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Head of Customer Success at Casap

Casap No longer available

Job Description

About Casap

Casap is a Series A startup that has raised over $30M from Emergence, Lightspeed, and Primary Ventures. Based in San Francisco, the company was founded by product leaders from Robinhood and Chime. We are on a mission to change the way banks operate by automating disputes and fighting friendly fraud. People love what we've built, from everyday users to the biggest names in finance.

Casap is seeking a Head of Customer Success to lead the full post-onboarding customer journey and build a world-class Customer Success function from the ground up. You'll own the strategy and execution across customer success, support, renewals, and account growth-driving outcomes that maximize customer satisfaction and retention. You'll collaborate closely with Sales, Product, Engineering, and Implementation to ensure our customers extract maximum value from Casap.

Responsibilities
  • Own the Customer Journey: Lead the entire post-implementation lifecycle for our customers-from initial handoff through renewals and upsells-ensuring a seamless and high-impact experience at every step.

  • Build & Scale the CS Org: Hire, manage, and mentor a growing team across customer success and support. Implement scalable structures, playbooks, and KPIs to support Casap's rapid growth.

  • Drive Strategic Outcomes: Build deep relationships with customers, understand their evolving needs, and proactively drive product adoption, account expansion, and long-term loyalty.

  • Collaborate Cross-Functionally: Partner closely with Product, Engineering, and Sales to surface customer insights, influence roadmap priorities, and continuously improve the customer experience.

  • Elevate Support Operations: Develop a high-performing support function with clear SLAs, fast resolution times, and a white-glove experience for our financial institution clients.

  • Build Systems & Processes: Define success metrics, reporting cadences, and operational workflows that help scale the team while maintaining quality and responsiveness.

  • Act as a Trusted Advisor: Represent Casap with executive presence in customer conversations, earning the trust of key stakeholders across banks, credit unions, and fintechs.

Qualifications
  • 8+ years of experience in B2B SaaS Customer Success, with a strong track record in high-touch, strategic accounts-ideally mid-market and enterprise customers.

  • Proven ability to build and scale post-sales functions, including hiring, org design, and process development.

  • Analytical and metrics-driven, with experience managing to net retention, CSAT, and support SLAs.

  • Deep understanding of customer success best practices and playbooks for early-stage SaaS companies.

  • Background in fintech or working with financial institutions; experience with the office of the CFO is a strong plus.

  • Familiarity with ERPs (e.g., QuickBooks, NetSuite) and/or financial systems integration workflows.

  • Excellent communication and stakeholder management skills; comfortable engaging both technical and executive-level contacts.

  • Hands-on, scrappy, and excited to build in a fast-paced startup environment!

Typical senior pay: $82k for First-Line Supervisors of Office and Administrative Support Workers nationally

National salary averages
Expected senior-level
$82k
Entry
Mid
Senior
Expected
$44k Market range (10th-90th percentile) $103k

Hot hiring, constrained wages

Employers are hiring actively, but pay hasn't caught up with demand. Focus on competing offers and non-salary benefits.

Hiring leverage
Lean candidate
Wage leverage âš  Disconnect
Limited
Mobility
High mobility
Durability
High fragility

Why this market feels harder than it looks

This market is hiring aggressively, but compensation hasn't caught up and most openings are backfilling churn, not expansion. Employers are filling roles, but not bidding wages up.

Who this leverage applies to

Stronger for: Senior candidates with options
Weaker for: Entry-level candidates, Career switchers

Where to negotiate

Base salary
Sign-on bonus
Title / level
Remote flexibility
Scope & responsibility
Start date / PTO

Likely Possible Unlikely

Watch out for

Wage disconnect: Hiring is active but pay hasn't responded—negotiate on other terms.

Don't let hiring headlines mislead you—focus on concrete offers. Your leverage may be less durable than it appears—move decisively.

Does this path compound?

Job Growth →
High churn
Growth, flat pay
🚀 Compound
Growth + pay upside
⚠️ Plateau
Limited growth
Specialize
Experts earn more
Pay Upside →
Stable but flat

Steady work, but limited growth in both jobs and pay.

-0%
10yr growth
Most openings come from retirements and turnover, not new positions.
144,500 openings projected annually—mostly replacing retirees and turnover.
Typical: High school diploma or equivalent

Openings come from turnover, not new growth. Differentiate to advance.

Labor data: BLS 2024