Ai-First Strategic Marketing Builder

Role type: Full-time, contractor-to-full-time, or long-term contractor
Level: Emerging to mid-level
Location: San Juan, Puerto Rico preferred; remote/hybrid considered for exceptional candidates
Path: Potential path toward senior strategy, client leadership, profit-sharing, and partnership over time.

Build what strategy imagines.

TELL ME MORE® is looking for a rare kind of person.

Not just a marketer.
Not just a copywriter.
Not just a designer.
Not just a developer.
Not just an AI enthusiast.

We are looking for someone who can think, ask, write, design, prototype, research, build, and learn.

This role is for a highly intelligent, self-directed person who wants to grow into a strategic leader inside an AI-first marketing company. You may not yet have all the experience. That is okay. But you need the raw material: curiosity, taste, communication skill, courage, speed of learning, and the instinct to hunt down problems before someone tells you to.

At TELL ME MORE, we help serious companies clarify who they are, what they stand for, how they should position themselves, and how that should show up in the real world: websites, sales decks, pitch materials, content systems, recruiting language, brand messaging, video, SEO/AEO strategy, and client-facing collateral.

The old agency model divided everything into departments: strategy, copy, UX, design, development, QA. We still respect those crafts. But AI has changed what a small, excellent team can do.

We are building a new model.

The right person for this role will help us move from insight to execution faster, better, and more creatively than a traditional agency team could.

What you will do

You will work alongside TMM's leadership team on client strategy, research, positioning, messaging, content, web, and AI-assisted production.

Your work may include:

Reviewing client websites, transcripts, proposals, interviews, sales materials, and competitor sites to understand what is really going on.
Helping synthesize leadership interviews into culture maps, positioning insights, messaging themes, and strategic recommendations.
Finding design, content, brand, and business "avatars" from inside and outside a client's industry.
Using tools like Claude (Code, Design, etc.), ChatGPT, Perplexity, Lovable, Replit, LumaLabs, and emerging AI platforms to explore ideas, create prototypes, test concepts, and speed up execution.
Helping create positioning canvases, service-level messaging, sales decks, SOQs, website concepts, landing pages, blog content, video scripts, and internal strategy documents.
Studying how search engines and LLMs understand brands, pages, entities, expertise, and useful content.
Turning rough strategic conversations into clear written artifacts.
Building or assisting with web prototypes, page concepts, content structures, and AI-generated design directions.
Joining internal strategy discussions and eventually client meetings.
Asking sharper questions, spotting gaps, and proposing possible solutions before being assigned a task.

This is not a "wait for instructions" role.

We want someone who comes back and says:

I looked into this. Here's what I think is happening. Here are three possible directions. I mocked up the strongest one so we can react to something real.

You may be a fit if

You are probably a fit if several of these describe you:

You are unusually curious.
You are a strong writer.
You communicate clearly when speaking.
You notice patterns quickly.
You ask questions that make smart people pause.
You can look at a company, website, market, or campaign and quickly form a useful opinion.
You are drawn to strategy, but you do not want to only sit in meetings.
You like making things real.
You have good visual taste and can explain why something works or does not work.
You are excited by AI because it expands what you can imagine and build.
You have experimented with tools like Claude, GPT, Perplexity, Lovable, Replit, Webflow, WordPress, Figma, Canva, LumaLabs, Runway, Midjourney, or similar tools.
You are not intimidated by technical systems.
You can learn unfamiliar tools quickly.
You enjoy working with smart people who expect a lot.
You want to grow into someone who can eventually lead high-level strategy conversations with founders, CEOs, CMOs, and executive teams.
You are probably not a fit if

This role is probably not right for you if:

You need every task clearly assigned before you act.
You prefer staying in one narrow lane.
You think AI is mostly a gimmick.
You resist new tools.
You dislike writing.
You dislike research.
You do not enjoy ambiguity.
You need a large team and traditional process around every project.
You think design is decoration rather than strategy made visible.
You are uncomfortable being challenged on the quality of your thinking.
Skills and experience we value

You do not need to have every skill below. We care more about intelligence, taste, drive, and learning velocity than a perfect résumé.

Useful experience may include:

Marketing strategy
UX research or UX writing
SEO, AEO, or content strategy
Copywriting
Brand positioning
Web design or web production
AI-assisted development
Claude Code, WordPress, Webflow, Lovable, Replit, Figma, Canva, or similar tools
Journalism, research, communications, media, film, architecture, consulting, entrepreneurship, or product strategy
Client service or executive-facing communication

The most important skill is this:

You can enter a messy situation, understand what matters, and help create something clear, useful, and beautiful.

What success looks like

In your first few months, success may look like:

You quickly understand how TMM thinks.
You produce useful research without needing excessive direction.
You create strong first drafts of strategy documents, content, messaging, and page concepts.
You use AI tools to make your work faster and better, not generic.
You contribute ideas that improve the work.
You demonstrate good judgment about when to explore, when to ask, and when to ship.
You become trusted with increasingly complex pieces of client work.

Over time, success looks like:

You can help lead strategic workstreams.
You can own parts of client projects.
You can present your thinking clearly to clients.
You can help develop younger talent.
You can become a future strategy lead inside TELL ME MORE.
How to apply

Send an email to ****** with:

Your résumé or LinkedIn profile.
A short note explaining why this role interests you.
A 2–4 minute Loom video answering:
"Show us something you made, improved, or explored using AI. What tools did you use, what did you learn, and what would you do differently now?"
A written response to this prompt:
"Pick a company website you think is unusually good. Explain what makes it work strategically, visually, and commercially."
A written response to this prompt:
"Imagine a 400-person company wants to grow to 1,500+ employees in two years without losing its culture. What are the first 10 questions you would ask the leadership team?"

We care less about perfect polish and more about how you think.