About The Position

Whippy is hiring an early-career Associate Solutions Engineer for its post-sale Customer Success team. This is not a pre-sale demo role: after a customer closes, the engineer owns the customer relationship from onboarding through renewal and expansion, serving as the single point of contact and trusted technical advisor. The role focuses primarily on staffing customers and their ATS data, and involves understanding customer goals, designing and building solutions in Whippy, and helping customers achieve measurable business outcomes and grow their use of the platform. The successful candidate will work alongside a six-person Customer Success team and report directly to the Head of Customer Success. They will receive coaching and progressively take ownership of customers. The role combines technical problem-solving, customer strategy, and commercial responsibility, including owning gross and net revenue retention and identifying opportunities to expand accounts. Whippy is a communication, automation, and AI agent platform used by more than 1,000 businesses. It supports customer interactions across calls, texts, and email, with shared inboxes, automated workflows, AI agents, and integrations that return data to customers' systems. The company is bootstrapped, profitable, and growing. This is a remote role for candidates based in Latin America or the United States, working Eastern hours beginning at 8 a.m. ET. Compensation is competitive and based on experience, with monthly performance bonuses.

Requirements

  • 0–1 years of experience; new graduates are welcome.
  • Fluent written and spoken English.
  • Based in Latin America or the United States and able to work Eastern hours, starting at 8 a.m. ET.
  • Strong written and verbal communication, with proactive communication and clear expectation-setting.
  • Comfort with technical tools and an interest in understanding how they work and building useful solutions; coding is not required.
  • Curiosity, coachability, low ego, and ability to learn quickly and respond constructively to feedback.
  • Strategic and commercial orientation, including comfort owning retention outcomes and participating in upgrade conversations.
  • Self-directed, organized, and able to manage a customer book independently; calm under pressure.
  • Ability to take initiative, prepare for calls, and proactively seek information.
  • Sound judgment and well-formed views about customer experience and strategic advice.

Nice To Haves

  • A STEM, engineering, or technical degree, or evidence of entrepreneurial experience such as starting, building, or running something.
  • Side projects involving software, automations, or AI tools.
  • Experience in the staffing industry.
  • Experience with TempWorks, Avionte, Aqore/Zenople, Crelate, or Bullhorn.

Responsibilities

  • Design and build customer solutions in Whippy, including workflows, AI voice and text agents, automations, and data syncs back to customers' ATS platforms.
  • Scope technical requirements with customers, translate requirements into working solutions, and test and verify each component before launch.
  • Own customer relationships after go-live, from onboarding through renewal and expansion, as the single point of contact and trusted technical advisor.
  • Learn the product and role through call shadowing, hands-on coaching, and progressively greater customer ownership.
  • Proactively contact customers, ask questions rather than guess, and address potential problems before they become escalations.
  • Own gross and net revenue retention and work toward performance targets.
  • Connect product usage to customer business outcomes and report value using metrics customers care about.
  • Identify expansion signals and refer warm leads to Sales when customer usage exceeds the contracted scope.
  • Turn customer wins into case studies, references, and testimonials that support Sales.
  • Give customers candid, strategic advice, steering them toward work that will advance their business outcomes.
  • Advocate for customers by sharing feedback with Product, Sales, and Engineering.
  • Experiment with improvements and document learnings.
  • Communicate proactively with customers and teammates, set expectations, and keep people informed.
  • Prepare for customer calls, seek needed information proactively, stay organized, and manage a customer book independently.

Benefits

  • Competitive compensation based on experience.
  • Monthly performance bonuses.
  • Coaching and support from the Head of Customer Success and experienced teammates.
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