In this role, you will be the ultimate subject matter expert on our benefits platform and the complex technical systems that power it. This role is not your typical support role – it will require you to build strong technical expertise, leverage strong problem-solving skills, and use project management skills to strategically improve our support systems, processes, and product quality.
You will work directly with business leaders and HR admins as their trusted advisor, ensuring they have a seamless experience providing world class benefits to their employees. You will coordinate with cross-functional teams, including Engineering, Product, and Sales, to drive them to resolution. A deep understanding of our platform will allow you to engage with these teams effectively, analyze data to inform decisions, and propose solutions that drive operational efficiency.
If you are looking for a launchpad to your career at a high growth technology company, this role is for you.
- Analyze, troubleshoot, and resolve complex issues through direct customers interface (email, phone, video conference)
- Conduct consultative calls and write detailed explanations that help customers understand complex insurance, compliance, and platform topics
- Develop product and platform expertise, working closely with Engineering, Product, and Operations teams to diagnose and resolve user issues
- Independently investigate and resolve technical problems by reviewing databases, analyzing system logs, and partnering with engineering—then translate findings into clear customer communications
- Build partnerships and relationships with large mid-market and enterprise accounts
- Create and refine documentation to empower users to resolve issues via self-service, reducing dependency on support teams
- Collaborate and advocate with Product and Engineering to proactively improve the platform based on user feedback, ensuring long-term product reliability
- Lead cross-functional projects aimed at identifying inefficiencies in current processes and drive the implementation of long-term solutions
- 3+ years in customer-facing operations or technical support within a complex B2B environment (SaaS, fintech, healthtech, or benefits)
- Excellent written and verbal communication skills—can explain technical concepts clearly to non-technical audiences
- Proven ability to handle high volumes with high quality
- Experience collaborating with engineering teams to resolve customer-impacting issues
- Experience managing and developing large client relationships
- Track record of being "the go-to person" for difficult customer issues and technical questions
- Proficiency in SQL for data analysis and querying, with the ability to interpret datasets
- Experience working with HR administrators on billing reconciliation and payroll deduction reporting
- Experience at fast growing technology companies
- History of proactively building customer-facing resources (help articles, videos, templates) that reduce support volume
We interview rigorously based on integrity, talent, and drive; the trust we display in our teammates from day 1 is a reflection of the confidence we have in this process. We aim to evaluate the things you’ll be doing every day as best we can, and we move quickly. Here's what to expect:
- 30 minute video meeting to talk through your background and interest in Thatch
- 30 minute video meeting with the hiring manager to dive deeper into your experience and the role
- 30 minute video meeting to meet 2-3 members of the team
- 30 minute video meeting with our founders to discuss your approach to culture and our operating principles
We’re a fully distributed early stage company using technology to change the way America does healthcare. We’re a happy, friendly, high-velocity team. You can read more on Thatch here.
Skills Required
- 3+ years in customer-facing operations or technical support
- Excellent written and verbal communication skills
- Experience collaborating with engineering teams
- Subject matter expertise in benefits administration
- Proficiency with support analytics tools
Thatch (thatch.ai) Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Thatch (thatch.ai) and has not been reviewed or approved by Thatch (thatch.ai).
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Healthcare Strength — The company advertises exceptionally generous health coverage delivered through its own ICHRA-based platform and a curated marketplace. Partnerships and add-ons broaden access to services such as mental health, enhancing the perceived depth of coverage.
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Flexible Benefits — Benefits center on personalization, allowing employees to choose individual medical, dental, and vision plans and use remaining allowances via a spend card. Integrations and APIs aim to simplify administration while preserving choice.
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Leave & Time Off Breadth — Unlimited PTO alongside paid company holidays is highlighted as part of the total rewards package. This breadth of time off is positioned within a flexible, remote-first culture.
Thatch (thatch.ai) Insights
What We Do
Thatch is an all-in-one platform that makes it easy to offer your employees the most personalized healthcare experience. You decide what to spend, and your team gets great health benefits.
