Grab Your Free Spot At Freelance Fest 2026
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Stay fully booked in the age of AI.
Freelance Fest 2026 is a half-day virtual conference on how the best freelance content marketers keep their calendars full while AI is changing everything around us.
In four 45-minute roundtables, 12 of the sharpest freelancers in the business will share how they:
- Land work through casual coffee chats instead of cold pitches
- Win more work from the clients they already have
- Reinvent their offer without putting their income at risk
- Make themselves so indispensable that clients never leave
Plus, Tyler Hakes will reveal his ORBIT framework in an exclusive workshop on the new rules for freelance success.
Here's the full schedule for the day:Â
Grab Your Free Spot At Freelance Fest 2026
When you register, you'll opt in to receive reminder emails about this event as well as emails about future workshops, live streams, Q&As, and more. Unsubscribe any time.
Never Cold Pitch Again: How To Stay Fully Booked Through Casual Coffee Chats
Cold pitching is a grind, and it’s getting less effective. Our panel shares how they turn relaxed, no-pressure conversations into a steady flow of referrals and inbound work. You’ll learn who to talk to, what to say and how to follow up without it feeling salesy.
Meet the speakers:
Lizzie Davey is a Brighton-based freelance writer who has spent 13 years creating content for SaaS and ecommerce brands. She’s also the founder of Freelance Magic, where she offers no-BS advice for freelancers at every stage of their journey.
Allison Ditmer is a Content Strategist, LinkedIn Personal Brand Marketer, and Speaker who helps individuals turn online visibility into real relationships and real business. After 15 years in corporate digital marketing at a Fortune 100, she launched her own content business as a solopreneur. She shares her best LinkedIn strategies in her newsletter, The Content Cup.
Lee Densmer is a content marketing strategist, writer, teacher, and author. She owns Globia, a content marketing consultancy that offers content strategy, editorial planning, and content development. She also coaches rising content marketers on how to become strategists and open their own consulting businesses – and writes Content, Simplified, a weekly newsletter for marketers and CEOs who urgently need to do better than churning out content that doesn’t connect to revenue.
Land & Expand: How to Win More Work From Every Client
Your easiest new work often comes from clients you already have. Learn how top freelancers spot opportunities inside existing accounts and grow small projects into bigger retainers. You’ll also hear how they bring up new services without coming across as pushy.
Meet the speakers
Helen Carrie is the only B2B tech copywriter who has also produced EMMY-winning TV.
Now she is on a quest to banish the BS from B2B by writing for industry-shaking brands and the leaders who are shaping them.
In her newsletter, Curiouser & curiouser!, she explores how we can ask better questions to make more meaningful human connections and stick it to the shallow, substanceless slop.
Sarah Cheesman is a freelance content strategist, copywriter and fractional content partner who helps businesses in finance and tech make sense of their content.
She also writes Read this instead of working, a LinkedIn newsletter sharing the realities of freelancing, content marketing and running a one-woman business, with plenty of sarcasm thrown in for good measure.
Lauren Kristy Gouws is the founder of LKM Creative, a copywriting and brand strategy agency, and the creator and host of The Productive Freelancer podcast.
With over 11 years of freelancing experience, Lauren has worked with more than 11,000 clients worldwide, completed over 19,000 orders, and earned Top Rated status on Fiverr. Her work has also landed her on the cover of Entrepreneur magazine.
Expand & Evolve: How To Reinvent Yourself Without Risking Your Business
AI is changing what clients pay for, and standing still is a risk too. Hear from freelancers who’ve added new services, moved into new niches or repositioned completely, all while keeping their income steady.
Meet the speakers
Rosie Campbell is a content marketer for B2B SaaS brands and execs. She’s been freelancing for 10 years, writing for companies like Lattice, monday, and Supermetrics. She’s half-British, half-American, and lives in Spain with her husband, her son, and a beagle with giant ears.
Liz Heflin was that preschooler who already knew what they wanted to be: a writer.
She started writing professionally in 2006, having no idea the freelance gigs she was taking would transform into a career she's still doing (and loving) two decades later. Today, she's the president of Heflin Media Group and Wynncrest Books, a nonfiction book ghostwriter, and the host of the Inkwell (a community exclusively for freelance writers).
Sophie Cross is a Leeds-based freelance marketer, writer and facilitator who has spent 13 years working with brands like lastminute.com, Visit Britain, and Madame Tussauds. She’s also the founder of The Freelancer Magazine Club, a print magazine and membership built on the idea that freelancers deserve to feel like founders.
Indis-f**king-pensable: What The Best Freelancers Do Differently To Keep Clients Forever
Some freelancers get dropped when budgets tighten. Others become the person clients can’t imagine working without. Our panel breaks down the habits, communication and value-adds that turn one-off projects into years-long relationships.
Meet the speakers
Kat Boogaard is a Wisconsin-based freelance writer with over 12 years of experience writing about the world of work for a variety of brands and publications. She considers herself an avid advocate for the freelance community, and she's never afraid to share the honest, relatable, and oftentimes humorous aspects of freelancing – especially in her newsletter on how to become a (better) freelancer.
Brinda Gulati is a fractional content marketer and freelance writer who specializes in data-driven storytelling and writing easy-to-understand, informative content for humans. She has two degrees in Creative Writing from the University of Warwick, and believes that above all, stories are a deeply human endeavor. Find her on LinkedIn.
The ORBIT Framework: New Rules for Freelance Success
The old freelance playbook was simple: pitch hard, deliver well and hope clients come back. That isn’t enough anymore. In this exclusive workshop, Tyler Hakes unveils ORBIT, his framework for building a freelance business that keeps working as AI reshapes the market. You’ll leave with a clear model for attracting the right clients, keeping them and growing your business on your terms.
Meet the speaker
Tyler Hakes has been working in content marketing and SEO for nearly 15 years. He's built a content marketing agency (Optimist) to over $1.5 million in yearly revenue and built content strategies for top companies and startups like ZoomInfo, HelloSign, Superhuman, Stampli, Glide, Neighbor, and many more. Plus, he founded Top of the Funnel, the 6,500+ member content marketing community bringing you this event.
Grab Your Free Spot At Freelance Fest 2026
When you register, you'll opt in to receive reminder emails about this event as well as emails about future workshops, live streams, Q&As, and more. Unsubscribe any time.