Sales Engagement Strategy Program Manager

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together.

So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality,  book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.

Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

The Role

The Sales Engagement Strategy Program Manager will play a critical role in the success of the Square Sales and Account Management (SAM) organization’s adoption and sophistication of sales engagement tools and strategies.  You will support our GTM content operational cadence and governance, promote tool adoption and sophistication, and communicate the business impact of programs. You will work with Sales, Account Management Leadership, Marketing, and Product Marketing to maintain an enablement program to align with Square’s global sales strategy. You are a team player who is passionate about building enablement programs aimed at upleveling the skills of our Square Sales and Account Management team and helping them surpass their goals. You will help develop a program that is mission-critical to our organization's ability to grow, hit goals, and develop top talent.   

You Will

• Be part of a team that runs a repeatable global framework for sales engagement for Square, which focuses on content alignment to GTM motions. In your first six to twelve months, you will help build and measure content and programs used for Square’s sales engagement strategy. 
• Support a global content operational cadence and governance program that makes a measurable impact on our performance. This will include supporting an internal reporting structure with cross functional partners on the effectiveness of content engagement strategies used across the SAM team. 
• Collaborate with sales leadership to identify improvements to the ongoing sales engagement strategies, including identifying attribution of content to sales stages and selling motions.

• Collaborate with the Square sales enablement team, including our Learning Experience Design team, QA team, Onboarding team, and Everboarding team to align and map to broader SAM rep programs.
• Work with SAM reps (BDRs, AEs, and AMs) to uncover What Good Looks Like, train on content best practices, and identify metrics and trends from Square Seller (Customer) communications.

• Participate in reporting on the performance of the program and communicate business impact through monthly and/or quarterly business reviews.
• Balance your time between cross functional communication, program operation responsibilities, reporting, and content creation.

You Have

• 5+ years of related experiences in sales, sales training, sales enablement or a related field. 
• Experience working with sales engagement tools like Salesforce, Salesloft or Outreach, Seismic or Highspot, and Gong.
• Experience working with data and analytics tools such as Snowflake and/or Looker.
• Experience in creating playbooks, sales plays, pitch decks, and other customer-facing content and sales engagement processes.
• Experience with sales methodologies, from adoption to governance.
• Direct experience working within sales organizations.
• Experience managing a project from creation to completion.
• Experience measuring and articulating the impact of programs with team members and cross-functional partners.
• A history of facilitating learning experiences through a variety of platforms (in-person / virtual lectures, experiential learning, asynchronous / on-demand).
• Demonstrated experience facilitating learning experiences to customer-facing roles.
• Ability to execute and meet swift deadlines in a fast paced, rapidly changing environment.
• Exceptional written, verbal, and interpersonal communication skills.

We’re working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we’re doing to build a workplace that is fair and square? Check out our I+D page.