Social Content Creator & Strategist Job at withtrolley in San Juan

About the job Social Content Creator & Strategist

Location : Remote

Type : Contractor (Part-Time, ~20h / week, with potential to scale)

Reports To : Project Manager & Production Lead

Were hiring a Social Content Creator & Strategist with a strong editorial sense and working knowledge of short-form video content across TikTok, Instagram Reels, YouTube Shorts, LinkedIn, X / Twitter, and Substack.

This role requires someone deeply connected to U.S. social culture, news cycles, and creator-driven content, someone who knows whats trending, whats worth talking about, and how to translate a thought leaders voice into engaging content across platforms.

You'll be expected to lead content ideation, develop editorial direction, and shape storytelling across multi-format deliverables, working from raw material like podcast clips, Zoom calls, archival speeches, and Substack essays.

You're not just an executor; you'll help define how the brand shows up across platforms, ensuring content is relevant, timely, and strategically aligned.

Key Responsibilities

Short-Form Video Content Direction

• Develop strategic short-form video concepts for TikTok, Instagram Reels, YouTube Shorts, and LinkedIn
• Use raw or archival footage (Zoom, interviews, speeches, etc.) to map out video ideas and formats
• Provide clear editorial direction and references to guide editors, including hooks, pacing, captions, and tone
• Ensure edits feel native to the platform and reflect current visual and cultural trends

Social Media Trend Awareness & Content Repurposing

Platform Growth & Content Optimization

Workflow & Delivery

Key Performance Indicators (KPIs)

What You Bring

Required Skills & Experience

Preferred Qualifications

Why This Role Is Important

You'll help shape the social presence of mission-driven founders and organizations, combining editing craft with cultural fluency to create impactful, trend-aware content.

What to Expect : Our Application Process

We respect your time and aim for clarity. Here's how it works :

Steps may vary slightly depending on the role well guide you through it!

Who We Are

Trolley is a fast-growing creative operations company delivering high-impact digital and marketing solutions. We collaborate with high-profile clients to strategize, produce, and optimize compelling content that drives engagement, brand visibility, and business growth. Our creative team functions as a fully integrated power-house, combining strategy, design, production, and performance analysis to deliver world-class results.

AI Mindset & Continuous Innovation Trolley works with an AI-first mindset, and we look for people who are genuinely excited about using technology to make their work faster, smarter, and more creative. Everyone at Trolley integrates AI into their daily work, and we expect new team members to contribute to this culture of curiosity, experimentation, and continuous improvement. AI evolves every day. New tools and capabilities are constantly emerging, and as a team, were learning in real time, testing, exploring, and figuring out what actually moves our work forward. This requires people who are naturally curious, who enjoy experimenting, and who arent afraid to try new approaches to improve how we operate. We value people who : Use AI to support research, organization, content development, and problem-solving Stay open to learning new tools and proactively share discoveries with the team Look for ways to simplify workflows and increase efficiency without sacrificing quality Use AI thoughtfully, keeping brand voice, strategy, and context at the center Collaborate with the team to strengthen our internal systems and creative output through informed AI usage

Our long-term vision is clear : we believe AI will become the standard operating model for creative and production teams across the industry. Were doing the work early so that, as this shift becomes the norm, Trolley is already operating as an expert and industry leader. We want people who are excited to grow with this evolution and help us stay ahead of whats coming.

We Operate Under Founder Mode Trolley is built on a Founder Mode mindset - an operating system rooted in ownership, strategic thinking, and execution at speed. Here, we look for people who take initiative, think like entrepreneurs, and use tools like AI to optimize how work gets done. But Founder Mode isn't about going it alone - it's about working within high-trust, collaborative teams where contribution matters more than control. We value creativity, resourcefulness, and clear communication. If you're driven by impact, thrive in dynamic environments, and believe in scaling through systems, not stress - this is the place for you.

Why Join Us?

Benefits at Trolley At Trolley, we believe in building a company that works for you not the other way around. That means freedom, tools, and culture that support both your creativity and your execution. We offer : Work from anywhere Flexible schedule and time off no micromanaging Direct collaboration with the Founder Access to top-tier AI tools (Perplexity, ChatGPT, ClickUp Brain and more) Clear path for long term career growth A supportive company culture grounded in ownership and prioritizing progress over perfection

Be Part of the Future of Work Trolley is now accepting applications from ambitious professionals who want to work at the intersection of technology and creativity. Join us in shaping the next era of work.

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