Square Sales & Market Insights Lead

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
We're looking for a sales and marketing-savvy insights lead to join Block's Customer Insights team, supporting Square sales, marketing and design across brand, creative, messaging, and positioning. You'll own the learning agenda that fuels breakthrough go-to-market strategies and manage a small team of researchers who combine rigorous methods with AI-driven insights to surface seller and buyer truths at speed. This role blends deep research craft, storytelling excellence, and people leadership to influence everything from brand equity to campaign creative.This role combines deep research expertise with emerging technology, leveraging AI and automation to accelerate insights and scale the impact of market research.
You Will

• Serve as the strategic insights partner to the Square CMO, Head of PMM, Sales Leadership, Design leaders, translating customer signals into clear strategic decisions.
• Define and socialize an insights roadmap that aligns to Product & Brand Marketing, Sales Strategy, and Growth Product OKRs to influence who we go after and how we show up.
• Develop and scale programs that disseminate research broadly across Square and ensure our customer remains at the forefront of key strategic initiatives.
• Lead foundational studies-segmentation, market sizing, and whitespace discovery-that shape positioning and go-to-market strategy.
• Own Square's global brand health, creative-testing, and panel research programs, tying leading indicators to business outcomes.
• Support Marketing, Product, Design & Data Science leadership to drive strategy, roadmaps, and execution.
• Craft compelling, visually engaging deliverables and present recommendations to executive stakeholders.
• Coach and develop a multidisciplinary team of quantitative and qualitative researchers; foster a culture of experimentation and continuous learning.
• Manage vendor relationships, research governance, and budget to scale impact efficiently.
• Partner closely and collaborate with Square UXR and Analytics leaders to drive connected and comprehensive insights across the org to improve awareness, conversion and engagement.
• Integrate AI techniques into research practices such as using LLM-powered tools for summarizing, generating and accelerating insights.

You Have

• 12+ years in B2B, Sales, or marketing insights with 5+ years leading high-impact teams in tech or fintech.
• Proven record of influencing brand positioning, creative effectiveness, and product launches through data-driven storytelling.
• Exceptional communication skills and composure when presenting to VP/C-level audiences; able to adapt to multiple leadership styles.
• Expertise in quantitative & qualitative methods (segmentation, MaxDiff/Conjoint, brand equity, concept testing, ethnography) and survey design (b2b sampling, weighting, stratification).
• Track record of running multiple simultaneous projects with strong attention to detail, transparency, and a bias for action.
• Applied knowledge of and openness to using AI tools (i.e. ChatGPT, Claude, etc.) in research for automation, synthesis and insight acceleration.
• Experience with global/international research (particularly the United Kingdom and Australia) is a plus.
• Experience with syndicated research tools is a plus.

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 .
While there is no specific deadline to apply for this role, U.S. roles are typically open for an average of 55 days before being filled by a successful candidate. Please refer to the date listed at the top of this job page for when this role was first posted.
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.
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.
Zone A:
$239,600 - $359,400 USD
Zone B:
$239,600 - $359,400 USD
Zone C:
$239,600 - $359,400 USD
Zone D:
$239,600 - $359,400 USD
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.