Square · 19 hours ago
Sales Enablement Program Manager, Account Executives
Square is a technology company that provides integrated commerce solutions to sellers of all sizes. They are seeking a Sales Enablement Program Manager to lead the onboarding and ramp enablement for Account Executives, focusing on designing scalable training programs and collaborating with various teams to ensure success in sales operations.
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Responsibilities
Design and implement a 30/60/90-day onboarding experience tailored to Account Executives motions, blending live instruction, digital content, lead coaching, and in-seat application
Partner with AE Leadership to define success metrics, identify capability gaps, and continuously evolve new hire training content based on rep performance and business needs
Create and manage new hire AE assets such as playbooks, certification programs, and manager toolkits
Collaborate with Program Managers, Enablement peers, and cross-functional stakeholders to ensure onboarding content is up-to-date, accessible, and globally aligned
Analyze program effectiveness using data and feedback loops; adjust training plans and rollout strategies accordingly
Qualification
Required
4+ years in Sales and/or Sales Enablement, supporting sales teams
Deep understanding of how to build and scale onboarding programs that reflect real-world sales processes and scenarios
Strong instructional design instincts with the ability to convert strategic objectives into tactical learning
Excellent project management skills; comfortable aligning multiple stakeholders across Sales, Ops, and Product teams
Benefits
Remote work
Medical insurance
Flexible time off
Retirement savings plans
Modern family planning
Company
Square
Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square.
H1B Sponsorship
Square has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (257)
2024 (253)
2023 (260)
2022 (297)
Funding
Current Stage
Public CompanyTotal Funding
$4.8BKey Investors
GICKleiner PerkinsSequoia Capital
2025-08-13Post Ipo Debt· $2.2B
2024-05-06Post Ipo Debt· $2B
2023-01-11Post Ipo Equity
Recent News
2026-01-22
2026-01-20
Company data provided by crunchbase