Job Description

Are you a creative, AI-driven content professional looking to accelerate content production and innovation?

Are you interested in putting your content-creation skills to work in the AI education realm? Are you excited about the power of AI and eager to contribute to cutting-edge educational content for nonprofit and association leaders? If so, Sidecar is looking for you!

About Sidecar

Sidecar is a dynamic digital media and education platform within the Blue Cypress family of companies. We empower association leaders to innovate and thrive in a rapidly changing technological landscape. Sidecar is at the forefront of AI education and digital transformation, offering resources like our AI Learning Hub, industry-leading podcast, Sidecar Sync , and our flagship conference, digitalNow , which brings Silicon Valley-level insights to the non-profit sector.

As part of Blue Cypress, Sidecar is dedicated to maximizing social sector impact through innovation, providing cutting-edge educational resources and driving change within associations. We are committed to helping associations harness the power of AI and other advanced technologies to stay ahead of the curve.

Job Summary:

The Content Specialist is responsible for creating, optimizing, and automating content production workflows, transforming AI insights into compelling educational and marketing materials, and expanding Sidecar’s content presence across digital channels. This role plays a key part in leveraging AI-driven content automation to scale Sidecar’s educational content while ensuring high quality and consistency.

Your primary responsibilities will include:

· AI-Related Content Creation: Develop original content that educates association leaders on AI, drawing from Sidecar Sync podcasts, industry research, and emerging trends.

· Video Production & Editing: Lead short-form video creation, producing how-to tutorials for the AI Learning Hub, marketing videos for social platforms, and other engaging video content.

· Automated Content Production: Implement AI-driven workflows to rapidly generate and repurpose educational content for the AI Learning Hub, turning transcripts and recorded sessions into structured learning materials.

· Podcast & Webinar Repurposing: Extract key insights from Sidecar Sync and other Sidecar content to create blogs, social posts, video clips, and downloadable resources.

· AI Learning Hub Resource Library: Assist in building and managing the new AI Learning Hub resource library, ensuring it includes up-to-date, useful, and engaging materials for members.

· Content Optimization: Ensure all content is search-optimized, structured for maximum engagement, and aligned with Sidecar’s audience growth strategy.

· Editorial & Workflow Management: Build and refine scalable AI-driven content processes to increase efficiency and automate repetitive content tasks.

· Collaboration with Marketing & Sales: Work closely with the CMO and Manager of Sales and Partnerships to ensure content supports marketing funnels, sales objectives, and brand positioning.

What We’re Looking For:

· Bachelor’s degree in marketing, communications, journalism, or a related field.

· 1-5 years of experience in content production, marketing, or digital media (recent graduates with strong portfolios encouraged to apply).

· Ability to create original content about AI in an engaging, educational, and accessible way.

· Experience with video content creation and editing (especially short-form how-tos and marketing videos).

· Strong understanding of AI-driven content automation and the ability to implement AI tools to accelerate content production.

· Strong writing, editing, and content repurposing skills—able to turn long-form content into multiple high-impact assets.

· Experience creating content across multiple formats, including blog posts, social media copy, and video scripts.

· A proactive, self-motivated mindset with strong attention to detail.

· Excellent interpersonal and communication skills with the ability to collaborate cross-functionally.

· Demonstrated ability to adapt quickly to changing priorities in a fast-paced environment.

Why Sidecar?

This role offers the opportunity to accelerate your career in a leadership role while being mentored by industry experts. You will play a critical part in shaping the marketing and sales strategies of a company at the cutting edge of AI education for associations. You’ll benefit from:

• A supportive team: We provide mentorship and coaching to help you achieve your full potential.
• Cutting-edge technology: You’ll be at the forefront of AI adoption, helping to shape the future of the nonprofit sector.
• Opportunities for growth: As Sidecar grows, so will your opportunities within our company and the broader Blue Cypress ecosystem.
• A meaningful mission: Your work will directly contribute to helping associations and nonprofits thrive in an era of rapid technological change.
• Benefits/perks: Medical, dental, and vision insurance; 401(k); Flexible PTO; Professional development opportunities; Advancement opportunities.

We are committed to fostering an inclusive workplace and welcome individuals from diverse backgrounds to apply. If you're passionate about building community and leveraging technology to drive meaningful change in the nonprofit sector, we would love to hear from you!

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