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[Hiring] Customer Operations & Writing Specialist @Clerky, Inc.

July 16, 2026

Jul 02, 2026 - Clerky, Inc. is hiring a remote Customer Operations & Writing Specialist. 💸 Salary: $12K. 📍Location: Worldwide.

Here at Clerky, we build software to make legal paperwork easier for startups and their attorneys. We're profitable and growing sustainably. We're the most popular way for high-growth technology startups to form, and are also used by many top-tier startups for hiring and fundraising.

As a Customer Operations & Writing Specialist at Clerky, you will be the voice of the company to thousands of startup founders, investors, and attorneys. These customers use Clerky to get critical legal paperwork done, often on a tight timeline. Our success is based on word-of-mouth, so we have a strong culture of providing world-class service (ask us about our satisfaction ratings!). We are rabidly customer-centric.

What Makes Customer Operations Different at Clerky

It’s a lot harder here. Helping our customers can be unusually challenging due to the nuanced and specialized nature of their questions. Doing the job well can require a lot of iterative feedback, so we're looking for someone who thinks critically about their writing and is always looking for ways to improve. Along the way, you'll also pick up a lot of knowledge about startups and startup law.

The challenges never stop. The level of learning and craftsmanship that goes into writing responses to our customers requires intense focus. If you’re looking for the kind of position where you can easily master all the information at the beginning and work in a way that does not require intense focus, this position will probably not be a good fit for you. On the other hand, if you love learning and constantly challenging yourself, this position could be a good fit for you.

There are often no right answers. We’re often not able to provide definitive answers to the questions we receive. In many cases, the best we can do is to equip our customers with the information they need to be able to figure out the right answer on their own, or to understand that it isn’t possible to figure out what the right answer is. If you prefer an environment more oriented around providing definitive answers, this position may not be a good fit for you.

Minimum Requirements

Genuine love for helping people
High emotional intelligence
Logical / analytical thinker
Exceptional written English communication skills, including the ability to write precisely and succinctly
Extremely detail-oriented
Comfort with working remotely and independently
Technologically savvy - you should be confident in your ability to use new software without training
Appreciation for giving and receiving feedback often (often several times a day)
Natural internal motivation to constantly strive for excellence in everything you do

How We Work

Clerky has been remote-first for many years, long before COVID. We’re very familiar with working remotely, and enjoy it.
Our team is small, so everyone's contributions matter. We work efficiently, autonomously, and with great respect for each other.
We work openly and collaboratively. We’re here to support you in being successful in this role. You'll work closely with other team members to ensure our customers are getting the best possible support and experience.
Everyone on our team works hard, and we trust team members to know what will help them be most productive. Schedules are flexible as long as there is adequate team coverage.
We want to help you grow, so we have a budget for books, courses, tools, or whatever other educational resources you need to be successful.
We offer top-of-market compensation and benefits and the opportunity to learn a lot while helping our customers through an exciting time in their lives.

Responsibilities

Writing thoughtful and empathetic replies to customer emails using our help desk software, Help Scout
Writing and maintaining help center articles, and identifying topics for new articles based on customer inquiries
Working with our engineering team to debug software issues our customers encounter
Using our software to develop and manage new ways for our customers to complete legal paperwork
Assisting product team by testing new features and bug fixes, and conveying customer feedback
Spotting trends in customer issues that other team members should be alerted to

This is a 100% remote position. You'll be able to work from home (or from anywhere else). We offer top-of-market compensation and benefits, reasonable hours, and reasonable customers. No legal experience or background is necessary or preferred.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...