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Software, Marketing Automation, CRM, Sales Software, Content Management

Principal Software Engineer- AI Context

Cambridge, Massachusetts, United StatesHybridFull TimePrincipal$313,800–$502,080 /yrPosted 2 months agoVisa sponsorship available

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Role summary

HubSpot's AI Context group is seeking a Principal Software Engineer to shape the future of their AI-powered customer platform. This role involves deep architectural thinking and hands-on execution to build and evolve a complex ecosystem of ingestion, processing, storage, and AI/ML data infrastructure. The ideal candidate will have expertise in distributed systems, platform engineering, and AI/ML data infrastructure, with a proven track record of delivering high-impact initiatives. This individual will provide technical leadership, mentorship, and drive strategy alignment across the AI context group, influencing industry standards for the emerging AI stack.

POS-31594

About the Group

The AI Context group builds the foundation for AI-powered experiences across HubSpot. We mine, curate, and reconcile facts about our customers, their customers, and their business processes to supercharge every customer experience.

We operate on large and diverse data:

  • Our context platform digests billions of events, calls, chats, emails, and other unstructured documents to keep our views on our customers' businesses up to date and actionable
  • The platform is not a single pipeline, but a full ecosystem of ingestion pipelines, storage layers, synchronization systems, AI/ML data infrastructure, and developer frameworks to power the next generation of intelligent, extensible AI features.

About the Role

We're looking for a Principal Software Engineer to play a defining role in this platform's future. This individual will have a proven track record of delivering projects with significant product-line or company-level impact, often in ambiguous or complex technical environments. They move across domains with ease, challenge existing assumptions, and redefine what's possible through deep architectural thinking and strong execution.

At HubSpot, Principal Engineers are not only technical strategists but builders: trusted with end-to-end delivery of complex initiatives. This engineer will help shape the technical direction of a critical strategic differentiator for HubSpot and industry standards for a critical component in the emerging AI stack – the context layer.

Key Expectations

  • Platform-scale ownership: Helps influence/drive technical direction across the entire AI context group. You'll work across ingestion, processing, storage, sync, reliability, and intelligence surfaces.
  • AI/ML Fluency: our group is made of world class experts in machine learning and AI and we help power AI experiences across HubSpot. The depths of your skill and expertise will be tested internally by our systems and externally by our partners.
  • Hands-on, high-leverage contributor: You ship software—not just prototypes. We expect deep technical engagement in the systems you influence, including ownership of large, high-impact initiatives.
  • Distributed systems expertise: You've operated and evolved large-scale, fault-tolerant, cost-efficient systems. You're comfortable scaling across billions of events per day and guiding design around availability, throughput, and latency.
  • Architectural leadership: You define and drive reusable platform patterns across ingestion, processing, quality, sync, and observability.
  • Strategy alignment: You align platform architecture with HubSpot's CRM, AI/ML, and extensibility goals, ensuring infrastructure enables product evolution—not constrains it.
  • Technical mentorship & leadership: You're recognized as a mentor and multiplier. Others seek your input for design reviews, incident postmortems, and architectural bets.
  • Cross-functional influence: You partner with product and engineering leadership to define strategy, scope opportunities, and execute for product-line-wide outcomes.
  • Rapid domain acquisition: You move into unfamiliar areas quickly and meaningfully contribute—whether it's a new tech stack, domain model, or organizational challenge.
  • Internal and external impact: You elevate HubSpot's brand, help attract and retain senior talent, and share your knowledge across the company.

*We know the**confidence gap* *and* *impostor syndrome* *can get in the way of meeting spectacular candidates, so please don't hesitate to apply — we'd love to hear from you.*

*If you need accommodations or assistance due to a disability, please reach out to us* *using this form**.*

*At HubSpot, we value both flexibility and connection. Whether you're a Remote employee or work from the Office, we want you to start your journey here by building strong connections with your team and peers. If you are joining our Engineering team, you will be required to attend a regional HubSpot office for in-person onboarding. If you join our broader Product team, you'll also attend other in-person events, such as your Product Group Summit and other gatherings, to continue building on those connections.*

*If you require an accommodation due to travel limitations or other reasons, please inform your recruiter during the hiring process. We are committed to supporting candidates who may need alternative arrangements*

*Massachusetts Applicants:* *It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.*

*Germany Applicants:* *(m/f/d) - link to HubSpot's Career Diversity page* *here**.*

*India* *Applicants:* *link to HubSpot India's equal opportunity policy* *here**.*

About HubSpot

HubSpot (NYSE: HUBS) is an AI-powered customer platform with all the software, integrations, and resources customers need to connect marketing, sales, and service. HubSpot's connected platform enables businesses to grow faster by focusing on what matters most: customers.

At HubSpot, bold is our baseline. Our employees around the globe move fast, stay customer-obsessed, and win together. Our culture is grounded in four commitments: Solve for the Customer, Be Bold, Learn Fast, Align, Adapt & Go!, and Deliver with HEART. These commitments shape how we work, lead, and grow.

We're building a company where people can do their best work. We focus on brilliant work, not badge swipes. By combining clarity, ownership, and trust, we create space for big thinking and meaningful progress. And we know that when our employees grow, our customers do too.

Recognized globally for our award-winning culture by Comparably, Glassdoor, Fortune, and more, HubSpot is headquartered in Cambridge, MA, with employees and offices around the world.

Explore more:

  • *HubSpot Careers*
  • *Life at HubSpot on Instagram*

*HubSpot may use AI to help screen or assess candidates, but all hiring decisions are always human. More information can be found* *here**. By submitting your application, you agree that HubSpot may collect your personal data for recruiting, global organization planning, and related purposes. We may use CLEAR ID Verification during the hiring process to confirm your identity and help maintain a safe, secure, and trusted experience for all candidates. Refer to HubSpot's* *Recruiting Privacy Notice* *for details on data processing and your rights.*

Sample HubSpot interview questions

  • 1

    What does the infrastructure look like for an emoji only chat service scaling across the US and Europe and how do you map the incoming traffic?

    system designmedium
  • 2

    Design a Weather System

    system designmedium
  • 3

    Architect a service that shortens URLs like TinyURL.

    system designmedium
  • 4

    Explain your methodology for executing a large scale server update in a live environment, focusing on deployment phases, risk tracking, and reversion triggers.

    system designmedium
  • 5

    Longest Consecutive Sequence Determine the length of the longest consecutive elements sequence. Input: nums = [0,3,7,2,5,8,4,6,0,1] Output: 9 Explanation: The longest consecutive sequence is 0 through 8 (length 9), utilizing a hash set to check connectivity in linear time.

    codingmedium

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