About Actively

Actively is building superintelligence for GTM teams. We train custom reasoning agents to think like a company's best sales reps, and then use them to evaluate millions of datapoint about every single prospect account in the company's TAM to feed their sales reps the optimal actions to take every day to maximize revenue.

Our customers include some of the fastest-growing companies out there - Ramp, Verkada, Justworks, Ironclad, etc. - for whom we've driven hundreds of millions of dollars in added revenue in the past year.

We've raised over $22.5M in funding, including a recent Series A led by Bain Capital Ventures

The Role
We're looking for a Prompt Engineer to help improve the quality and performance of our AI-generated content and intelligence outputs across deployments at scale. You'll be responsible for reviewing outputs, identifying quality issues, writing structured evaluations, and iterating on prompts to improve downstream performance.

This role sits at the intersection of product, customer experience, and AI quality. You'll work closely with our founding team and engineers to ensure our outputs are not just technically correct, but contextually smart, on-brand, and tailored to each customer's needs.

What You'll Do

Review AI-generated outputs for quality, tone, and relevance across customer use cases
Flag issues, edge cases, or patterns that impact output quality
Design and write evals to measure prompt performance at scale
Tune prompts to improve consistency, accuracy, and personalization
Track emerging prompting techniques, model updates, and tooling trends
Collaborate cross-functionally with product, engineering, and customer success

What We're Looking For

Strong judgment for what "good" and "bad" looks like in AI-generated communication
Experience writing, testing, and refining prompts for LLMs (e.g. GPT-4, Claude, etc.)
Ability to identify patterns in errors and turn them into scalable evaluation logic
A background in sales, product, BizOps, or customer-facing roles is a plus
Familiarity with tools like AI-native automation platforms
Comfortable working in a fast-paced, iterative environment
Bonus: interest in the future of AI agents and their role in go-to-market workflows

Why Join Now

Help shape a core layer of the Actively AI engine and user experience
Work directly with a technical founding team at the forefront of AI for sales
Be part of a fast-growing startup with customers who care deeply about quality
Flexible structure to start - part-time or contract-based, with room to grow

Benefits:

Competitive Early-Stage Equity
Health, Dental, Vision Coverage
Unlimited PTO + Recharge Days
Catered Lunch on Tuesday & Friday w/ Dinners Everyday!
Fully Stock Kitchen
Cutting-Edge Tech & Tools
Annual Off-sites & Monthly Events
Commuter Benefits
Cozy Office in NYC

Actively AI

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Prompt Engineer