Manager, Senior Sales Account Executives (Generalist Vertical)

  • Full-time

Company Description

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 through Afterpay, 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.

Job Description

Square is looking for a passionate leader to develop and manage our remote based sales team. You will be responsible for leading general business outside sales teams focused on selling to SMB businesses within restaurant, retail and service based businesses. This role is a frontline leadership role where you’ll be managing senior Account Executives. Your leadership will directly help Square drive revenue against our annual sales quotas and establish a culture of crisp execution. This role reports directly to our Director, Services & Generalist Sales.

You will:

  • Be a frontline leader whose is obsessed with exceeding quota, execution, accountability and operational excellence

  • Drive Account Executive performance through successful execution of inbound and outbound sourced opportunities of $1M-$50M merchants

  • Coach and support Account Executives through direct co-selling and providing feedback regarding strategies to increase revenue and customer success

  • Data driven mindset - consistent review of performance KPIs  (processing profit, SaaS profit, win rates, activations, activities) 

  • Build a strong sales funnel which will include outbound prospecting to services, restaurant or retail sellers

  • Conduct weekly forecast, deal reviews, loss reviews and pipeline management meetings with Account Executives

  • Perform weekly 1-1s to review performance, development opportunities, and career development

  • Build a high performance sales culture rooted in individual/team development, coaching, recognition, and accountability

  • Ability to embrace and communicate change management along with an ability inspire and motivate team members

  • Align with organizational repeatable sales funnel processes and best practices across multiple teams, including sales development, professional services, and sales enablement/training

  • Ensure adoption of sales tools; salesforce, Highspot, Salesloft, Gong

  • Mentor and develop sales team which includes hiring and enabling new account executives on sales process

  • Use the customer voice to drive product feedback to the product teams


You have:

  • 3+ years of sales management experience with team performance greater than 100% to goal

  • Expertise in creating rigor around sales metrics and managing yourself and/or others to drive to these metrics

  • Managed teams having focused on generating revenue from outbound efforts

  • Experience with prescriptive and repeatable sales processes at scale

  • Success in hiring and onboarding new Account Executives to achieve time to ramp goals

  • Promote working with cross-functional teams and departments in an environment of growth

  • Excellent interpersonal, organizational, presentation, and communication skills

  • Operated in an environment where people are encouraged to share information, constructively debate, and communicate freely

Additional Information

Block takes a market-based approach to pay, and pay may vary depending on your location. U.S locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.

Zone A: USD $195,861 - USD $293,863
Zone B: USD $182,147 - USD $273,291
Zone C: USD $172,289 - USD $258,577
Zone D: USD $166,575 - USD $249,719

To find a location’s zone designation, please refer to this resource. If a location of interest is not listed, please speak with a recruiter for additional information. 

Full-time employee benefits include the following:

  • Healthcare coverage (Medical, Vision and Dental insurance)
  • Health Savings Account and Flexible Spending Account
  • Retirement Plans including company match 
  • Employee Stock Purchase Program
  • Wellness programs, including access to mental health, 1:1 financial planners, and a monthly wellness allowance 
  • Paid parental and caregiving leave
  • Paid time off (including 12 paid holidays)
  • Paid sick leave (1 hour per 26 hours worked (max 80 hours per calendar year to the extent legally permissible) for non-exempt employees and covered by our Flexible Time Off policy for exempt employees) 
  • Learning and Development resources
  • Paid Life insurance, AD&D, and disability benefits 

These benefits are further detailed in Block's policies. This role is also eligible to participate in Block's equity plan subject to the terms of the applicable plans and policies, and may be eligible for a sign-on bonus. Sales roles may be eligible to participate in a commission plan subject to the terms of the applicable plans and policies. Pay and benefits are subject to change at any time, consistent with the terms of any applicable compensation or benefit plans.

US and Canada EEOC Statement

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 a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to race, color, religion, gender, national origin, age, disability, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class. 

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.

Additionally, we consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis.


We’ve noticed a rise in recruiting impersonations across the industry, where individuals are sending fake job offer emails. Contact from any of our recruiters or employees will always come from an email address ending with,,, or,

Block, Inc. (NYSE: SQ) is a global technology company with a focus on financial services. Made up of Square, Cash App, Spiral, TIDAL, and TBD, we build tools to help more people access the economy. Square helps sellers run and grow their businesses with its integrated ecosystem of commerce solutions, business software, and banking services. With Cash App, anyone can easily send, spend, or invest their money in stocks or Bitcoin. Spiral (formerly Square Crypto) builds and funds free, open-source Bitcoin projects. Artists use TIDAL to help them succeed as entrepreneurs and connect more deeply with fans. TBD is building an open developer platform to make it easier to access Bitcoin and other blockchain technologies without having to go through an institution.

While there is no specific deadline to apply for this role, on average, U.S. open roles are posted for 70 days before being filled by a successful candidate.

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