Principal Content Designer

📄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, 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 Principal Content Designer to join Square. The role reports into the content design team, and will be focused on improving the seller experience across the Square ecosystem.

We believe good content is crucial for Square—clear and approachable language helps people understand how their business is performing, what their customers need, and guides them towards achieving their goals. As a principal-level designer, you'll help serve a critical leadership function within the content design team—elevating peers by reviewing work, mentoring, and coaching across disciplines.

You Will

Work alongside other content designers, product designers, researchers, product managers, analysts, and engineers to understand customer needs, define requirements, drive alignment, and align on business goals

Develop a UX and content strategy point of view and craft clear and compelling narratives to illustrate proposed solutions and influence the product development process from ideation to launch

Find intuitive and elegant content solutions, crafting experiences that resonates with our existing and growing audience and provides measurable value to the business

Leverage AI tools to design, automate and scale processes across the team

Seek feedback on your work, build consensus among your team, and bring stakeholders along with your recommendations

Get to know the Square brand and work with content designers and copywriters to keep refining our voice and building out our style guide

Set a high bar for writing quality and lead efforts to evangelize and update our style guide

Be responsible for scope beyond UX experiences: you'll help craft organization and company-wide strategies and approaches that bring Square closer to achieving its mission

You Have

10+ years of experience as a Content Designer, UX writing, product content strategy, or whatever you happen to call it

Exceptional writing/editing skills and passion for the craft, plus strong design/systems thinking and product strategy chops

Experience working with company leadership and presenting to executives

The ability to apply consumer insights and metrics to inform design decisions and influence company-wide strategy

Built foundational frameworks, guidelines, and content systems

Have familiarity with and curiosity in using AI tools to influence strategy, scale processes and assist with execution

*Please include a portfolio of your work in order to be considered

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.

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:$207,900—$311,900 USDZone B: $207,900—$311,900 USDZone C:$207,900—$311,900 USDZone D:$207,900—$311,900 USDUse of AI in Our Hiring Process

We may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws.

Contact us here with hiring practice or data usage questions.

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

Block

Block

Principal Content Designer

New York, NY, United States of America
Full-Time
Lead

Posted Dec 2, 2025

via greenhouse

Land Your Dream
Remote Design Job

🎯

Direct from Source

Jobs pulled straight from company career pages, not recycled from other boards.

First to Apply

See jobs before they hit LinkedIn or Indeed. Less competition, more callbacks.

📬

Daily Job Alerts

Get matched jobs delivered to your inbox every morning.

Loved by 10,000+ designers
Remote designers working
mei lin

mei lin

product designer @ fintech startup

ok so i was mass applying on linkedin for like 3 weeks with zero responses. found this site, applied to 4 jobs and got 2 interviews?? one of them was a company i literally never heard of before. starting there next month lol

Jan 13, 2026

Marcus J

Marcus J

Senior UI Designer

The early access thing actually works. Applied to a role at 6am, recruiter told me I was one of the first 10 applicants. That never happens on other sites

Jan 10, 2026

em

em

Brand Designer

finally a job board thats not 90% engineering roles. i dont have to scroll past "senior backend engineer" 50 times to find actual design jobs anymore thank god

Dec 18, 2025

James

James

Motion/Video

Was super skeptical paying for a job board tbh. But the listings here are different - found 3 motion design roles I didnt see anywhere else. Got an offer from one of them

Jan 12, 2026

Liv Park

Liv Park

Visual Designer

the filters!! they actually work lmao. remote only + senior level + $120k minimum = exactly what i needed. no more wading through irrelevant postings

Dec 30, 2025

D. Martinez

D. Martinez

Product Designer

Landed at a series B startup that wasnt even on my radar. They posted here exclusively before going to linkedin. Thats the whole value prop right there

Jan 5, 2026

Aisha

Aisha

UX Designer

love the daily email. just 5-6 jobs every morning that are actually relevant. not like indeed where you get 100 notifications for roles you'd never apply to

Jan 12, 2026

Chris A.

Chris A.

Design Lead

Been in the industry 12 years. This is the first job board that feels like it was made by someone who actually understands what designers are looking for. Simple as that.

Jan 10, 2026

nina w

nina w

IxD

5 applications, 3 interviews. my linkedin ratio is like 50 apps = 2 interviews maybe. the quality here is just different idk how else to explain it

Dec 14, 2025

Tom R.

Tom R.

Design Systems

Somehow every job here feels hand-picked? Like someone actually looked at it before posting. Rare for job boards these days.

Jan 8, 2026

sofia

sofia

freelance ui/ux

i use this mainly for contract gigs. way better selection than upwork and the companies are actually legit. found 2 long-term clients here already

Dec 28, 2025

K. Thompson

K. Thompson

Senior Product Designer

Left my FAANG job last year. This site helped me find a fully remote role at a smaller company with way better work-life balance. No regrets

Jan 6, 2026

rachel m

rachel m

UX Researcher

not strictly a designer but the ux research roles here are solid. found my current job through here - fully remote, great team, good pay. 10/10

Jan 11, 2026

Andre

Andre

UI Designer

my only complaint is i wish i found this sooner lol. spent months on linkedin applying to jobs that probably had 500+ applicants already

Dec 22, 2025

Jen Liu

Jen Liu

Product Designer

The fact that its designer-focused makes such a difference. I actually trust that when I click on a job its gonna be relevant to what I do

Jan 9, 2026

mike

mike

graphic design / illustration

as someone whos not strictly in tech/product design, i appreciate that theres actually graphic design and illustration roles here too. hard to find elsewhere

Jan 4, 2026

Priya S

Priya S

Design Lead

Used to spend hours filtering through garbage on other sites. Now I just check here once a day. Saves so much time and mental energy honestly

Dec 31, 2025

alex t

alex t

product designer

got my job through here. applied on a tuesday, had a call thursday, offer the next week. the whole process was surprisingly fast

Jan 14, 2026

Questions, answered.