Support Specialist, Contract

Handshake was founded on a simple belief that everyone deserves a path to a great career, regardless of where they went to school or who they know. Today, we power 25 million job seekers, 1 million+ employers, and 1,600 educational institutions.

In 2025, we started Handshake AI and built the fastest-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations, publish benchmarks, and push the boundary of data. We’ve grown from $0 to ~$1B run rate and pay ~$60M to over 30K individuals every month.

Handshake is looking to bring on a Support Specialist, Contractor to provide support to our employer, student, and career services users. This role is a 6 month contract with the possibility of contract extension or conversion to our permanent Support Specialist role upon evaluation of fit for the role and company needs. At its core, this is a technical enterprise support role: you'll provide strategic email, phone, and video consultation and support for customers and users from small organizations to huge marquee brands like Google, Amazon and Cornell University so you'll need to demonstrate confidence in every setting with them. If you are resourceful and attuned to detail, love digging into a complex and technical product, building strong relationships with customers and team members, and solving a wide variety of questions, bugs, and workflow needs - this is the role for you!

You will work closely with our Support Team to provide efficient and effective support and contribute to an overall seamless experience for users. You will help unblock our users, share trends and learnings with the Support, Success, and Product Teams, and continue to improve the customer experience and our team operations. As an advocate for our career centers, students, alumni, employers, and Handshake AI fellows you’ll improve the Handshake user experience and make an impact on our mission to democratize opportunity.

• Contribute 40 hours per week during our business hours, Monday through Friday. Provide amazing email and phone support to Handshake customers via internal ticketing systems. Your day-to-day will consist of:

  • 90%: resolving questions, bugs, feedback, and general inquiries. See daily averages below:

Here’s an overview of our hiring process. You can read more about it below:

• Take home test: You’ll be asked a series of interactive questions that may require answers in several formats and you should expect to spend up to 1.5 hours creating your responses. Be sure to be as detailed as possible and answer all parts of the prompt. You are welcome to use AI tools as part of your process. Please indicate which tools you used and how in your response, and ensure the final response is ultimately in your own words, as this is a key part of our evaluation. This enables us to learn more about you and see how you approach certain scenarios. It’s also a great way for you to see what it’ll be like working with us as the questions are related to day-to-day tasks you’ll be doing on the job.

• Virtual onsite interview: You’ll be meeting with 2 team members, including the hiring manager, for a 45-minute interview. The first part of the interview will consist of a live exercise where we will assess your troubleshooting skills as you share your computer screen and navigate a prompt. During the second half, we’ll ask you a series of questions, and this is a great time to ask any questions you may have.

• Decision: We’ll let you know if we are going to extend an offer or move forward with other candidates.