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

$40 per hour

Winston Digital Marketing

Job Description

Senior SEO Strategist (Cannabis & Enterprise, $40/hr)

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The Role

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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.

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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.

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Urgent: Hiring ASAP (within 7 days)

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What You'll Actually Do (60–80 hrs/month)

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Audits & strategy: Run technical, on-page, and off-page SEO audits. Build data-driven roadmaps tied to client business goals. Ship them with confidence.

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Implementation: Work with dev to prioritize and execute fixes. Navigate roadblocks. Make things happen.

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Content & design: Thoughtfully design landing pages and content that's on-brand and actually moves the needle for clients. This isn't template work.

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Measurement: Analyze performance in GA4, GSC, Looker. Build monthly reports that show impact, not just vanity metrics.

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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.

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Client relationships: Own client communication and expectations. Be the person they trust.

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Mentoring (optional): Help junior team members level up if they need it—but no formal management overhead.

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You Have

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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.

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Multi-year campaign experience: Managed complex SEO projects on big sites (100K+ pages) or high-value niches. You understand the long game.

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Tool proficiency: Comfortable with Ahrefs, SEMrush, Screaming Frog, GA4, GSC, Looker Studio. You know how to pull insights that matter.

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Technical chops: Understand JavaScript, crawling, indexing, rendering, E-E-A-T. You can talk to dev and be taken seriously.

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Creative output: You can write strong content briefs, design landing pages, create campaigns that feel intentional—not cookie-cutter.

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Autonomy: You work best when given clear goals and freedom to figure out the rest. 

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Bonus

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  • Experience in regulated markets (cannabis, finance, healthcare, legal)
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  • You're already using AI in your SEO work (ChatGPT, Claude, agents, workflows)
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  • You've solved impossible dev roadblocks
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  • You've worked with clients and know how to translate business goals into SEO wins
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Why Work Here

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  • Flexibility: Work around client calls and your own schedule. No rigid hours, no commute, no travel. Ever.
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  • Autonomy: General guidelines. Clear goals. Your output.
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  • Entrepreneurial environment: We ship fast. We learn fast. You'll level up quickly.
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  • 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.
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  • Remote, fully. Zero travel. Time zone flexible (but U.S.-based).
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  • Learning: Work with experienced people. See how strategies actually play out across real clients. Grow your SEO skills in an environment that moves.
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This role is great if you:

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- Can own quality 

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- Like working fast and shipping often

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- Want autonomy over hierarchy

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- Thrive in entrepreneurial, scrappy environments

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- Can handle ambiguity and figure things out

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