Customer Success Manager

RenterraChicago, IL
Hybrid

About The Position

Our mission at Renterra is to modernize the $100B+ equipment rental industry. Tactically, we are building an end-to-end platform that will massively improve the way rental companies run their businesses. Renterra is a Series A–backed, venture-funded SaaS company serving hundreds of rental businesses across the U.S. and Canada. As we scale, customer success is a core pillar of our growth strategy and getting customers live, confident, and successful quickly is critical to everything we do. As a Customer Success Manager (CSM) at Renterra, you will own the customer journey from pre-onboarding through long-term success. Your primary responsibility is to get customers up and running successfully, ensuring they are properly set up, trained, and confident using Renterra in their day-to-day operations. You will partner closely with customers during implementation and training, then continue to manage the relationship post–go-live to drive adoption, retention, and growth. This role blends onboarding, enablement, relationship management, and proactive support, and is central to delivering an exceptional customer experience. This is a Chicago-based, hybrid role.

Requirements

  • 3+ years of experience in Customer Success, Implementation, Onboarding, or Account Management at a SaaS company
  • Strong experience leading customer onboarding, setup, training, and go-live processes
  • Excellent communication and presentation skills
  • Proven ability to manage multiple customers and projects simultaneously
  • Comfortable balancing customer success with commercial outcomes, including renewals, upsells, and cross-sells
  • Comfortable working in a fast-paced, startup environment
  • Strong problem-solving skills and a customer-first mindset
  • Must be based in the Chicago area and able to work from the office in a hybrid capacity

Nice To Haves

  • Experience with SMB customers is a plus
  • Familiarity with the equipment rental, construction, or asset-heavy industries is a plus, but not required

Responsibilities

  • Partner with customers immediately post-sale to guide them through pre-onboarding and implementation
  • Lead system setup and configuration alongside customers, ensuring Renterra is tailored to their business workflows
  • Conduct live training sessions to educate customers on core functionality and best practices
  • Ensure customers successfully go live and feel confident using Renterra in their daily operations
  • Identify risks early in the onboarding process and proactively address them
  • Occasionally assist with in-person, onsite implementations when necessary
  • Own long-term relationships for a portfolio of customers and serve as their primary point of contact
  • Proactively monitor customer usage, engagement, and health indicators
  • Lead ongoing check-ins and success reviews with customers
  • Respond to customer questions and coordinate with support, product, and engineering as needed
  • Advocate for customers internally while setting clear expectations
  • Manage renewals and work to maximize retention and long-term value
  • Identify opportunities for expansion and execute upsells through additional products, features, or increased usage
  • Gather and synthesize customer feedback to inform product improvements and roadmap decisions
  • Partner closely with product and engineering teams to represent the voice of the customer

Benefits

  • Competitive salary and equity
  • Health, dental, and vision insurance
  • Flexible PTO policy
  • A supportive, customer-first team culture
  • Direct ownership over customer outcomes from day one
  • Opportunities for growth as the Customer Success organization scales
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