# Senior Implementation Specialist

**Company:** [Square](https://hotfix.jobs/companies/square)
**Location:** Remote
**Role:** Solutions Architecture
**Experience:** 4+ years
**Skills:** Project Management, Implementation, Onboarding, Point Of Sale, Payments, Data Migration, AI Automation, Solution Validation
**Posted:** 2026-09-07

> Leads technical onboarding and activation for complex merchants, managing implementation projects and translating business requirements into scalable solutions. Requires 4+ years of customer-facing experience, including 3+ years in project management, implementation, or onboarding.

## Job Description

## Responsibilities
- Lead technical onboarding and activation for new merchants.
- Support pre-sales discovery, scoping, planning, solution validation, and positioning of professional services.
- Own multiple complex onboarding projects, balancing priorities, timelines, and resources.
- Partner cross-functionally with Sales, Account Management, Customer Success, Product, Marketing, and Engineering.
- Communicate technical requirements clearly to technical and non-technical stakeholders.
- Identify and manage risks throughout the onboarding lifecycle.
- Support data entry and data migration for selected sellers.
- Provide guidance on Square’s platform, ecosystem, product capabilities, and limitations.
- Translate seller requirements into feature requests and roadmap input for Product teams.
- Mentor junior team members and contribute to team enablement.
- Identify process gaps and improve workflows using scalable AI-powered automation.
- Travel up to 10% for client meetings, hardware installations, and internal events.

## Requirements
- 4+ years of experience in a customer-facing role.
- 3+ years of experience in project management, implementation, or onboarding.
- Experience managing multiple complex projects across competing priorities, timelines, and resources.
- Ability to distill complex requirements into tailored solutions and communicate technical concepts clearly.
- Working knowledge of project management methodologies, tools, and best practices.
- Experience in the POS, payments, or broader technology industry.

## Benefits
- Remote work options.
- Medical insurance.
- Flexible time off.
- Retirement savings plans.
- Modern family planning benefits.

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