Senior Customer Success Manager (Automotive Saas)

About Bitesize

Bitesize is a fast-growing startup helping car dealerships reconnect with customers hiding in their database using a smarter, AI-powered text messaging platform. Our solution drives measurable revenue at a fraction of traditional marketing costs while improving customer experience. We’re already delivering strong results nationwide and have been featured in Automotive News, Fixed Ops Magazine, and Digital Dealer.

We’re building a high-impact Customer Success function and are looking for experienced operators who can own outcomes and scale with the company.

About the Role

We’re hiring a Senior Customer Success Manager to own a portfolio of customers and drive retention, expansion, and long-term customer value.

This is a high-ownership, revenue-impact role where you will manage key accounts end-to-end—from onboarding through renewal—while identifying opportunities to grow accounts and improve performance.

You’ll also play a key role in shaping Customer Success processes as we scale.

What You’ll Do

• Own the full customer lifecycle for a portfolio of accounts
• Serve as the primary point of contact for customers
• Drive renewals, retention, and expansion (upsell/cross-sell)
• Build strong relationships with stakeholders and act as a trusted advisor
• Monitor customer health, usage, and performance metrics
• Proactively identify risks and drive resolution before escalation
• Partner cross-functionally with Sales, Product, and Operations
• Provide feedback to improve product, messaging, and customer experience
• Contribute to building CS playbooks, processes, and best practices

What We’re Looking For

Required

• 3-6+ years of experience in:
• Customer Success
• Account Management
• Client-facing SaaS roles
• Proven track record of:
• Owning renewals and retention
• Driving upsell / expansion revenue
• Strong communication and relationship management skills
• Experience managing a book of business or customer portfolio
• Data-driven mindset with ability to track and act on key metrics
• Comfortable operating in a fast-paced startup environment

Preferred

• Experience in SaaS industries such as:
• Hospitality / Restaurant Tech (POS, reservations)
• Real Estate / PropTech
• Healthcare or Construction SaaS
• Experience working with SMB or mid-market customers at scale
• Exposure to high-volume customer environments
• Experience building or improving Customer Success processes

What Success Looks Like

• High renewal and retention rates across your portfolio
• Consistent identification and execution of expansion opportunities
• Strong customer relationships and positive feedback
• Proactive management of risks and account health
• Contribution to scalable and repeatable CS processes

Compensation

OTE: $70k-100k

Base salary expected to be approximately 75–80% of total compensation, with the remaining portion tied to performance-based variable compensation.

Additional benefits include:

• Performance bonus tied to retention and account health metrics

• Full benefits package

• Opportunity for growth as the company scales

Why Join Bitesize

• High-visibility role with direct impact on company growth
• Close partnership with leadership
• Clear growth path into CS leadership
• Fully remote within the U.S.

Our Commitment to Inclusion

At Bitesize, we believe inclusion and diversity are essential to building meaningful connections with our people, customers, and communities. We value different perspectives and encourage everyone to bring their whole selves to work.

Bitesize is an Equal Opportunity Employer. All qualified applicants will receive consideration without regard to race, color, creed, ancestry, national origin, gender, sexual orientation, gender identity or expression, age, disability, veteran status, or any other legally protected status.