Content and Creative Lead

Leland is building the home for ambition in the age of AI. We connect people with the experts programs and communities they need to land the job get into the school or upskill for a world being rewritten by AI. We help businesses become AI-native through training hiring and infrastructure. Since our founding in 2021 weve helped tens of thousands of people reach their most ambitious goals and raised $19M from world-class investors. Ambition is sacred to us and weve built a product that takes that seriously.

Were hiring our first Content & Creative Lead to build the content engine at Leland. Were sitting on a huge amount of great material including expert coaches livestreams courses and customer stories and far too little of it reaches the people whod benefit from it. Youll set the strategy and calendar across blog editorial webinars social and research and youll own how Leland looks and sounds everywhere from campaign concepts down to the visuals in an ad. Youll start hands-on and build a team beginning with a Social Media Manager who reports to you. Over time this role grows could grow into leading all of content at Leland as we turn it into a real media brand. If youre a sharp writer and storyteller with a designers eye and want to build something from scratch wed love to chat with you!

• Set content strategy and own the editorial calendar across blog newsletters webinars and livestreams whitepapers and social

• Put the processes tools and AI workflows in place so we publish consistently without relying on heroics

• Build with search in mind both traditional SEO and AI search so Leland shows up and gets cited when people look for answers were qualified to give

• Measure whats working (traffic engagement and influence on pipeline and bookings) and double down on it

• Work closely with the rest of the marketing and design team on web visuals positioning messaging and overall website structure

• Champion original research and reports on admissions careers and AI at work drawing on our data coaches expertise and other Leland points of view

• Turn coaches customers and our own team into content through interviews case studies and LinkedIn employee advocacy

• Build relationships with journalists podcasts and newsletters and pitch stories that get Leland into the conversation

• Lead the Leland brand (in partnership with Design) across every channel and keep it sharp and consistent as we grow

• Concept and lead integrated campaigns multi-week efforts that tell one story across paid lifecycle social events and sales

• Be the creative partner to performance marketing lifecycle AI Programs and sales on ad creative landing pages decks and emails

• Get hands-on with design and video when it makes sense and direct freelancers or AI tools when thats the better call

• Manage our Social Media Manager AI & Automation and help shape how the content team grows from here

• 5 years in content brand or creative including time building a content program at a startup or high-growth company (consumer B2B SaaS or ideally both)

• An excellent writer and editor with strong opinions about what good looks like

• Real design sense and hands-on skills in tools like Figma Canva Claude Design and more; you can make a strong visual yourself not just brief one

• A portfolio that shows both editorial and creative work

• Solid SEO fundamentals and a sense of how search is changing with AI discoverability

• AI-native: you use tools like Claude or Midjourney every day and have built workflows that save you real time

• Organized and systems-minded; you like building the machine as much as making the work

• Experience managing or mentoring at least one person

• Bonus: video production and editing skills PR or media relations experience or a background in media or publishing

Leland is an equal opportunity employer. We encourage candidates of all backgrounds and demographics to apply.

• The chance to join a world-class team helping people achieve their career and educational dreams

• Work in a collaborative high-energy environment where your contributions have a direct impact

• Operate in a fast-paced AI-native environment

• We dont hire people who merely want to work for a great company; we hire people who want to make a great company

Leland is an equal opportunity employer. We encourage candidates of all backgrounds and demographics to apply.