All roles

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

Remote · USA Full-time New today

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

Apply To This Job

Related roles

SEM Specialist (In-House Agency)

Remote · USA Full-time

Amazon PPC Specialist – Customized/Personalized Product Listings

Remote · USA Full-time

Amazon PPC Expert Needed (Performance-Driven, No Guesswork)

Remote · USA Full-time

Senior Walmart+ PPC Specialist Needed for Immediate Takeover of 20+ Live Client Accounts!

Remote · USA Full-time

Paid Search Analyst - PPC and Social

Remote · USA Full-time

Manager of Paid Social Media

Remote · USA Full-time

Content Manager - Social Media (Remote / Houston / Philippines / Metro Manila)

Remote · USA Full-time

Social Media Manager, Executive – Demand Outreach

Remote · USA Full-time

Email Marketing Specialist NC (Remote)

Remote · USA Full-time

Email Marketing Manager - A268

Remote · USA Full-time

Director, Global Travel Operations, Corporate Card & Meetings Management

Remote · USA Full-time

Experienced Part-Time Data Entry Specialist – Remote Opportunity for Students, Working Professionals, and Freshers at arenaflex

Remote · USA Full-time

Federal Transcriptionist – Remote – Secure Government Contract

Remote · USA Full-time

International PAHO Consultant - Communications Specialist

Remote · USA Full-time

Technical Advisor, AI/ML

Remote · USA Full-time

Account Manager

Remote · USA Full-time

Remote Account Manager - Third-Party Marketplace Development & Vendor Relations (Entry Level) at arenaflex Guatemala

Remote · USA Full-time

Supervisor, Inside Sales (Remote/Flexible)

Remote · USA Full-time

.NET Full Stack Engineer ( SQL, Azure)-- 100% Remote

Remote · USA Full-time

Strategy Consultant - AI Trainer - Freelance - 8-20 hrs/week - Remote

Remote · USA Full-time