Customer Success Engineer, Founding Role

Job overview

The Customer Success Engineer role is onsite in New York, NY, and is full-time. Base compensation is $150,000–$200,000 per year, plus upsell commission, retention bonuses, and 0.03%–0.1% equity. CollectWise develops generative AI agents for debt collection. As the founding customer success engineer, this role takes ownership of customer relationships after implementation, supporting account health, retention, and expansion. It connects customer needs with technical configuration and product outcomes by monitoring account signals, resolving issues, tuning AI agents, and coordinating handoffs.

What you'll do

• Serve as primary contact for post-implementation accounts
• monitor usage, performance, and account health
• resolve technical and configuration questions or escalate them with context
• identify upsell and expansion opportunities
• tune AI agents through configuration and prompt-level changes
• manage handoffs from forward-deployed engineering.

What we're looking for

Skills & competencies

customer success engineer

customer success

technical support

ai agents

prompt configuration

account management

upsell

retention

new york ny

collectwise

full-time

$150k–$200k base

equity

Work arrangement

• Weekend coverage required

Benefits & perks

• Upsell commission, retention bonuses, and 0.03%–0.1% equity are listed in addition to base compensation.

Why this role

New York City-based and in-person; 3+ years in technical customer success, solutions engineering, or an adjacent role; equity and variable compensation are also described.

About the employer

Transparent Search Group is hiring for this role. Industry: Custom Computer Programming Services. Sector: 54.