Director, Strategic customer success Role at Writer
What are the main responsibilities of the Director, Strategic Customer Success at Writer?

The Director, Strategic Customer Success at Writer specifically focuses on leading a high-performing customer success team that directly interacts with CIOs and Business Leaders at Fortune 500/Global 2000 companies. This role is centered around driving customer adoption, retention, and ensuring a positive ROI for strategic clients. Key responsibilities include delivering on revenue targets, hiring and developing top CSM talent, collaborating with internal teams, and providing performance insights to senior leadership.

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What qualifications are needed for the Director, Strategic Customer Success position at Writer?

A successful candidate for the Director, Strategic Customer Success role at Writer should have over 10 years of experience in the SaaS industry, with at least 5 years in a leadership role within customer success. Candidates should demonstrate a strong ability to build and lead teams, extensive experience in consultative delivery methodologies, and a proven track record of working across various departments to strategize solutions that add value to customers.

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Is the Director, Strategic Customer Success role at Writer a remote position?

The Director, Strategic Customer Success position at Writer is not remote; it requires commuting distance to a Writer Hub in cities like New York City, San Francisco, Austin, or Chicago. This ensures close interaction with team members and clients while fostering a collaborative environment.

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What is the work culture like for the Director, Strategic Customer Success at Writer?

Writer promotes a culture of high performance and continuous learning within the CSM team. As the Director, you'll model integrity and a sense of urgency while supporting your team in achieving their goals. This role is ideal for individuals who thrive in collaborative environments and are driven by the desire to build champions among early adopters of AI technologies.

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What benefits are offered to the Director, Strategic Customer Success at Writer?

As a full-time employee in the Director, Strategic Customer Success role at Writer, you'll enjoy generous PTO, medical, dental, and vision coverage for you and your family, and a range of wellness stipends. Additionally, Writer offers paid parental leave, fertility and family planning support, and competitive compensation packages including stock options and a 401k.

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Common Interview Questions for Director, Strategic customer success
What strategies will you use to drive adoption among Fortune 500 clients as the Director, Strategic Customer Success?

To drive adoption among Fortune 500 clients in the Director, Strategic Customer Success role, I would focus on understanding the unique needs and pain points of each client. By developing tailored onboarding and training processes, establishing clear success metrics, and having regular check-ins to assess progress, I would ensure a smooth integration of our AI solutions.

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How do you plan to foster a high-performance culture within your CSM team at Writer?

Fostering a high-performance culture is about leading by example. I plan to cultivate an environment where feedback is encouraged, team members feel supported in their growth, and successes are celebrated. Regular one-on-ones to discuss personal development and collaborative goal setting will be essential in this process.

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Can you describe a time when you successfully turned around a struggling customer relationship?

In a previous role, I identified a client who was unhappy with our product due to unmet expectations. I initiated an engagement strategy that involved direct communication with their leadership, understanding their concerns, and implementing a customized action plan. This hands-on approach helped rebuild trust and resulted in a significant uptick in their engagement and satisfaction.

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What metrics do you consider crucial for measuring customer success?

Key metrics for measuring customer success include Net Revenue Retention (NRR), Gross Revenue Retention (GRR), customer satisfaction scores (CSAT), and customer lifetime value (CLV). Monitoring these metrics allows for continuous improvement in customer engagement and success strategies.

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How would you approach team development and training for your CSMs?

I believe in personalized development plans for each CSM to align their career ambitions with the company's goals. This includes mentorship, continuous training on technology and tools, and opportunities for cross-functional collaboration to enhance their skills and broaden their perspectives.

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In your view, what is the role of technology in customer success?

Technology plays a pivotal role in customer success by enabling data-driven decision-making and streamlining communication. Tools that provide analytics and insights into customer behavior are essential for proactively addressing customer needs and improving experiences.

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How do you ensure alignment between your team and other departments within the company?

Regular cross-functional meetings help ensure that my team is aligned with Sales, Marketing, and Product departments. These collaborative engagements help in strategizing together on customer journeys and aligning goals, which enhances overall service delivery.

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What do you think is the biggest challenge for a Director of Customer Success today?

One of the biggest challenges today is keeping pace with rapidly changing customer expectations in the SaaS industry. It’s crucial to continually adapt strategies to provide not just service but genuine value, and this requires being proactive about customer feedback and industry trends.

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How do you prioritize competing demands from different stakeholders within the customer success space?

I prioritize by first understanding the impact of each stakeholder's needs on our overall business objectives. Then, I utilize a combination of data analysis and direct communication to determine which issues demand immediate attention while maintaining a transparent dialogue with all parties involved.

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What motivated you to apply for the Director, Strategic Customer Success role at Writer?

I am drawn to Writer's innovative approach to AI and the emphasis on driving meaningful business value for customers. The opportunity to lead a dedicated team and foster an environment where customer success is at the forefront aligns perfectly with my passion for transformative technology.

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Writer is the full-stack generative AI platform for enterprises. We empower your entire organization — support, operations, product, sales, HR, marketing, and more.

195 jobs
MATCH
VIEW MATCH
BADGES
Badge ChangemakerBadge Future MakerBadge InnovatorBadge Rapid Growth
CULTURE VALUES
Dare to be Different
Diversity of Opinions
Inclusive & Diverse
Collaboration over Competition
Fast-Paced
Growth & Learning
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, on-site
DATE POSTED
March 18, 2025

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