About The Position

Whippy is hiring an Implementation Specialist to help customers get live, achieve measurable outcomes, and continue growing through renewal and expansion. Implementation extends beyond launch: the specialist remains the customer’s single point of contact and trusted advisor, helping customers identify and solve problems, build additional workflows, AI agents, and automations, and realize value from the platform. The role primarily serves staffing-industry customers whose data connects to Whippy from applicant tracking systems (ATSs). This is an early-career role designed for candidates with 0–1 years of experience, including new graduates. The new hire will ramp alongside the Head of Customer Success and experienced teammates, receive coaching, and take ownership of customers over time. The specialist works on a six-person Customer Success team and reports directly to the Head of Customer Success. The role combines technical product implementation, strategic customer advising, and commercial responsibility for retention and expansion. Compensation includes monthly performance bonuses. The position is remote and open to candidates based in Latin America or the United States. The workday starts at 8 a.m. Eastern Time, and the employee must work Eastern hours. Whippy describes itself as a bootstrapped, profitable, fast-growing company with more than 1,000 business customers.

Requirements

  • 0–1 years of experience; new graduates are welcome.
  • Excellent communication skills, including clear written and spoken communication, setting expectations, and keeping customers and teammates informed.
  • Fluent written and spoken English.
  • Based in Latin America or the United States and able to work Eastern hours; the workday starts at 8 a.m. ET.
  • Fast, proactive, prepared, and able to ask for what is needed rather than wait.
  • Curious, coachable, low-ego, and receptive to feedback.
  • Comfortable working with technical tools and learning how they work; coding is not required.
  • Strategic and commercially minded, able to connect usage to growth and own retention and upgrade conversations.
  • Self-directed, organized, calm under pressure, and able to manage a customer book without calendar management from others.
  • Strong opinions about customer experience and ability to provide strategic advice.
  • Entrepreneurial, consultative, and comfortable building in a fast-evolving startup environment.

Nice To Haves

  • A STEM or technical degree, or evidence of entrepreneurial initiative such as starting, building, or running something.
  • Experience training people or setting up software for a team.
  • Experience in the staffing industry or with TempWorks, Avionte, Aqore/Zenople, Crelate, or Bullhorn.

Responsibilities

  • Lead customer onboarding and implementation end to end, including kickoff, ATS integration, configuration, training, and launch.
  • Help customers achieve their first measurable outcome quickly and build additional workflows, AI agents, and automations to increase results.
  • Remain customers’ single point of contact and trusted advisor after launch, maintaining proactive calls, clear agendas, and mutual success plans through renewal and expansion.
  • Learn through shadowing calls, coaching, and progressively taking on more ownership.
  • Contact customers proactively, ask questions rather than guess, and address problems before they become escalations.
  • Own gross and net revenue retention and work toward performance targets.
  • Connect product usage to business outcomes and report value using metrics that matter to customers.
  • Identify expansion signals and pass qualified warm leads to Sales when customers’ usage exceeds their contract.
  • Turn customer successes into case studies, references, and testimonials that support sales.
  • Give customers candid, strategic guidance, steering them toward work that will move their business forward.
  • Advocate for customers by sharing feedback with Product, Sales, and Engineering.
  • Experiment with and improve ways of working, documenting what is learned.

Benefits

  • Monthly performance bonuses
  • Competitive compensation based on experience
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