Trolley AI is hiring : Social Content Creator & Strategist in San Juan

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Base pay range

$10.00 / hr - $15.00 / hr

• Location : Remote
• Type : Contractor (Part-Time, 20h / week, with potential to scale)
• Reports To : Project Manager & Production Lead
• Application Link : Submit Application

Who We’re Looking For

We’re hiring a Social Content Creator & Strategist with a strong editorial sense and experience creating short‑form video content for TikTok, Instagram Reels, YouTube Shorts, LinkedIn, X / Twitter, and Substack. The ideal candidate is deeply connected to U.S. social culture, news cycles, and creator‑driven content, knows what’s trending, and can translate a thought leader’s voice into engaging content across platforms.

Key Responsibilities

Short‑Form Video Content Direction

Social Media Trend Awareness & Content Repurposing

Content Strategy & Editorial Cohesion

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

About Us

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 powerhouse, combining strategy, design, production, and performance analysis to deliver world‑class results.

AI Mindset & Continuous Innovation

Our team 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. New tools and capabilities are constantly emerging, and as a team, we’re learning in real time, testing, exploring, and figuring out what actually moves our work forward. We value curiosity, experimentation, and a willingness to try new approaches.

We value people who :

Our long‑term vision is clear : we believe AI will become the standard operating model for creative and production teams across the industry. We’re 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 what’s 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. 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

Seniority Level

Not Applicable.

Employment Type

Full‑time.

Job Function

Marketing, Public Relations, and Writing / Editing.

Industries

Technology, Information and Media.

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