About Clasp
We’re a team of builders, united by our passion for simplifying the most complex industries. At Clasp, we’re on a mission to transform the health insurance industry by modernizing and automating the entire benefits experience.
We started in 2023 and our most recent funding was led by key investors such as Base10 Partners, Terrain, and Conversion Capital, firms that have led investments and helped grow companies like Ramp, Rippling, and Blend from the seed stage.
Here’s the problem we’re solving:
Employers collectively spend over a trillion dollars on benefits every year, yet more than 85% of employees find their benefits confusing. This confusion stems from outdated systems and manual processes that lead to errors, delays, and widespread frustration.
Our vision is to create an ecosystem where everyone benefits:
Brokers eliminate busy work and enhance their advisory roles.
Employers receive a tailored, efficient benefits experience with better coverage and service, often at lower costs.
Employees gain clear, accessible information about their benefits, leading to higher satisfaction and engagement.
Partners like HR and payroll platforms expand their offerings effortlessly with our embeddable solutions.
What Will You Do In This Role
As one of our first Operations hires at Clasp, you will play a pivotal role in optimizing and scaling the core systems that power our benefits administration platform. This role sits at the intersection of business operations, client delivery, and product strategy, and will be ideal for someone who enjoys solving complex problems, improving processes, and driving measurable business outcomes. You’ll partner closely with leaders across Product, Engineering, Client Success, and Clients themselves to streamline workflows, onboard new groups, and operationalize insights that shape how Clasp grows.
In this role, you’ll be responsible for:
Client Implementation & Delivery
Lead client onboarding and serve as the operational point of contact throughout the setup process
Coordinate group builds and data setup to ensure accuracy and timely activation
Oversee integration configurations (e.g., carrier feed connections) and troubleshoot as needed
Business Operations & Process Improvement
Own key operational workflows end-to-end, measuring performance and identifying opportunities for automation or scale
Analyze support trends, operational bottlenecks, and data quality issues to design actionable solutions
Partner with Product and Engineering to translate business needs into system requirements and process enhancements
Strategic Projects & Insights
Drive cross-functional initiatives, such as improving client onboarding efficiency, standardizing reporting, or developing new operational playbooks
Gather partner and client feedback to identify patterns and surface insights for leadership prioritization
Contribute to internal documentation and best-practice frameworks to support scale and team enablement
Who You Are:
You could be a great fit if you have:
2–4 years of experience in business operations, consulting, implementation, or customer success, ideally in a technology or startup environment.
Experience with benefits, insurance, or HR technology platforms
Strong proficiency in Excel and comfort working with large, messy datasets
Working knowledge of SQL to pull, join, and analyze data across systems
Strong organizational and project management skills
Excellent communication and interpersonal skills
Ability to multitask and thrive in a fast-paced, evolving environment
Strong attention to detail
Compensation Details:
We offer competitive salaries in line with years of experience and work location. Our benefits include health insurance that is 100% covered, a $5K office budget, and unlimited PTO, among others.
Base compensation for this position ranges from $90,000 -$120,000
Competitive equity stock options
Final offer amounts are determined by experience and expertise and may vary from the amounts listed.
What We Do
Health benefits infrastructure for HR, payroll, and benefits brokers.
