Head of Customer Success & Professional Services

Post Date

Dec 11, 2025

Location

Bellevue,
Washington

ZIP/Postal Code

98004
US
Feb 13, 2026 Insight Global

Job Type

Perm

Category

Software Engineering

Req #

SEA-6f26310c-17df-46f2-8e2f-0199a79c4614

Pay Rate

$200k - $235k (estimate)

Job Description

We're hiring for a Head of Customer Success & Professional Services role to support a global leader in Last Mile Technology space. This is a high-impact leadership role responsible for building out, clearly defining and scaling the Customer Success and Professional Services functions. You will drive customer satisfaction, retention, and expansion while ensuring seamless onboarding and implementation for enterprise clients. The role requires a unique blend of strategic leadership, operational rigor, technical expertise, and customer-centric thinking. You will partner cross-functionally with Sales, Product, Engineering, and Marketing to deliver exceptional customer outcomes and revenue growth.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Required Skills & Experience

• 8+ years in Customer Success and Professional Services leadership roles, supporting SaaS platforms.
• Proven track record of driving retention, expansion, and satisfaction in enterprise accounts.
• Strong technical aptitude (APIs, integrations, data mapping) and project management skills.
• Knowledge of and experience with utilizing AI and ML to enhance products, CS and PS processes, etc.
• Exceptional leadership, interpersonal, and relationship-building abilities.
Analytical and strategic thinker with data-driven decision-making.

Nice to Have Skills & Experience

• Experience in logistics, Last-Mile, or supply chain operations (e.g., Expeditors, Onfleet, Route4Me, Amazon Last Mile).
• Familiarity with a variety of CS and CRM platforms such as Vitally CSM, Salesforce CRM, ZoomInfo, Marketo, etc.
• Understanding of logistics terminology (LTL, FTR, micro-fulfillment, route optimization).

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.