Deployment Strategist

ReadyOn•San Francisco, CA

About The Position

The Deployment Strategist joins the Enterprise Partnerships team and works across multiple customer deployments alongside Engagement Managers to turn complex labor environments into working ReadyOn deployments. The role contributes to live Fortune 500 implementations by building configurations, analyzing data, supporting training delivery, and participating in customer engagements. It also develops structured product intelligence to help Engineering and Product understand field conditions. The position can grow from deployment execution into product synthesis, analytical infrastructure, and solutions work; strong performers may move into Engagement Management, Solutions Engineering, or Product roles.

Requirements

0–3 years of professional experience.
A degree in Computer Science, Economics, Business, Data Analytics, Mathematics, Engineering, or a similar analytical field.
Ability to structure ambiguous operational questions into analyses, work with raw data such as exports, API responses, and unfamiliar schemas, and identify patterns across data sets and engagements.
Ability to learn new tools and schemas quickly, think in systems, read scripts, automate repetitive tasks, and debug configurations.
Basic knowledge of APIs, data sync, and webhooks sufficient to diagnose problems and communicate with engineers.
Ability to manage several concurrent workstreams, follow through without close supervision, and build repeatable processes.
Ability to communicate complex information clearly on client calls and write clear summaries, feature requests, and status updates.
Ability to work across engineering, product, and customer teams.
Comfort using AI-assisted development tools such as Claude Code and Cursor.

Nice To Haves

Python experience.
Business intelligence tool experience.
Exposure to enterprise SaaS, workforce management, or labor operations.

Responsibilities

Own defined deployment workstreams, including go-live preparation, configuration troubleshooting, and manager training.
Lead relevant client calls and bring technical and analytical depth to customer conversations.
Translate employer data and rules into system-ready configurations.
Own solution-design details in pilots and early-stage deployments, and contribute to validation and user acceptance testing.
Surface field-level product gaps to Product and Engineering using deployment data.
Write feature requests informed by patterns across customers.
Build deployment-health dashboards, cross-customer operational analyses, and adoption and usage metrics.
Run ad hoc data pulls for customer-facing materials, including board decks and QBR materials.
Create reusable templates, scripts, playbooks, and analytical frameworks to make subsequent deployments faster.
Support the data warehouse and internal analytics infrastructure as it develops.