At a Glance
- Tasks: Lead and evolve guest booking operations for impactful talent across all shows.
- Company: Flightstory, a media company on a mission to inspire healthier humanity.
- Benefits: Collaborative culture in Shoreditch, London with vibrant work environment.
- Other info: Dynamic role with opportunities for creativity and strategic impact.
- Why this job: Shape compelling content by securing high-profile guests and driving audience engagement.
- Qualifications: Experience in talent booking, team leadership, and a strong editorial sense.
The predicted salary is between 36000 - 60000 £ per year.
About Flightstory
We are a media company and investment fund, and we’re on a mission to elevate the stories, build the communities and support the founders that inspire a happier, healthier humanity. We scale creator‑led new media IP and operate an investment fund and venture studio.
MISSION
To lead and evolve FlightStory’s guest booking operation across all shows - ensuring we consistently secure culturally relevant, high‑impact talent that drives audience engagement and brand growth. This role brings operational leadership, editorial oversight, and team development to the centre of our booking function, enabling strategic focus across the wider content organisation.
KEY OUTCOMES
- Provide hands‑on leadership for the guest booking team, raising ambition, consistency, and delivery across all shows.
- Design and implement a world‑class booking strategy that aligns with editorial priorities, brand tone, and audience growth goals.
- Deliver standout guest bookings that elevate existing formats and raise the standard for new show launches.
CORE COMPETENCIES
- Team Leadership: Proven experience managing, mentoring, and scaling booking or talent teams in fast‑paced media environments.
- Editorial Sharpness: Strong sense of narrative, cultural relevance, and the role of guest voices in shaping content performance.
- Process & Performance: Skilled in implementing structured workflows, clear reporting, and scalable systems to enhance team efficiency.
THE IDEAL CANDIDATE
You’re an experienced talent booker or producer with a sharp editorial eye and deep understanding of what makes a guest compelling in the digital content space. You’ve successfully led teams, worked closely with creators or hosts, and know how to balance the creative with the operational. You’re collaborative, strategic, and known for your calm under pressure – able to maintain standards while moving fast. You bring energy, rigour, and credibility to the table, and you know how to get the best out of your team. You’re used to booking high‑profile talent in competitive, fast‑moving environments — and know how to make the ask land.
What Success Looks Like
- Guest booking consistently delivers high‑calibre, culturally resonant talent across all FlightStory formats.
- The booking team is well‑supported, highly organised, and continuously levelling up in ambition and execution.
- New show launches are underpinned by strong guest line‑ups that accelerate early traction.
- Editorial standards, systems, and workflows are fully embedded - enabling both speed and scale.
LOCATION
Shoreditch, London: We are an in‑person‑first culture and believe in fostering a vibrant and work environment centred around connection and community.
INTERVIEW PROCESS
- Screening Process: Our screening process is designed to assess candidates in a fair way. This gives you an opportunity to share your skill, experience and passion.
- Phone Call with the Talent Team: You will share a call with our talent team who will answer any questions you have about the role, our business and any next steps.
- 1st Interview: This first stage will involve meeting your potential manager and team members.
- 2nd Stage Interview - Task: Through the task round you get an insight into the day to day responsibilities of the role and we get the opportunity to understand how you work.
- Final Stage Interview: The final interview involves meeting a Senior Stakeholder in the business.
Head of Guest Booking employer: FlightStory
At Flightstory, we pride ourselves on being an exceptional employer, offering a dynamic work culture in the heart of Shoreditch, London. Our commitment to fostering creativity and collaboration ensures that our team thrives in an environment where innovation is celebrated, and personal growth is encouraged. With hands-on leadership and a focus on professional development, we empower our employees to excel in their roles while contributing to meaningful storytelling that resonates with audiences worldwide.
StudySmarter Expert Advice🤫
We think this is how you could land Head of Guest Booking
✨Tip Number 1
Network like a pro! Reach out to industry contacts, attend events, and engage on social media. The more people you know, the better your chances of landing that Head of Guest Booking role.
✨Tip Number 2
Show off your skills in interviews! Prepare examples of how you've led teams and secured high-profile talent. We want to see your editorial sharpness and how you can elevate our guest booking operation.
✨Tip Number 3
Research Flightstory inside out! Understand our mission and values, and think about how you can contribute to our goals. This will help you stand out during the interview process.
✨Tip Number 4
Apply through our website! It’s the best way to ensure your application gets noticed. Plus, it shows you're genuinely interested in being part of our vibrant community in Shoreditch.
We think you need these skills to ace Head of Guest Booking
Some tips for your application 🫡
Show Your Passion:When you're writing your application, let your enthusiasm for the role shine through! We want to see how excited you are about guest booking and how you can contribute to our mission at Flightstory.
Tailor Your CV:Make sure your CV is tailored to the Head of Guest Booking role. Highlight your experience in managing teams and booking talent, and don’t forget to mention any relevant projects that showcase your editorial sharpness!
Craft a Compelling Cover Letter:Your cover letter is your chance to tell us why you're the perfect fit for this role. Share specific examples of your past successes in booking high-profile talent and how you’ve led teams to achieve great results.
Apply Through Our Website:We encourage you to apply directly through our website. It’s the best way for us to receive your application and ensures you’re considered for the role. Plus, it shows you’re keen on joining our vibrant team!
How to prepare for a job interview at FlightStory
✨Know Your Guests
Before the interview, dive deep into the types of guests that Flightstory typically books. Familiarise yourself with their past shows and the talent they’ve featured. This will not only show your enthusiasm but also your understanding of what makes a compelling guest in the digital content space.
✨Showcase Your Leadership Skills
Be prepared to discuss your experience in managing and mentoring teams. Think of specific examples where you’ve successfully led a booking team or improved processes. Highlight how you can raise ambition and consistency within the team, as this is crucial for the role.
✨Demonstrate Editorial Sharpness
During the interview, share your insights on narrative and cultural relevance. Discuss how you identify compelling guests and how their voices can shape content performance. This will showcase your editorial sharpness and align with the company’s mission.
✨Prepare for the Task Round
The task round is your chance to shine! Think about how you would approach the day-to-day responsibilities of the role. Prepare a mock booking strategy or outline how you would elevate existing formats. This proactive approach will impress the interviewers and demonstrate your strategic thinking.
