Remote: Head of SMB Customer Success & Growth

ParentSquare, Inc; Santa Barbara (CA); Remote; USD 110,000 - 130,000; Full time

Benefits offered by this job

Health insurance

401K retirement savings

Parental Leave

Stock options

Health + wellness reimbursements

PTO + holidays

Job summary

ParentSquare, Inc.is seeking a Director, Customer Success -- SMB to own the strategy and outcomes for our largest customer segment: 6,000+ small and single-site districts nationwide. You’ll lead the 1:many customer success motion end to end and shape the operating model as the team scales.

This role focuses on adoption, retention, and expansion with a digital-first approach, automation, and programs aligned with sales and product.

Qualifications

• 8+ years in Customer Success or Account Management within SaaS, with retention/adoption outcomes.
• 4+ years of people leadership, including managing multiple layers.
• Experience building or scaling a 1:many, digital-first CS motion.

Responsibilities

• Own adoption, retention, and expansion outcomes for the SMB segment.
• Set the strategy for the 1:many motion and define the operating model.
• Lead, hire, and develop the SMB CS team as the business grows.
• Scale enrollment thresholds, coverage ratios, and capacity planning.
• Partner with Marketing and Education on workshops and lifecycle campaigns.
• Collaborate with Sales and Product on expansion signals.
• Measure program effectiveness and guide team priorities by data.

Skills

Strategic leadership

People management

SaaS customer success

Data-driven decisions

Executive communication

Tools

CRM systems

Analytics tools

Job description

ParentSquare, Inc.is seeking a Director, Customer Success -- SMB to own the strategy and outcomes for our largest customer segment: 6,000+ small and single-site districts nationwide. You’ll lead the 1:many customer success motion end to end and shape the operating model as the team scales.

This role focuses on adoption, retention, and expansion with a digital-first approach, automation, and programs aligned with sales and product.