Mid-Market Customer Success Manager

🏢 Aiwyn · all Aiwyn jobs
📍 Remote · United States
💰 $1,000 / year
📅 Posted 2026-09-03 · via RemoteIO
🏷 Customer Success,SaaS,Account Management,Renewal Management,Stakeholder Management
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Who is Aiwyn and what do we do?
Aiwyn is the first complete platform for modern accounting firms. Backed by top-tier investors like Bessemer, KKR, and Revolution, we’re one of the fastest-growing scale-up SaaS companies in the world. We build category-defining technology—and we’re doing it with world-class people, processes, and products.
To learn more, visit our website .
What we are looking for
An experienced Customer Success Manager to drive retention and growth within our strategic enterprise customer base. The ideal candidate has a proven track record in SaaS customer expansion and renewal processes, particularly with large-scale enterprise accounts, and excels in strategic customer engagements.
What you'll be doing
- Oversee customer onboarding, post-launch reviews, quarterly business reviews, and executive check-ins to ensure customer success and satisfaction.

- Work closely with Enterprise customers to understand their business objectives and create a tailored success plan that delivers tangible outcomes.

- Provide guidance to enterprise customers on adopting and maximizing the usage of our solutions, focusing on long-term retention, expansion, and advocacy.

- Engage with the Customer Support Team to address customer inquiries, technical issues, and any other concerns.

- Travel on-site to visit customers for executive check-in meetings.

- Collaborate on building and iterating on our renewals process to support our customers.

- Design and refine renewal playbooks, utilizing data insights to support customer health and drive revenue retention.

- Collaborate with Sales and Customer Success Management to uncover and pursue expansion opportunities.

- Work with Sales, Product, and Marketing to industry best practices and drive the evolution of our platform.

What you'll need to be successful
- A minimum of 2 years in Customer Success, Renewal Management, or Account Management, with a focus on enterprise-level SaaS customers for at least 2 years.

- Experience in early-stage startups with a willingness to embrace ambiguity and quickly adapt to change.

- High EQ; adept at managing multiple stakeholder relationships.

- Demonstrated success in increasing renewal rates and building effective renewal processes.

- Ability to create and refine Customer Success playbooks and processes. Familiarity with HubSpot or Salesforce is required.

- Comfortable analyzing large data sets to identify trends and lead-indicators for customer health and risk mitigation.

- Experience managing and expanding enterprise customer relationships, with strong negotiation skills and the ability to overcome objections.

- A collaborative approach with innovative ideas, a sense of humor, and a passion for customer success.

- Experience with Customer Success platforms like Gainsight or ChurnZero is a plus.

- A self-motivated attitude with a willingness to go above and beyond to ensure customer success and satisfaction.

- Travel up to 30% of the time.

Benefits and Perks
The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience.
Other benefits include:
- Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls.

- Remote, work-from-anywhere culture

- Flexible PTO

- World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support.

- Stock options - every Full Time Employee has ownership in Aiwyn's future and success.

- 401(k) matching

Our Values
- Relentless by Design

- Owners not Renters

- Trust at the Core

Learn more about Aiw

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