Demo

Senior Sales Manager, Field Sales (Territory Sales) - Midwest

Block
Chicago, IL Full Time
POSTED ON 3/3/2025
AVAILABLE BEFORE 3/27/2025
Square is looking for a senior sales leader to lead our newly established field sales organization. Our goal is to bring a local experience to our Sellers (aka customers/merchants) everywhere. You will engage with our Territory AEs and Sellers in a relevant and authentic way, demonstrate Square's mission of economic empowerment and provide a local presence. You will report into our Head of Field Sales.

You will be responsible for planning, organizing, and leading our field sales teams focused on selling to SMB merchants (less than $50M in revenue) restaurants, retailers and service based businesses in our largest and highest potential markets. This role is a frontline and strategic leadership role where you'll be managing a team of 5-7 quota carrying high velocity Territory Account Executives. You will help build a vision and strategy plan for winning market share in your assigned cities. You will collaborate with cross functional partners to build top of funnel leads, referrals, connect with local partners, attend/host local events within your community to generate new business, kickstarting the flywheel and build Square's brand awareness within designated cities.

Your leadership will directly help Square drive revenue against our annual sales quotas. Your entrepreneurship spirit will be a valuable contribution to developing Square's sales strategy, increasing the size and impact of the team and establishing a culture of crisp execution. This is a great opportunity to participate in our new phase of growth. Travel minimum of 50% to co-sell with the sales team.

This role must located within the Midwest, with a preference for Chicago, Dallas, Austin, or Houston.

You Will

  • Be obsessed with exceeding quota, execution, ownership and operational excellence
  • Build a sales culture that embraces individual/team development, co-selling, coaching, recognition, and accountability
  • Build and execute a business plan with your team that outlines how to capture and retain market share in your assigned cities
  • Data driven - seeks to understand and makes decisions and suggestions through consistent review of KPIs (SaaS, win rates, activations, activities) and identify market growth indicators (drop-ins, in-person sales motion, resources)
  • Be responsible for ramping your team, leading your team to reach KPIs and revenue targets and traveling to perform in-person selling alongside your team.
  • Demonstrate exceptional judgment, and engender trust with your team, peer leadership, senior management and cross functional partners
  • Ability to embrace and communicate change management along with an ability inspire and motivate team members

You Have

  • 8 years of sales success in a high growth company
  • 5 years of leadership experience, experience leading a team of field account executives
  • Experience in high transaction volume SaaS application or financial services sales
  • Proven track record of creating a winning culture that performs at a high level
  • Extensive experience in a metrics-driven sales organization
  • Proven ability to work withcross-functional teams and departments in a rapidly growing environment
  • Proven ability to communicate and manage relationships with senior executives
  • Experience scaling and overseeing a large Field Sales team
  • BA/BS Degree

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.

Block will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and "fair chance" ordinances.

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: USD $198,700.00 - USD $297,000.00

Zone B: USD $184,200.00 - USD $276,200.00

Zone C: USD $174,200.00 - USD $261,400.00

Zone D: USD $164,400.00 - USD $246,500.00

Amounts listed above include target variable compensation.

Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.

Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we’re helping build a financial system that is open to everyone.

Privacy Policy

Salary : $164,400 - $297,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Senior Sales Manager, Field Sales (Territory Sales) - Midwest?

Sign up to receive alerts about other jobs on the Senior Sales Manager, Field Sales (Territory Sales) - Midwest career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$185,449 - $253,579
Income Estimation: 
$258,100 - $398,494
Income Estimation: 
$80,062 - $120,119
Income Estimation: 
$104,680 - $202,844
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$129,120 - $252,029
Income Estimation: 
$211,528 - $292,170
Income Estimation: 
$182,320 - $281,330
Income Estimation: 
$235,449 - $339,477
Income Estimation: 
$111,487 - $161,520
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$129,120 - $252,029
Income Estimation: 
$133,900 - $199,666
Income Estimation: 
$145,632 - $210,169
Income Estimation: 
$182,320 - $281,330
Income Estimation: 
$211,528 - $292,170
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Block

Block
Hired Organization Address Phoenix, AZ Full Time
It all started with an idea at Block in 2013. Initially built to take the pain out of peer-to-peer payments, Cash App ha...
Block
Hired Organization Address Seattle, WA Full Time
Join the Square Account Management team and help our merchants grow their business! The Account Management team partners...
Block
Hired Organization Address Chicago, IL Full Time
Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone...
Block
Hired Organization Address Tampa, FL Full Time
Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone...

Not the job you're looking for? Here are some other Senior Sales Manager, Field Sales (Territory Sales) - Midwest jobs in the Chicago, IL area that may be a better fit.

Senior Field Marketing Manager

Sales Talent Agency, Chicago, IL

AI Assistant is available now!

Feel free to start your new journey!