Customer Success Lead
AwardSpringChicago, Illinois, United States
Posted March 10, 2026
85000 - 140000 USD
Full Time
About the Company
AwardSpring is a fast-growing SaaS company on a mission to make it easy for students to apply for and receive scholarship money — and easy for institutions to deliver it.
Job Description
We're looking for a Customer Success Lead who can build authentic relationships with higher education customers and build systems and automations that let a lean team punch above its weight. The role involves managing a personal book of ~200 accounts, driving renewals and expansion revenue, leading and developing a CSM team, and designing lifecycle automations.
Requirements
- 4+ years in Customer Success, Account Management, or a related customer-facing role in B2B SaaS
- 1+ year of people management experience (direct reports, not just mentorship)
- Demonstrated experience with CRM automation (HubSpot strongly preferred — workflows, sequences, deal pipelines)
- Track record of driving net revenue retention, renewals, or expansion in a recurring revenue business
- Strong analytical instincts — you look at data before making decisions and you're comfortable in dashboards, spreadsheets, or BI tools
- Excellent communication skills — you can run a strategic business review with a VP and troubleshoot a configuration question in the same afternoon
- Comfortable working in a small, fast-moving team where your scope will expand with the company
Benefits
- Health, dental, and vision insurance
- 401(k) with matching contributions
- Unlimited PTO and paid sick days
- 20 company holidays
- Generous parental leave
- Hybrid work (3 days in-office at our Chicago WeWork, West Loop)
