Sr. Product Manager, AI

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

Bonus points if you've:

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 [email protected]

Notice to California-based Candidates and Vietnam-based Candidates for Employment. This Candidate Privacy Notice is intended to provide information about how Flodesk collects and uses personal information to California consumers and candidates located in Vietnam (Vietnam-based candidates) who apply for employment with Flodesk. If you are employed by Flodesk, refer to the Employee Handbook for additional information. For any questions about this notice, please contact [email protected].

• Personal Information Flodesk Collects:
• Identifiers Including name, address, email, telephone number, social security number, driver license number, passport number, and other personal identifying information. For California-based candidates: Characteristics of protected classifications under California or federal law including demographic information and other personal information obtained during the application process, such as gender, race, national origin. Professional or employment-related information, such as salary/compensation and benefits packages, other relocation or job preferences, prior background, experience, skills, and other information in support of your application, reference information. Any other information you provide as a part of recruitment, job application, or interview process.

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