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Square

Head of Square Enterprise Sales

Sorry, this job was removed Sorry, this job was removed at 06:38 p.m. (CST) on Tuesday, Apr 22, 2025
Remote
Hybrid
8 Locations
305K-457K Annually
Remote
Hybrid
8 Locations
305K-457K Annually

At Square, we're transforming commerce by partnering with our largest and most strategic sellers to enhance their revenue channels. As we push upmarket in our next phase of growth, we're focused on delivering our comprehensive ecosystem to the largest sellers within our key audiences (Food and Beverage, Healthcare, Services, Events, and Payments) - ensuring they experience the full value and innovation Square has to offer.
We are seeking a leader with a proven track record in leading teams, selling, co-selling, and engaging with C-suite accounts, particularly within the Food and Beverage, Healthcare, Services, Events, and Payments sectors. You are entrepreneurial who drives a culture of excellence, consistently exceeding goals and targets. Your passion for developing and inspiring top-tier talent will unite employees, cross-functional teams, external partners, and customers around a shared vision of Square's potential in the upmarket space. You will report into our Head of Sales.
You Will:

  • Develop and implement a strategic vision for the Enterprise Sales Team, ensuring a consistent approach to delivering value for customers and partners.
  • Leverage data-driven insights to inform business strategies and refine our go-to-market approach.
  • Consistently meet and exceed revenue goals and key growth KPIs.
  • Expand and enhance the Enterprise seller experience.
  • Collaborate with the Sales Enablement team to establish effective learning and development plans for team members.
  • Foster a high-performance culture that embodies Square's values of diversity, inclusion, and belonging.
  • Build and maintain strong cross-functional relationships to drive product innovation, marketing support, and new revenue opportunities.


You Have:

  • 10+ years of relevant experience, including 5+ years in management roles.
  • Proven track record of delivering revenue results in a company's largest segment while leading a team of experienced and technical sales professionals.
  • Experience managing geographically dispersed teams.
  • A strong track record of hiring and retaining top talent, developing leaders, and advancing their careers.
  • Comfort with ambiguity and experience in scaling fast-growing teams.
  • Expertise in introducing new products to market and evolving the sales narrative.
  • A passion for Square's mission and values.
  • Experience with technical concepts, customers, and telling stories that balance vision setting with technical detail.
  • Professional and technical knowledge of industry trends and key players in the competitive landscape.
  • Demonstrated success in selling, co-selling, and breaking into C-suite accounts within the Food and Beverage, Healthcare, Services, Events, and Payments industries.


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, based solely on the core competencies required of the role at hand, and without regard to any 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 an inclusive workplace? Check out our Inclusion & Diversity page
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.
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 the candidate's work location and may be modified in the future.
Zone A - Zone D: USD $304,500.00 - USD $456,700.00
Amounts listed above include target variable compensation.
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.

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