Sr. Principal Software Engineer - Applied AI

Job Description

About Highspot

Highspot is pioneering the category that is fundamentally changing the way companies increase sales productivity. On a mission to transform the way millions of people work with sales enablement, Highspot is committed to building breakthrough software with a spark of magic. We believe a great place to work is about more than the work – it’s about what the company stands for, and how it authentically represents its values in the real world. To this end, we have put intentional focus on creating equitable workspaces for each of our employees. Our goal is to create a culture where everyone feels a deep sense of belonging and is empowered to be an agent of change, with the ability to transform themselves, their workplace, and their world.

About the Role

We are looking for a Principal Software Engineer to join our growing Applied AI team. In this Age of AI, this is a rare opportunity to work at the cutting edge of Generative AI, Context Engineering and Agentic business capabilities. As the Principal Software Engineer on the Applied AI team, you will be responsible for applying Generative AI to deliver Agentic capabilities in Highspot, growing and scaling the AI expertise on the team, setting the direction for Generative AI work, coordinating across multiple engineering teams, and coaching team members. You will work with machine learning experts, data scientists, the leadership team, and product managers to drive the team's technical direction with planned AI engineering investments, to prioritize high-impact business outcomes and to deliver on new opportunities. You will be the leader for Generative AI and Agentic solutions on the team, solving hard technical problems to achieve business outcomes.

What You'll Do

Apply Generative AI to solve hard unsolved challenges in the application of Agentic AI to real-world business challenges

Work with a team of Applied AI engineers that works at the bleeding edge of Generative AI to solve high-impact business challenges.

Grow, coach, build and scale talent on the Applied AI team

Drive operational excellence to achieve enterprise-grade scale, reliability, security, cost-efficiency and performance.

Drive technical direction for building a safe, scalable and reliable Agentic AI platform for all of Highspot

Communicate complex concepts and the results of analyses in a clear and effective manner to technical and non-technical audiences.

Collaborate with other team members and cross-functionally to share knowledge and discuss initiatives.

Your Background

2+ years of experience in Generative AI and Agentic AI systems, including LLMs, context engineering, and modern vector-based retrieval systems.

8+ years working as a professional software developer

A great understanding of Generative AI systems, best practices and experience in shipping Agentic AI into distributed, data-intensive production systems

Experience developing and operating Cloud services at enterprise scale

Strong programming skills in Java, Python, C#, Typescript or equivalent programming languages

Great collaboration with teams with different backgrounds/expertise/functions.

Expertise in full product lifecycle; technical designs, fast shipping, iterative implementation, and successful product launches.

Experience and passion for mentoring and encouraging collaborative teams.

Experience in cultivating a strong engineering culture in an agile environment.

Base salary range: $277,391- $342,391 USD

Employees may also be eligible for bonuses, stock options, and other forms of compensation.

The above represents total expected compensation for this role. Actual compensation will depend on various job-related factors, including, but not limited to, location, experience, and job qualifications.

“Highspot also offers the following employee benefits for this position:

-Comprehensive medical, dental, vision, disability, and life benefits

-Health Savings Account (HSA) with employer contribution

-401(k) Matching with immediate vesting on employer match

-Flexible PTO

-8 paid holidays and 5 paid days for Annual Holiday Week

-Quarterly Recharge Fridays (paid days off for mental health recharge)

-18 weeks paid parental leave

-Access to Coaches and Therapists through Modern Health

-2 volunteer days per year

-Commuting benefits

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Equal Opportunity Statement

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of age, ancestry, citizenship, color, ethnicity, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or invisible disability status, political affiliation, veteran status, race, religion, or sexual orientation.

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