AI Enablement & L&D Specialist – Grow at Superside in Columbus
Career & Market Insight
A rare intersection of AI, L&D, and automation: This role sits at the cutting edge of corporate learning — combining AI tooling (Claude), workflow automation, and knowledge management. These are three of the fastest-growing skill domains in 2024-2025, making it an excellent career accelerator for someone looking to future-proof their profile.
Compensation context: No salary is listed, which is a mild yellow flag. For a specialist-level role in enablement/L&D with AI focus at a remote-first scale-up, market benchmarks range from ~$60,000–$90,000 USD annually in Western markets, with possible variation given Superside's global, geo-flexible pay model.
Green flags:
- Explicit mentorship culture and stated fast career growth
- Autonomy-first environment — you own problems end-to-end, building strategic and execution skills simultaneously
- 700+ person company with global brand clients = stability without bureaucracy
- Working with Claude/AI tools directly puts you ahead of most L&D professionals in the market
Watch-outs:
- Compensation transparency is missing — negotiate proactively
- "High performance, fast-paced" language signals high expectations; confirm work-life balance expectations in the interview
- Role is broad (researcher, builder, content creator, system admin) — ensure scope is well-defined to avoid scope creep
Overall, this is a strong opportunity for someone at the intersection of AI enthusiasm and learning strategy who wants to build a differentiated career in the emerging "AI Enablement" niche.
Superside is reinventing how its people learn, and we're looking for someone to help bring that vision to life in practical, AI-powered ways.
As an AI Enablement and Learning Specialist, you'll join the Learning Enablement and Transformation team. You'll work closely with the person leading our learning strategy, turning goals and ideas into working solutions: Claude-supported resources, automated workflows, and well-organized knowledge that people can actually find and use. You'll also keep the systems and knowledge behind our learning programs in good order, so everything runs smoothly with little manual effort.
This isn't a traditional L&D role. If you love working with information, enjoy building with AI and automation tools, and care about how people learn, you'll feel at home here. You'll work independently, from ideas and open problems rather than step-by-step briefs, in a fully remote, ambitious, async-first team.
What you'll do- Research practical, AI-powered ways to deliver on our learning goals, and recommend what's worth implementing.
- Prototype Claude-supported learning resources and automations, and turn the best ones into working solutions.
- Build and launch new learning initiatives, from first idea to something people use.
- Run and improve async onboarding, so new joiners get a smooth, mostly automated experience.
- Organize and maintain our learning knowledge, so it's easy to find, trust and keep up to date.
- Automate enrolments, reminders, tracking and reporting across our learning systems.
- Look after our learning systems and tools such as Sana LMS, Notion, and Claude so they stay reliable and easy to use.
- Create learning content when needed, such as short modules, guides and resources.
- Work with stakeholders across the company to understand their learning needs and turn them into practical solutions.
- Strong experience organizing and managing knowledge: structuring information, keeping it current, and making it easy to use.
- Hands-on experience building with AI, and a real curiosity about what's possible next.
- Experience with workflow automation tools and a comfort with the technical side of things.
- A systems mindset: you see how the pieces connect, and you follow through until it works.
- Comfort solving problems from ambiguity, turning an idea or a rough goal into a clear plan.
- A people-first approach: you think about the learner and their experience, not just the tool.
- Experience in learning and development, HR, enablement, or a related field is a plus, though it's not the centre of the role.
- Experience with learning platforms (such as an LMS) is a plus.
- Ability to create clear, simple learning content and communications.
- Proactive and independent: you don't wait for step-by-step instructions.
- Great written communication in English, and comfort working async in a remote team.
Superside's vision is to create equal opportunities globally by accelerating the world's transition to online work. With that in mind, we're building a fully remote company that attracts people where they are.
Remote-first. Customer-led.
Remote isn't just a perk; it's how we deliver better for customers. We are fully committing to our customers by hiring top talent and collaborating seamlessly across time zones.
Global team, local impact.
Join a community of 60+ nationalities working across time zones, cultures, and disciplines, all aligned on doing great work for great brands.
High performance, low ego.
Work in a fast-paced, high-trust environment where feedback is direct, growth is constant, and kindness leads collaboration.
Impact meets opportunity.
We're in the sweet spot — big enough to be stable, small enough for you to shape what's next. Your ideas will matter here.
Grow fast. Lead well.
You'll gain mentorship, take on real responsibility, and grow your career while helping us disrupt a global industry.
Superside is the leading AI-powered creative company that quickly and cost-effectively enhances in-house functions. We help over 500 ambitious brands get great creative concepts done at scale. Built to be an extension of in-house teams, we unbottleneck marketing and creative teams so they can move faster and drive more reliable creative performance.
Superside is a fully remote company with over 700 team members working across 60+ countries and 13 timezones.
Learn more at superside.com
Diversity, Equity and InclusionWe're an equal-opportunity company. All applicants will be considered regardless of ethnicity, appearance, religion, gender identity, sexual orientation, national origin, veteran or disability status.