Revenue Operations System Administrator

As the Revenue Operations System Administrator at WatchGuard, you will be the operational backbone of our sales enablement tech stack — ensuring that the tools our global sales team relies on every day are running smoothly, configured correctly, and fully adopted. This role sits at the intersection of sales, marketing, and operations, and has a direct impact on the productivity and effectiveness of our sales organization across the US, LATAM, EMEA, and APJ. You will own the day-to-day administration, user management, and troubleshooting for our core sales enablement platforms: Outreach, Kaia, ChiliCal, and Sendoso. You will be the go-to resource for sales reps who need support, configuration changes, or guidance on how to get the most out of these tools. You will also serve as a backup resource for the field marketing team on Sendoso gifting needs. This role reports to the Sales Enablement Manager and is part of the broader Revenue Marketing team — a cross-functional, tightly aligned organization that includes sales enablement, demand generation, marketing operations, and digital environments.

Responsibilities

Own all user management in Outreach, including provisioning, deprovisioning, role assignments, and permissions for the global sales team across US, LATAM, EMEA, and APJ; Build, manage, and optimize sales sequences in alignment with active go-to-market plays, ensuring sequences are current, accurate, and effective; Serve as the primary point of contact for Outreach troubleshooting and support requests from sales reps and leaders; Own Outreach reporting — pulling and presenting performance data on sequence activity, rep engagement, and platform adoption to the Sales Enablement Manager and sales leadership; Monitor platform health and proactively identify configuration issues, underperforming sequences, or adoption gaps; Own the creation and management of Kaia playlists, coaching cards, and topic cards, ensuring all content reflects the latest product messaging, sales plays, and enablement priorities; Regularly review and update Kaia content in partnership with the Sales Enablement Manager and product marketing to keep it accurate and impactful; Manage user access and permissions in Kaia for the global sales team; Troubleshoot Kaia issues and respond to support requests from reps and managers; Own the administration and user management of ChiliCal for the global sales team; Create and manage calendar links as requested by sales reps, including standard links and custom configurations for specific outreach needs; Troubleshoot scheduling issues, broken links, and integration errors in ChiliCal; Maintain documentation of link types and configurations to support consistent and scalable setup for new team members; Own the back-end user management and permissions for Sendoso across the global sales team; Assist sales reps with their Sendoso gifting links, direct mail sends, and troubleshooting of platform issues; Serve as a backup resource for the field marketing team on Sendoso campaign execution and support needs as required; Stay current on Sendoso features and best practices to help drive adoption and effective use by the sales team; Partner closely with the Sales Enablement Manager on platform roadmap priorities, tool improvements, and enablement alignment; Coordinate with sales operations and marketing operations on integrations, data flow, and CRM-connected platform configurations; Develop and maintain documentation for all platform admin processes, standard operating procedures, and user guides; Proactively identify opportunities to automate or streamline admin workflows to improve efficiency and scale

Requirements

1–3 years of experience in sales operations, revenue operations, marketing operations, or a sales enablement support role; Hands-on experience with Outreach or a similar sales engagement platform; Familiarity with Kaia, ChiliCal, Sendoso, or similar sales enablement and gifting tools; Comfort working with CRM systems; Strong attention to detail and a low tolerance for broken processes or bad data; A genuine interest in helping salespeople work more efficiently and effectively; Ability to manage multiple requests simultaneously and prioritize based on urgency and business impact; Strong written and verbal communication skills, with the ability to communicate clearly with both technical and non-technical stakeholders; Comfortable working across time zones to support a global sales team in US, LATAM, EMEA, and APJ; Self-motivated, highly organized, and a natural problem-solver; Bachelor’s degree or equivalent work experience

Nice to have

Experience building and managing sequences; Salesforce experience