Staff Engineer, Careseeker Success

Staff Engineer, Careseeker Success (Tech Lead)
Remote (US-based required) | Full-time | Engineering

About Caring.com
Caring.com is a leading senior care marketplace helping millions of families navigate the challenges of aging loved ones. As we modernize our technology stack and customer experience, we’re building a nimble, empowered engineering team that values autonomy, pragmatism, and long-term thinking.

The Role
We’re hiring a Staff Engineer to act as Tech Lead for our Careseeker Success team. This team owns the systems our internal care advisors use to guide families through complex decisions — a crucial part of our mission.

You’ll lead the technical direction of a team (4–6 engineers) currently replacing our legacy CRM and call center systems with a new platform built on Hubspot and Twilio Flex. By the time you join, the MVP will be shipped — your focus will be on the roadmap of enhancements, refinements, and user-focused improvements. Beyond that, the team will pivot to AI/LLM-based automation, such as auto-generating follow-up emails and exploring AI-driven voice/chat agents.

This is a hands-on role: you’ll contribute code regularly while guiding architecture, mentoring teammates, and collaborating across the org.

Tech Stack

• New platform: TypeScript, AWS-native services
• Legacy systems: Ruby on Rails
• Tools in use: Hubspot, Twilio Flex
• Experience in these tools is a plus — but what matters most is strong backend and system design expertise

What You’ll Do

• Lead architecture and implementation for a high-impact customer-facing team
• Write high-quality, maintainable code while guiding the team’s technical decisions
• Model and evolve complex business logic and data relationships
• Partner closely with Product, Operations, and Engineering leadership to shape roadmap priorities
• Participate as a member in the Technology Leadership Team, with visibility and influence into all engineering concerns
• Set the tone for engineering excellence and pragmatic, scalable design
• Explore and prototype future-facing AI/LLM opportunities in collaboration with leadership

What We’re Looking For

• 8+ years of professional software engineering experience, ideally in backend-heavy environments
• Proven ability to design complex systems and data models in real-world production contexts
• Strong AWS experience and comfort in modern TypeScript-based development
• Familiarity with Ruby on Rails is a plus (legacy system context)
• Comfortable mentoring junior and mid-level engineers
• Hands-on coding mindset with tech lead maturity — you know when to zoom in and when to step back
• Enthusiastic (or at least curious) about AI/LLMs — you don’t need prior experience, just openness to learning
• A balance of scrappy startup energy and experience with engineering at scale

Why Join Us

• Meaningful mission: helping families in moments that matter
• Remote-first team with smart, supportive colleagues
• High-leverage role in a fast-moving, ambitious engineering org
• Real opportunities to shape our AI direction and technical architecture

What we can offer you: 

• Flexible hours and Paid Time Off policy
• Competitive benefits package – Medical, Dental, Vision, HSA, Life, Disability, and Pet insurance
• 401(k) Employer Match
• Direct relationships with the executive leadership team
• Rapid company growth
• Paid caregiver and volunteer days

Diversity, Equality, and Inclusion at Caring.com

Our history has taught us that treating everyone with dignity and respect is vital to our ongoing success. We embrace and seek out diversity that is inclusive of thought, race, ethnicity, gender, age, religion, sexual orientation, experience, and background. We find that this diversity and openness ensures that all our associates have equal access to opportunities and resources to contribute fully to the organization’s success, and it fuels innovation, improves strategic thinking, and cultivates leadership.

Caring LLC is an Equal Opportunity Employer.