Our Company

At Sketchy, we’re transforming how students learn by turning complex topics into unforgettable visual journeys. Our mission? To help students master challenging material, achieve higher scores, and bring their knowledge to life through interactive cases. Through a combination of art, science, and cutting-edge technology, we enable students to learn, retain, and practice effortlessly. The short version? We’re here to make better clinicians.

Position Summary

We’re looking for a proactive and detail-oriented Operations Associate to support our institutional sales and operations teams. This role is ideal for someone who thrives on keeping teams focused, managing follow-ups, and ensuring that critical projects, especially those tied to revenue generation, move forward efficiently.

You will work directly with senior leadership to streamline operations, track institutional sales performance, and ensure cross-functional alignment. If you're organized, reliable, and energized by fast-moving teams and high-stakes projects, we’d love to meet you.

Sketchy is hiring remote employees in these select US states: California, Colorado, Florida, Illinois, Massachusetts, Michigan, New Jersey, New York, Pennsylvania, Texas, Utah, and Washington!  

Responsibilities:

• Track action items and ensure deadlines and commitments are met across internal stakeholders
• Prepare and maintain weekly sales performance reports and dashboards (e.g., pipeline updates, conversion metrics, lead activity)
• Support sales enablement activities, including coordinating outreach campaigns, updating CRM records, providing conference support, and preparing decks or collateral
• Schedule and facilitate key meetings, including preparing agendas, taking notes, and driving post-meeting follow-through
• Identify and propose process improvements to boost efficiency and clarity across operations
• Act as a communication liaison between leadership and cross-functional teams to maintain alignment
• Collaborate on ad hoc projects as needed

What We’re Looking For:

• 3+ years of experience in an operational, administrative, or project coordination role – ideally within a sales, startup, or SaaS environment.
• High attention to detail, responsiveness, task prioritization, and strong organizational skills
• Proven expertise in CRM entry and management (Hubspot experience strongly preferred)
• Proficiency in productivity and reporting tools (e.g., Google Workspace, Slack, Coda/Notion, Excel/Sheets)
• Confidence executing quickly and smoothly in a hybrid or remote-work office environment
• A self-starter with excellent communication skills and a collaborative, get-it-done attitude
• Interest in EdTech is a plus

If you don’t have 100% of the bullets listed above, that’s okay! We know there are no perfect applicants. If you are passionate about making a meaningful difference, we want to hear from you! Learn more about Sketchy’s culture at sketchy.com/careers. 

Who you will work closely with

• Adam Grey – Head of Strategy & Operations (hiring manager)
• Girish Krishnaswamy – Chief Executive Officer
• Patrick Boyce – Chief Financial Officer

Salary Range

$75,000 - $85,000 annual salary plus a performance-based annual bonus and stock options

Our Perks 

• 100% Individual Health Coverage - We got you covered!
• Equity - From day one, you’ll have a stake in our future growth. 
• 401(k) - We support your financial future with up to 5% matching. 
• Annual Company Retreat in Cool Places
• Flexible Time Off 
• Annual Work Anniversary Stipend 
• Monthly Wifi & Phone Reimbursement 
• Short Term & Long Term Disability 

Sketchy Group LLC is an Equal Opportunity Employer. All applicants will receive consideration without discrimination on the basis of race, religion, color, sex, age, sexual orientation, marital status, national origin, disability or any other basis prohibited by applicable law.