About this opportunity
Flodesk, Inc. lists this Sr. Product Manager, AI New opportunity in northern, Kentucky. Review the employer’s description below for duties, qualifications and application requirements.
Job description
Flodesk is recognized in the Inc 5000 as one of the world's fastest-growing email marketing companies, built to help entrepreneurs sell online and design emails that people love to get. We're committed to giving small businesses simple and intuitive tools that help them grow, nurture, and monetize their email list.
We’re a remote-first company headquartered in San Francisco with a globally distributed team, including in-person hubs in Da Nang (Vietnam), Barcelona (Spain), and Menlo Park (California). Our team reflects the diversity and creativity of the people we serve. Join our mission to level the playing field for small business owners through good design.
About the role
Flodesk is building toward a future where small business owners do not need to be expert marketers to grow. Today, our AI helps members create and edit emails, but that is only the starting point. We are building a system that can understand a member's business, brand, audience and past performance, then help turn a goal into a complete marketing campaign across email, workflows, forms, sales pages, segmentation, scheduling, analytics and recommendations.
Reporting to the Head of Product, AI Systems and Core Experience, you will shape how that system behaves and how we know it is good. You will own Flodesk's prompts, agent instructions, quality definitions, evaluation criteria and continuous-improvement loop. You will work directly with prompts, outputs, traces, research and product tools, partnering with engineers on code and infrastructure.
This is not traditional product management conducted through specs and roadmaps alone. It is a hands-on product role that connects product, language and AI systems. You will need to understand how context, models, tools, product state and structured outputs come together to create a member experience, then identify the right change when that experience fails. You are not expected to build or deploy production code, but you must be able to operate the prompt and evaluation system independently.
What you'll do
Manage member-facing AI behavior across prompt-to-create, agentic editing and future jobs such as segmentation, scheduling, analytics and recommendations
Create, test, version and document prompts and agent instructions, with a clear record of what changed, why it changed and how behavior improved
Define what context, member data, tools and product state the AI needs to do a job well, then translate those needs into clear requirements and acceptance criteria
Own Flodesk's AI evaluation practice, including representative datasets, behavioral scenarios, scoring rubrics, regression coverage and human review
Run the recurring evaluation and quality-monitoring process independently using available tools. Set baselines and release gates for prompt, model and agent changes
Review traces and complete AI interactions to diagnose whether a failure most likely comes from the prompt, context, model, tool, product structure or implementation. Fix what you own and turn the rest into clear, actionable changes for engineering
Turn member research, support feedback, analytics, production failures and domain expertise into priorities, experiments and durable regression cases
Own the day-to-day product direction and learning agenda for Flodesk's AI experience. Partner with product, design, marketing, copy and engineering to encode a coherent Flodesk point of view into the system
What you bring
You have shaped or meaningfully improved real LLM or agentic products, with evidence that your work improved user outcomes or product quality
You have practical knowledge of prompts, context, tools, agent behavior and evaluation, and understand how those parts interact in a production experience
You are hands-on with prompt iteration, evaluation tools and trace review, and are comfortable working with JSON, schemas and structured outputs
You have strong product judgment and can turn ambiguous member needs into clear behavior, quality definitions and testable hypotheses
You bring experimental rigor. You can design representative test sets, build useful failure taxonomies and separate signal from anecdote
You think in systems and reusable patterns. You can make today's email experience better without hard-coding assumptions that make tomorrow's surfaces harder to build
You communicate clearly across technical and non-technical disciplines and can make sound tradeoffs involving member value, quality, latency, reliability and cost
Owned AI product behavior, conversation design, computational linguistics or prompt systems
Built content-generation, creative or marketing tools
Used Langfuse, Braintrust or comparable evaluation and observability platforms
Worked on products for small businesses, creators or marketers
What we bring
$150,000 - $200,000 base salary, depending on your location and experience Tier 1 city residents: $165,000 - $200,000
All other locations: $150,000 - $185,000
Fully paid health insurance for individual coverage
16 weeks paid parental leave for non-birthing parents; 22 weeks paid maternity leave for birthing parents
Unlimited flexible time off
401(k) match (US employees only)
$1,000 annual stipend for learning and development
Flodesk is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Flodesk is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email
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Who can apply
Review the original listing for work authorization, qualifications and employer requirements.