Senior SEO & AI-Forward Digital Marketing Strategist (Cannabis + Beyond)

Senior SEO Strategist (Cannabis & Enterprise, $40/hr) The Role You'll own SEO strategy and execution end-to-end for major cannabis brands, finance clients, and ambitious local businesses. Ship audits. Build roadmaps. Implement fixes. Measure wins. Do it all with complete autonomy and zero micromanagement. We're a small, entrepreneurial agency. Our best people are hands-on, ship fast, and can work confidently with just general guidelines and a clear goal. If you like to own the output quality and move at your own pace, this is the role. Urgent: Hiring ASAP (within 7 days) What You'll Actually Do (60–80 hrs/month) Audits & strategy: Run technical, on-page, and off-page SEO audits. Build data-driven roadmaps tied to client business goals. Ship them with confidence. Implementation: Work with dev to prioritize and execute fixes. Navigate roadblocks. Make things happen. Content & design: Thoughtfully design landing pages and content that's on-brand and actually moves the needle for clients. This isn't template work. Measurement: Analyze performance in GA4, GSC, Looker. Build monthly reports that show impact, not just vanity metrics. AI-forward execution: Use Claude, Ahrefs, SEMrush, Screaming Frog, and other tools as core to how you work—not as a bonus. We ship faster because of AI. You will too. Client relationships: Own client communication and expectations. Be the person they trust. Mentoring (optional): Help junior team members level up if they need it—but no formal management overhead. You Have Hands-on implementation: You've done the work—technical SEO audits, content strategy, landing page design, dev collaboration. You know what ships and what doesn't. Multi-year campaign experience: Managed complex SEO projects on big sites (100K+ pages) or high-value niches. You understand the long game. Tool proficiency: Comfortable with Ahrefs, SEMrush, Screaming Frog, GA4, GSC, Looker Studio. You know how to pull insights that matter. Technical chops: Understand JavaScript, crawling, indexing, rendering, E-E-A-T. You can talk to dev and be taken seriously. Creative output: You can write strong content briefs, design landing pages, create campaigns that feel intentional—not cookie-cutter. Autonomy: You work best when given clear goals and freedom to figure out the rest. Bonus Experience in regulated markets (cannabis, finance, healthcare, legal) You're already using AI in your SEO work (ChatGPT, Claude, agents, workflows) You've solved impossible dev roadblocks You've worked with clients and know how to translate business goals into SEO wins Why Work Here Flexibility: Work around client calls and your own schedule. No rigid hours, no commute, no travel. Ever. Autonomy: General guidelines. Clear goals. Your output. Entrepreneurial environment: We ship fast. We learn fast. You'll level up quickly. AI-first workflow: Claude, custom skills, agents—it's how we work. If you want to get better at using AI as a force multiplier, this is the place. Remote, fully. Zero travel. Time zone flexible (but U.S.-based). Learning: Work with experienced people. See how strategies actually play out across real clients. Grow your SEO skills in an environment that moves. This role is great if you: - Can own quality - Like working fast and shipping often - Want autonomy over hierarchy - Thrive in entrepreneurial, scrappy environments - Can handle ambiguity and figure things out Winston Digital Marketing