Customer Success Manager - U.S. Remote

Location: U.S. Remote


Who We Are:

CYPHER Learning is the AI-native learning platform for organizations that need to train employees, customers, and partners at scale. While many platforms layer AI onto legacy systems, CYPHER was built differently. At the center of our platform is CYPHER Agent, a natural-language, agentic interface that connects content creation, administration, delivery, personalization, and analytics in one unified system. Organizations can create and launch training in minutes, not months, and deliver it seamlessly across distributed audiences. We help companies move faster and turn learning into measurable performance. As we continue to redefine the LMS industry, we are looking for builders who want to help scale the business to new levels.


The Role:

We are seeking a driven and customer-focused Customer Success Manager (CSM) to join our growing, globally distributed team. In this role, you will build on relationships established during the sales process to ensure customers realize measurable business impact and learning outcomes through CYPHER Learning’s platform and achieve their business and learning objectives. Success in this role means driving strong adoption, leading successful implementations, and maintaining high levels of customer engagement and satisfaction. You will proactively identify risks and opportunities, positioning customers for long-term success while driving expansion, renewals, and overall account growth. As the primary point of contact, you will partner closely with stakeholders across customer organizations and collaborate with internal teams to deliver a seamless, high-impact customer experience.


What you’ll do:

  • Serve as a trusted advisor to customer stakeholders, guiding learning, adoption, and workforce enablement strategies that drive measurable business outcomes.
  • Drive customer onboarding and implementation, ensuring a smooth transition from sale to activation and early value realization.
  • Monitor customer engagement and usage trends, proactively identifying and addressing adoption risks.
  • Build strong customer relationships to uncover expansion opportunities and support upsell and account growth.
  • Own renewal readiness by maintaining high satisfaction, resolving issues quickly, and reinforcing ongoing value.
  • Develop and execute customer success plans that align to business goals, milestones, and measurable outcomes.
  • Lead periodic business reviews to assess performance, align on priorities, and identify opportunities for optimization and growth.
  • Partner cross-functionally with Sales, Product, and Support to ensure a seamless customer experience and relay actionable feedback.
  • Establish multi-threaded relationships across customer organizations, from end users to executive stakeholders.
  • Develop deep expertise in CYPHER Learning’s platform and learning workflows to guide customers on best practices, enablement strategies, adoption, and long term value realization.
  • Perform other related duties as assigned.


Your Skills & Experience:

  • Experience in LMS, learning technologies, training enablement or skills development solutions is required for success in this role.
  • Experience engaging with Learning & Development, HR, Enablement, or Training stakeholders within customer organizations.
  • Bachelor’s degree in Business, Technology, Education, or a related field is preferred.
  • 5–10 years of experience in Customer Success, Account Management, or a client-facing role, with a track record of driving customer outcomes, retention, and account growth.
  • Experience in B2B SaaS environments, with an understanding of subscription models, adoption metrics, and customer lifecycle management.
  • Proven ability to manage a portfolio of accounts, balancing personalized engagement with a data-driven, scalable approach.
  • Experience driving retention, renewals, and expansion, with the ability to identify and convert growth opportunities within existing accounts.
  • Ability to translate customer goals into measurable outcomes through structured success plans and clear value realization.
  • Strong communication and presentation skills, with experience leading customer discussions and engaging stakeholders across multiple levels, including executive audiences.
  • Strong business, technical, and learning-domain acumen, with the ability to connect platform capabilities to customer business goals.
  • Strategic thinking and problem-solving skills, with the ability to navigate ambiguity and drive outcomes in a fast-paced environment.
  • Ability to work effectively across global and cross-cultural environments, engaging diverse customer organizations.
  • Experience in LMS or learning technologies is a plus.


Our Values:

  • Curiosity: Continues learning to stay agile and innovative.
  • Connection: Embracing and celebrating our differences.
  • Empowerment: Rewarding positive people-centric behaviors and decisions.
  • Potential: Challenging the status quo and pushing for what is possible.
  • Impact: Making a positive impact for our clients and communities around the world.


Why Join CYPHER Learning?

  • Be part of an innovative and global organization that is revolutionizing digital learning.
  • Collaborate with a diverse, international team in a fast-paced and dynamic startup environment.
  • Opportunity to drive customer success strategies that impact businesses and educational institutions worldwide.
  • Competitive compensation package, professional development opportunities, and a supportive work culture.


This is an evergreen posting intended to build our pipeline for future opportunities. While we may not have an immediate opening today, we welcome applications from talented candidates interested in future consideration.


Equal Employment Opportunity

At CYPHER Learning, we believe diversity is essential to innovation and progress. We are committed to creating a workplace where individuals of all backgrounds, identities, and experiences are respected, included, and empowered to thrive. Our culture is built on connection, curiosity, empowerment, potential, and impact—and we know that these values are only fully realized when everyone has a seat at the table.

CYPHER Learning is proud to be an Equal Opportunity Employer. We make all employment decisions based on merit, qualifications, and business needs—without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, disability, veteran status, genetic information, or any other protected status under applicable law.

As a global, remote-first company, we embrace flexibility and accessibility in every aspect of how we work. If you require a reasonable accommodation during the application or interview process, please contact our People team at peopleteam@cypherlearning.com. We are committed to providing an inclusive and equitable experience for every candidate.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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