Customer Success Manager - Credit & Collections Management

Sidetrade·Remote(United States)
Customer Success

WFA Digital Insight

The demand for customer success managers with expertise in AI-driven solutions has surged, with a 25% growth in job openings over the past year. As companies navigate the complexities of digital transformation, professionals with a strong understanding of Order-to-Cash processes and working capital levers are in high demand. Sidetrade, a leader in AI-powered Order-to-Cash intelligence, is seeking a skilled Customer Success Manager to drive business value for its enterprise clients. With a strong focus on innovation and customer-centricity, this role offers a unique opportunity for professionals to make a meaningful impact. Before applying, candidates should be prepared to showcase their experience in consulting, advisory, or transformation roles, as well as their ability to quantify business value and ROI for senior finance stakeholders.

Job Description

About the Role

The Customer Success Manager role at Sidetrade is a critical position that requires a unique blend of strategic advisory skills, technical expertise, and business acumen. As a trusted advisor to enterprise finance leaders, you will be responsible for driving measurable business value from Sidetrade's AI solutions, ensuring long-term partnerships, and identifying opportunities for growth and expansion. You will work closely with cross-functional teams, including sales, product, and AI engineering, to deliver exceptional customer experiences and drive revenue growth.

In this role, you will have the opportunity to work with a diverse range of enterprise clients, leveraging your expertise in Order-to-Cash processes and working capital levers to drive business transformation. You will be expected to develop and execute value-based success plans, define ROI and KPIs, and facilitate executive-level business reviews and innovation workshops.

As a key member of the Sidetrade team, you will be part of a dynamic and innovative company that values passion, diversity, and customer-centricity. With a strong commitment to employee growth and development, you will have access to training, mentorship, and career advancement opportunities.

What You Will Do

  • Own a portfolio of large, complex enterprise customers, engaging at the CFO, Finance Director, Shared Services, and Transformation Lead level
  • Act as a strategic O2C and Working Capital advisor, leveraging prior consulting experience to guide customers through business change
  • Translate AI-driven insights, predictive analytics, and automation into clear financial and operational impact (DSO, cash-in, productivity, risk)
  • Lead value-based success plans, defining ROI, KPIs, and success metrics aligned to customer business objectives
  • Facilitate executive business reviews, customer innovation workshops, and value realization sessions
  • Partner closely with Sales on renewals, upsell, and expansion, contributing a strong commercial and value-led narrative
  • Serve as the voice of the customer, influencing Product and AI roadmap discussions based on enterprise use cases
  • Proactively identify adoption risks and growth opportunities using customer health data and AI insights
  • Develop and maintain a deep understanding of Sidetrade's AI solutions and their applications in Order-to-Cash and Working Capital management
  • Collaborate with internal stakeholders to develop and execute customer success strategies

What We Are Looking For

  • 7+ years of experience in a consulting, advisory, or transformation role within Order-to-Cash, Working Capital, or Finance Transformation
  • Proven experience working with enterprise clients in complex, multi-stakeholder environments
  • Strong understanding of O2C processes (Credit, Collections, Cash Application, Dispute Management) and working capital levers
  • Demonstrated ability to quantify business value and ROI for senior finance stakeholders
  • Business and consulting skills, including executive-level communication and storytelling
  • Strong business acumen, with the ability to connect technology to financial outcomes
  • Experience managing multiple initiatives simultaneously in a fast-paced environment
  • Bachelor's or Master's degree in Finance, Business, Economics, or a related field
  • Willingness to travel occasionally to customer sites

Nice to Have

  • Experience working with SaaS, data-driven, or AI-enabled platforms
  • Strong interest in AI, analytics, and automation applied to finance processes
  • Ability to explain AI concepts (predictive scoring, prioritization, automation) in business terms
  • Experience with digital transformation and change management
  • Certification in a related field, such as finance or business analytics

Benefits and Perks

  • Full remote work arrangement, with the ability to work from home
  • Health and wellness benefits, including medical coverage, life insurance, and 401(k) matching
  • Competitive paid holidays and public holidays
  • Career growth and compensation opportunities, including equal opportunities, learning and mentorship programs, and advancement support
  • Access to training and development programs, including AI and analytics training
  • Opportunity to work with a diverse and innovative company, with a strong commitment to customer-centricity and employee growth

How to Stand Out

  • Develop a strong understanding of Order-to-Cash processes and working capital levers, and be prepared to showcase your expertise in these areas.
  • Highlight your experience working with enterprise clients in complex, multi-stakeholder environments, and demonstrate your ability to drive business transformation.
  • Emphasize your ability to quantify business value and ROI for senior finance stakeholders, and be prepared to provide examples of your experience in this area.
  • Showcase your business acumen, including your ability to connect technology to financial outcomes, and demonstrate your experience managing multiple initiatives simultaneously in a fast-paced environment.
  • Be prepared to discuss your experience with AI-driven insights, predictive analytics, and automation, and demonstrate your ability to explain complex concepts in business terms.
  • Research the company and its products, and be prepared to discuss your understanding of Sidetrade's AI solutions and their applications in Order-to-Cash and Working Capital management.
  • Develop a strong portfolio of your work, including examples of your experience in consulting, advisory, or transformation roles, and be prepared to showcase your skills and achievements.

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