Head of Content

First off I want to say – this is going to be a FUN role, with a LOT of creativity. It’s a lot of work, but if you’re a creative and want to build a very unique brand, this might be the perfect role for you. You’ll be working directly with the CEO and Founder, an ex-YouTuber with 1 million followers and half a million YouTube subscribers, and the lead video editor who also boasts over 400 million organic video views on his own.We’re looking for a creative, strategic operator to help run and scale Dreamwell’s content engine—think more Washington Post than startup blog, mixed in with a YouTube talk show. This is not your standard B2B content role. You’ll be at the intersection of media, brand, and product—turning big ideas into sharp execution across video, social, newsletters, and more.This is a high‑impact position with visibility and ownership. You’ll be joining as one of the first 12 full-time hires (and therefore have meaningful equity), working directly with the founder / CEO (a former influencer with over 1 M followers) to bring our voice, narrative, and media presence to life.NoteWe’re a remote‑first company, but we meet in person every ~2 months (usually in Toronto) for a week of creative collaboration (and great food). You’ll need to be available for these sessions for this role.About DreamwellDreamwell is an AI‑powered influencer marketing platform helping brands launch and scale campaigns with creators who actually drive results. We’ve raised $3 M from top‑tier investors including Tim Draper and Uber’s former performance marketing leadership.Our mission is to build the most effective influencer marketing platform for brands—and alongside it, a standout brand and content presence that earns attention and trust. The product should speak for itself, but how we show up in the world matters just as much.What You’ll DoOwn and operate our content system—strategy, editorial planning, production, and publishing across a media‑style siteShape and maintain Dreamwell’s voice across blog, video, and socialWork directly with our YouTube producer and video editor to ensure weekly long‑form content gets repurposed into platform‑native clips (LinkedIn, Twitter / X, etc.)Lead newsletter strategy and execution—writing, formatting, and ensuring consistencyHelp manage social presence across company and founder accounts, especially LinkedInLeverage AI tools and automation (Zapier, Notion, Descript, Webflow, etc.) to scale content productionCoordinate with the CEO and other leads to align on brand, GTM moments, and product messagingMaintain editorial standards across everything we ship—voice, tone, clarity, timingThis Role Is For You If…You think in narratives, not just assetsYou’ve led content systems before—from idea to executionYou’ve worked with creative or production teams and know how to extract signal from chaosYou understand how video, social, and written content connect—and how to repurpose intelligentlyYou’re not afraid to get into the weeds : one day it’s shaping a story arc, the next it’s fixing a headline, the next it’s reviewing cuts for TikTokYou have a sharp editorial eye and care about tone, polish, and storytellingYou’re comfortable with a fast‑moving founder who has vision but expects real autonomy in executionYou have real editorial instincts and know how to maintain narrative, quality, and flow across a publication—not just isolated content assetsExperience Required6 + years in content strategy, editorial, or creative roles—especially in startups, SaaS, or media‑led brandsExperience running multi‑channel content (blog, email, social, video)Strong writing skills with experience running newsletters or editorial calendarsFamiliar with video‑first content and what it takes to repurpose it for different platformsProficient with tools like Notion, Webflow, Descript, and light marketing opsComfortable using AI tools to streamline workflows and content productionExperience working with or alongside founders / execs to shape narrativeHighly organized, fast‑moving, and not afraid to figure things outHealth savings accountMonthly wellness credit (fitness, gym, therapy, whatever works for you)A lean, creative, no‑BS team that actually moves fastOccasional weekend and evening work, but maximum ownership and autonomy in returnThis is a pivotal hire. If you’re looking for a chill marketing job with guardrails and hand‑holding and a regular 9–5 and don't message me after 5 pm, this won’t be the right fit. But if you want to own something early, move fast, and help shape the voice of a brand from day one—this might be it.Looking forward to all you lovely creatives.Seniority level: ExecutiveEmployment type: Full‑timeJob function: Marketing, Public Relations, and Writing / EditingIndustries: Software Development #J-18808-Ljbffr