
Strivenn Thinking
Authenticity Over Algorithms: The Uprising 2025's Marketing Wake-Up Call
By Matt Wilkinson
They say never meet your heroes, but when you’re meeting them at Mark Schaefer’s The Uprising, the saying couldn’t be further from the truth.
A group of 30 marketing leaders from around the world converged on a storybook location in Maryville, Tennessee, to discuss the future of marketing.
Among the keynote speakers were my own marketing heroes: Mark Schaefer, Ann Handley, Andy Crestodina, Brian Piper, Dr Mara Singer and Kami Huyse. I was honoured to speak right after a fireside chat between Mark and Ann, and you couldn’t ask for a tougher act to follow!
Mark got the party started with a bang, stating:
"We’re in a pandemic of boring - and AI is making it worse."
This dramatic keynote quote was a thesis for the entire event - over two high-octane days, the group dissected a future that's arriving faster than most of us feel ready for. However, thanks to the supportive community I for one certainly came away feeling better placed to address an uncertain future.
While there are still a lot of unknowns, we do know the tools are smarter, audiences are savvier, and the stakes for standing out have never been higher.
Here are the five big truths Uprising 2025 drilled home for me:
- AI Is a Power Tool, Not an Overlord
- Authenticity Is a Durable Asset
- Community Still Beats Code
- Mastery Compounds, Shortcuts Commoditise
- Boring is the True Threat
These are explored in more detail below, with quotes and some take-home playbook tips.
1. AI Is a Power Tool, Not an Overlord
The consensus across the board: AI won’t save us from bad marketing. If anything, it accelerates mediocrity when misused. But in the right hands, it’s a force multiplier.
Mark Schaefer quipped, "We’re in this pandemic of boring, and AI is just making it worse." The message? Unless humans stay in the driver’s seat, the algorithm drives us. Andy Crestodina added, "Every prompt I ever wrote was just a draft." His iterative AI use is less about speed and more about strategic depth.
And in a future marked by volatility, Brian Piper reminded us, "We are living in a time where it is harder to predict the future than it has ever been in our history." Here’s the crux: Don’t confuse a synthetic voice for strategic clarity. AI might write your content, but it can’t position your brand.
Playbook tip: Treat AI like a brutally honest intern - feed it smart thinking, force iterations, and use the saved time to focus on human-centric work like story and strategy.
2. Authenticity Is a Durable Asset
AI may accelerate production, but authenticity remains the brake we all need. Emotional equity was the currency everyone agreed would outlast any trend. Dr Mara Singer captured it: "In this time of fake news and fake meat, authenticity is really critical." Her talk even explored how each generation defines "real."
Ann Handley nailed the creator’s mindset: "It takes an enormous amount of emotional investment to create something of value. We have to remember that the process is so critical to the outcome - it’s not just about the results."
And Mark Schaefer framed it as a shared mission: "It’s an opportunity to zoom out and create something meaningful together."
Gut-check: Before publishing your next AI-assisted whitepaper or blog, ask, "Does this sweat enough emotional equity to matter six months from now?"
3. Community Still Beats Code
Algorithms evolve. Word of mouth endures. Over and over, speakers emphasised that community is the real moat.
Sarah from the word of mouth marketing track questioned the magic: "Word of mouth is supposed to be magic, right? It’s viral. You can’t plan for it - and I want to talk about that." Kami Huyse reinforced that while tech changes, connection doesn’t: "Everything changes all the time. What doesn’t change is the community’s desire to network."
Mark wrapped it with a personal lens: "Here, you’re already starting to see deep conversations and bonds that will help us for the rest of our careers."
Fitness test: If no one would share your content in a Slack channel or send it to a friend, it might not be worth publishing.
4. Mastery Compounds, Shortcuts Commoditise
Don’t mistake AI shortcuts for marketing maturity. Several talks explored the difference between surface-level use and skillful integration.
Andy outlined seven tiers of AI fluency - from “prompt newbie” to “agent overseer.” The point? Climbing the skill ladder matters. Ann Handley called for transparency in craft: show the messy drafts, not just the polished output.
Brian Piper forecasted tools like headless CMS and adaptive content that “find the audience” on their own. But the human input still makes it resonate.
Action nudge: Choose one recurring marketing task (like a newsletter or report). Build an AI-assisted SOP not to move faster, but to improve what you ship.
5. Boring is the True Threat
At Uprising 2025, safe ideas took a beating. The Audacious Workshop pushed marketers to prototype campaigns that felt borderline absurd - and wonderfully refreshing.
From corn-maze wine tastings to taglines like "our wine slept with your beer," originality stole the show.
Mark Schaefer's mantra returned: "Boring has been institutionalised."
Sticky note for your desk: If your campaign feels comfortable, it’s probably forgettable. In a world where Liquid Death wins in bottled water, weird works.
Final Thought
The future belongs to marketers who blend emotional investment with creative risk-taking and wield AI as a collaborator, not a crutch. As a speaker and attendee, I left with one truth etched deeper than ever: The future doesn’t need more tools. It needs marketers brave enough to be original.
At The Uprising 2025, the message was clear: Don’t just automate. Be audacious.