Dripos is an all-in-one solution for coffee shops that handles everything from point of sale to accounting for our customers. We look to bring people into our data-driven and iteration-based company, which believes in transparency and candor.

About Dripos

Dripos is transforming the coffee shop and restaurant industry with the premier all-in-one software solution. From point of sale and mobile ordering to payroll, supply chain, and more — Dripos does it all. Backed by leading investors including Base10 Partners, Cota Capital, and Y Combinator’s Michael Seibel, Dripos is growing day-by-day.

We are a data-driven, fast-moving team that believes in transparency, iteration, and building side-by-side with our customers. Learn more about us from some of our press:

• TechCrunch: Dripos raises $11M Series A
• Stripe: With Dripos, it's no tall order running a coffee shop

About the Role

As a Payroll Support Specialist, you’ll play a pivotal role in supporting our customers using our payroll platform and overseeing the successful processes and procedures related to it. In this role, you’ll act as a key partner to both clients and internal teams — becoming an expert on our platform, answering payroll-related inquiries, resolving issues in collaboration with our payroll processor, and maintaining clear, up-to-date documentation. Your work will directly impact our payroll customers' satisfaction and operational efficiency as we scale our payroll offering.

You’ll be a key player in ensuring accuracy and peace of mind for our customers, helping them navigate one of the most complex and sensitive parts of their business and our product. You’ll work cross-functionally with our product and success teams to make sure every customer interaction is handled with care, precision, and empathy.

What You’ll Do

• Own Payroll: Act as our company's expert on payroll operations, supporting both our customers and our team.
• Own Partnership: Collaborate with our payroll partner to resolve issues.
• Own Relationships: Build genuine and strong relationships with our customers, from multi-unit high-growth shops to third-wave single-units all across the United States.
• Support Excellence: Respond to customer inquiries via phone, text, and email with a problem-solving mindset.
• Product Expertise: Become an expert in all aspects of our product and build product knowledge resources.
• Product Feedback Loop: Collaborate with team to relay product feedback directly from customers.
• Process Iteration: Take part in weekly inter-team retrospectives to reflect, share feedback, and improve how we work and serve.
• Cross-Team Communication: Act as a conduit between customer insights and internal teams to influence product direction.

What We’re Looking For

• Experience with payroll platforms, HRIS tools, or small business accounting
• Passion for customer experience and a genuine desire to help businesses succeed
• Comfort working with numbers, taxes, compliance topics, and documentation
• Strong communication skills — especially in explaining complex topics simply
• High attention to detail and ability to juggle multiple deadlines
• A steady presence in stressful or high-priority situations
• A strong sense of ownership and accountability.
• Bonus: familiarity with tools like Gusto, ADP, or QuickBooks

Culture & Benefits

At Dripos, we embrace a “no-rules rules” philosophy — empowering autonomy, trust, and creativity.

• MacBook + all tech provided
• Catered daily lunch & late-night dinners
• Mental health or gym stipend
• Unlimited PTO
• Dog-friendly Manhattan office with full kitchen and snacks
• Full medical, dental, vision, life insurance & 401k
• Offsite team retreats & ongoing development support

Work Environment

This is a fully in-person role at our Manhattan office. We believe in the power of close-knit spontaneous collaboration, which is why our team is together five days a week!

Interview Process

We keep our process fast and human:

1. Phone Screen – Light intro to see if there’s mutual fit.
2. Zoom Interview – Deep dive into your experience and our culture.
3. On-Site Interview – Meet the team, work through real-world scenarios, and get a feel for the environment.

At Dripos don't like putting people into buckets, you are responsible for completing features from start to finish. Our product spans multiple apps (React-Native), websites (React, Next.js), and servers (MySql, Express) with daunting and complex real-time integrations between all of our services. Despite the product complexity and feature independence, we are a tight-knit team that collaborates closely to achieve our goals.