Creative Strategist — Paid Social (Health & Supplements, 8-Figure Brand)

Compensation: $6,000–$10,000/month base + uncapped performance bonuses on your ads Read that again. Are You the Person Who Pauses Ads in Your Feed Just to Study Why They Work? This is our first serious hire on Upwork. We're not looking for another "content creator" who recycles trending templates and calls it strategy. We're looking for someone who reverse-engineers why a hook stops the scroll, who obsesses over thumb-stop rates at 2 a.m., who watches competitors' ads frame-by-frame like game film, and who treats every creative like a hypothesis worth testing. If your idea of fun is dissecting why one UGC angle pulled a 2.8x ROAS while the nearly identical version flopped, keep reading — this might be the role you've been waiting for. Q2 has closed, and we want you to own the creative engine of our 8-figure brand as it scales toward 9 figures by the end of Q4. What's On the Table Creative ownership of a health & supplements brand doing 8 figures — with the budget, data, and volume to let you operate like a world-class creative director, not a freelancer pumping out deliverables. We've built the product, the infrastructure, and proven offers. What we need now is a creative mind who can take our paid media from "working" to "dominant." You won't be guessing what works — you'll have access to years of performance data across hundreds of creatives, and the green light to test as aggressively as you want. What You'll Own Creative Strategy & Ideation Develop the overarching creative strategy — angles, hooks, messaging frameworks, audience-specific narratives Mine customer reviews, competitor ads, Reddit threads, Amazon reviews, and community forums for raw insight that becomes winning creative Build and maintain a living creative playbook — what's working, what's fatigued, what's untested Identify emerging content formats and trends before they peak UGC & Video Ad Production Direct and brief UGC creators — you decide who says what, how, and why Script every hook, body, and CTA with intention — no "just be natural" briefs Architect video ad structures: hook variations, story arcs, proof stacking, objection handling, CTA sequencing Own the full pipeline from concept to editor-ready brief Testing & Iteration Design structured creative testing frameworks — hook tests, angle tests, format tests, audience-creative match tests Analyze performance data to extract real insight, not just "this one did better" Build a feedback loop: data → insight → new hypothesis → new creative → data Kill losers fast, scale winners hard, and always have the next batch ready Why This Isn't Like Any Other Creative Role Real volume. We don't test 3 ads a month — we test dozens. You'll get more reps in a quarter here than most strategists get in a year. Real data. Full-funnel tracking — not just CTR, but CPA, AOV, LTV. You'll make decisions like a media buyer, not a creative working in a silo. Real budget. Multiple millions of dollars. When something works, we scale it hard — winning ads don't sit at $50/day, they can run into the $1M range. Real feedback. Not "I don't like the font" — actual performance feedback, weekly creative reviews, and direct access to leadership. Real investment in you. Want a $20K course to level up? Done. Your growth is measured in results, and we make sure you have what you need to get them. An annual in-person team meetup — flights, hotel, meals, all covered. Align on strategy face-to-face and have some fun while you're at it. You're Perfect for This If You have a portfolio of paid social ads (UGC, AI video, statics, native) with clear, real performance numbers — not just polished work You can't sleep properly because you dream in hooks, angles, and audience psychology You've worked in health, supplements, wellness, or DTC ecommerce at the 7–9 figure level You consume direct response content for fun — ad breakdowns, swipe files, marketing podcasts — it's second nature to you You're organized enough to run a creative pipeline without anyone chasing you — we don't micromanage Your first instinct with a winning competitor ad is to figure out why it works, not just copy it You want ownership, not hand-holding — you'd rather ask forgiveness than permission You're a native or fluent English speaker Compensation & Perks $6,000–$10,000/month base, depending on experience Performance bonuses tied to spend on your ads — uncapped. If your ads print money, you make more money Fully remote — work from anywhere, any timezone, with schedule flexibility Annual team meetup, fully covered Tool & software budget — whatever you need to do your best work Education budget — courses, masterminds, workshops that sharpen your craft Long-term growth path — this role can grow into Creative Director as we scale Our Values Results Over Tracked Hours — we only care about results Ownership Mentality — you see a gap, you fill it; you see an opportunity, you test it Ruthless Honesty — we'd rather hear hard truths early than comfortable lies late Always Learning — the best creative strategists are students of the game Speed Wins — the team that tests fastest learns fastest How to Apply Apply below with answers to our application questions Portfolio review — show us your best, most proud-of work Interview — a conversation with our team to see how you think Full-time offer if we're both excited Application Questions Answer all of these. Generic responses get skipped — specific, honest answers get our attention. Link your portfolio or top 3–5 ad creatives that drove real results. For each: the product, the angle, and the performance metrics. What's your creative process? Walk us through how you go from "we need new ads" to handing off tested, scaled winners. Skip the generic "I start by mining Reddit threads" answer — everyone knows that one. We want to see how you actually think. Your highest ad spend on a single ad? Your total ad spend across all brands you've worked with? What monthly income would make you genuinely thrilled to be in this role? When can you start? Did you use AI to write your cover letter? (We'll spot it either way — no need to worry, just be honest.) Test Project (Required Before Interview) Before we move to the interview stage, we want to see how you actually think through a creative problem — not just talk about it. The brief: Our brand sells a magnesium supplement targeting adults 35+ dealing with poor sleep and daily stress. Current best-performing angle is "better sleep," but it's starting to fatigue. Your task: Propose one new creative angle we haven't mentioned, backed by a clear insight (pulled from reviews, forums, competitor ads, or your own research — show your source). Write a full script for a 30–45 second UGC video ad based on that angle: hook, body, and CTA. Include direction notes (tone, framing, pacing) as if briefing a creator. In 3–5 sentences, explain how you'd test it — what you'd measure, what "winning" looks like, and what you'd do next depending on the result. This should take no more than 60–90 minutes. We're not looking for polish — we're looking for how you think. Paid contributors who reach this stage but aren't selected will be compensated for their time at $50flat for the exercise. One Last Thing If you read this entire post and thought "finally, someone who values creative strategy" — you're probably exactly who we're looking for. We are looking for the best. Apply now.