Director of Customer Success - Enterprise SaaS

Penske Truck Leasing

Reading (Berks County)

On-site

USD 180,000 - 240,000

Full time

7 days ago

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Job summary

Penske Truck Leasing, a leader in transportation and logistics technology, is seeking a Director of Customer Success to own the post‑sales lifecycle for Digital Fleet customers. You will lead onboarding, adoption, and renewals, while partnering with Sales, Product, Marketing, and Operations to drive retention, expansion, and long‑term customer health.

The ideal candidate has 10+ years in CS or post‑sales leadership within enterprise SaaS, with a track record of building high‑performing teams and

Qualifications

Bachelor’s degree in business, Marketing, Communications, or related field.
Master's Degree, MBA, or equivalent business discipline preferred.
10+ years in Customer Success, Account Management, Customer Experience, or post‑sales leadership, preferably in enterprise SaaS environments.
10+ years of people management or customer success leadership capacity with direct accountability for team performance.
Proven track record owning and improving NRR, renewal rates, and expansion revenue in a quota‑bearing or equivalent accountability structure.

Responsibilities

Lead Customer Success, Onboarding, and Support to drive retention and expansion.
Own post‑sales lifecycle: onboarding, adoption, value realization, renewal, upsell, and cross-sell.
Develop and scale CS playbooks, onboarding programs, and health scoring models.
Partner with Product, Sales, Marketing, and Finance to align on renewal forecasting and revenue growth.
Maintain executive relationships and drive customer outcomes across enterprise accounts.