← all jobs

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

Work from home Full-time role Hiring

Part-Time | Remote | $30-35/hr | 60–80 hrs/month Winston Digital Marketing is seeking a versatile, tactical, and AI-savvy Senior SEO Strategist to step into a mission-critical role supporting two major cannabis brands and some other clients. Our current lead is exiting, and we need someone ready to roll up their sleeves and lead the charge this week. Who We’re Looking For: This isn’t a "set it and forget it" SEO gig. We’re looking for someone who:

  • Owns SEO end-to-end: Strategy, implementation, audits, content, tech fixes, and structured data.
  • Can navigate dev roadblocks: You’ll need to speak developer, prioritize ruthlessly, and make things happen even when resources are limited.
  • Uses AI daily: You’re leveraging tools like GPT, Surfer, Screaming Frog, ChatGPT plug-ins, even agents or workflows — or at least understand the stack.
  • Understands omnichannel marketing: Ideally, you know enough about Paid Search and Social to see how SEO fits into a broader growth plan.
  • Can lead others: You’ll help support junior SEO and content team members, even if you’re not directly managing them.

About the Role:

  • Hours: 60–80 per month (30–40 biweekly)
  • Pay: $40–$60/hr depending on experience
  • Start: ASAP – we're looking to fill this within the next 7 days
  • Location: Remote, must be based in the U.S. or Canada

About Us: Winston Digital is a performance-focused, AI-forward digital agency. We work with some of the biggest cannabis brands, major players in finance, and even local businesses who want Navy SEALs, not the Navy. We’re small, agile, and strategic. Our SEO work spans enterprise builds to gritty technical cleanups and everything in between. We’re also not afraid of the future. We embrace AI, not as a crutch, but as a force multiplier. If you're someone who’s using AI to move faster and think smarter (but still has great instincts), you'll thrive here. Apply now with a brief intro and relevant experience. To be considered please include:

  • Examples of dev-roadblocks you’ve solved
  • How you’re using AI in your daily work
  • Experience with cannabis or other regulated markets

More open positions

Sr. SEO Specialist (Remote)

Work from home Full-time role

SEO Copyeditor - Freelance

Work from home Full-time role

Digital Marketing Manager- SEM/Paid Media

Work from home Full-time role

Sr. Director, Search Engine Marketing (SEM)

Work from home Full-time role

Manager, SEM

Work from home Full-time role

Remote Data Entry Specialist – High-Volume Information Management & Database Accuracy for a Leading Remote-First Organization

Work from home Full-time role

Customer Success Product Specialist, Deconsolidations (Remote Eligible)

Work from home Full-time role

[Remote] MuleSoft Account Executive, Federal Civilian: DoED/FSA

Work from home Full-time role

Steuerfachkraft (m/w/d) in Bergkirchen mindestens 52.000€ - 100% Remote möglich

Work from home Full-time role

[Remote] Project Manager, Telecommunications

Work from home Full-time role

Data Product Manager - Super Agent

Work from home Full-time role

Growth Marketer (B2C)

Work from home Full-time role

Cleaner, Part Time- 2nd Shift

Work from home Full-time role

Business Development Manager - Mission Management

Work from home Full-time role

Finance Analyst, North America

Work from home Full-time role

Senior System Engineer - Maryland

Work from home Full-time role

Staff Business Systems Analyst – Oracle Supply Chain Planning

Work from home Full-time role

Experienced Data Entry Specialist – Southwest Operations Support

Work from home Full-time role

Software Engineer, MudOS LPC - AI Training (Freelance, Remote)

Work from home Full-time role

Workforce Manager

Work from home Full-time role

Vice President, Portfolio Manager – Fixed Income

Work from home Full-time role