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Rundoo

Web-based POS platform for retailers

Implementation Manager - Implementation Team

Implementation & Technical Account ManagementUpdated on Nov 11
Full-timeChicago, IL, USA

About the Job

Requirements

  • The candidate must be based in Chicago and work in the office at least four days per week.
  • The candidate must have a high-accountability leadership style and a genuine commitment to supporting the team.
  • The candidate must have experience leading an implementation, onboarding, professional services, customer success, or other post-sale team with a measurable delivery or revenue target.
  • The candidate must have a track record of helping a team consistently achieve its targets rather than relying on one or two top performers.
  • The candidate must have strong operating discipline, including pipeline management, forecasting, resource allocation, and performance management.
  • The candidate must have coaching skills and be able to deliver direct, actionable feedback.
  • The candidate must exercise sound judgment under pressure and distinguish issues the team should solve from those requiring escalation.
  • The candidate must communicate clearly in writing and verbally with frontline team members, executives, and cross-functional partners.
  • The candidate must be comfortable building, simplifying, and reinforcing processes in a fast-moving startup as it scales.

Responsibilities

  • Lead the Implementation team to consistently achieve its ARR and go-live goals, including during team growth and ramp.
  • Set ambitious but realistic expectations, celebrate strong performance, address misses directly, and ensure Implementation Managers retain ownership of their customer outcomes.
  • Create and maintain a rules-based resource allocation process to prevent over- or under-capacity among Implementation Managers.
  • Lead Pipeline Reviews, “Hit the Number” meetings, no-push reviews, ongoing training, and call coaching.
  • Design and enforce a client-centered implementation process with simple, memorable stages and clear exit criteria verified through customer action rather than internal task completion alone.
  • Create a repeatable escalation playbook that equips Implementation Managers to resolve common challenges independently and escalate appropriate issues without making the manager the default individual contributor.
  • Build an ARR forecasting model that reliably predicts implementation outcomes and supports resource planning.
  • Give the team clear, actionable feedback grounded in customer and business impact, using thoughtful questions to help team members identify and own next steps.
  • Work with Sales, Product, and Customer Experience to improve handoffs, resolve systemic blockers, and shorten time to live.
  • Establish a clear operating cadence and create visibility into team performance.
  • Help the team achieve at least 80% of its aggregate quota through broadly distributed attainment.
  • Implement a simple, branded, client-centered process with verifiable exit criteria for every stage.
  • Build an escalation system that enables Implementation Managers to solve more issues independently.
  • Produce an ARR forecast that predicts outcomes within approximately 25%.
  • Create a culture of clear expectations, recognition of strong effort and results, and learning and accountability after misses.

Desired Qualifications

  • Experience leading implementation for B2B SaaS, payments, ERP, point-of-sale, or other workflow-critical software.
  • Experience serving independent retailers, building-material suppliers, or similarly operationally complex businesses.
  • Experience tying implementation milestones to ARR recognition, activation, or other commercial outcomes.
  • A history of building memorable, scalable playbooks that teams use.
  • Experience improving forecasting accuracy and capacity planning for a growing delivery organization.

About the Company

Rundoo

Web-based POS platform for retailers

Rundoo provides a web-based point-of-sale (POS) platform for retail stores, with a focus on paint stores, to manage operations and connect with customers across the US. It integrates a POS system, a customer-facing mobile app, fast payments, secure card storage without PCI burden, and an easy-to-learn interface for employees. The platform also includes a fast search engine to keep good customer records and help loyalty. Transactions and information retrieval are designed to be quick, improving both front-end customer experience and back-end operations. Rundoo makes money by charging businesses for using the platform. Its differentiators include a customer app that delivers instant information, PCI-free secure card storage, fast payments for contractors, and a strong emphasis on record-keeping and speed to boost sales and loyalty.

Company size
51-200
Company stage
Series B
Total funding
$41M
Headquarters
Redwood City, CA
Founded
2021

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