Dreamforce 2025 Recap

If you could bottle innovation, caffeine, and curiosity into one place, you would get Dreamforce.

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For three days, San Francisco felt less like a city and more like the center of the tech universe. Every street corner had a conversation about AI, customer experience, or the next big idea. It was not just an event; it was an ecosystem of energy, where every handshake came with a new perspective.

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For us at Outdoo AI, it was our very first Dreamforce. And what an introduction it was. We walked hundreds of steps, possibly miles, powered by countless coffees, and connected with over 800+ incredible people, each bringing their own story, challenge, and spark of innovation.

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There were conversations with AI leaders reimagining how technology can coach, not just automate. There were deep dives with enablement teams from fast-growing SaaS companies and enterprise leaders redefining how reps ramp, sell, and win.

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Amid the buzz and excitement, one thing was clear. The future of sales enablement is not about replacing the human touch. It is about using AI to amplify it.

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That is why we were there. Outdoo AI’s mission has always been simple, to help sales teams learn faster, coach smarter, and perform at their best. Dreamforce gave us the perfect stage to show what that looks like in action, and the response was beyond anything we could have imagined.

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Sales Leaders Dinner: Conversations Beyond the Show Floor

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We kicked off Dreamforce with the Sales Leaders Dinner at Bistro Boudin, an evening filled with laughter, inspiration, and honest conversations about leadership and coaching culture.

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It was proof that the best ideas sometimes happen when the decks are closed, the laptops are tucked away, and the sourdough is warm.

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Leaders shared challenges and successes, debated coaching strategies, and explored how AI could help teams perform better without losing the human touch. These candid conversations set the tone for the days ahead, reminding us that sales enablement is as much about people and culture as it is about tools and technology.

Outdoo AI at Dreamforce 2025: Conversations, Demos, and the Penguin

Stepping into Booth 340 felt like opening a door to another world. The energy was palpable, and every few minutes someone new stopped by curious, skeptical, excited, or all three at once.

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Over the course of three days, we talked to more than 700 people from companies like Amazon, Roche, and other tech and insurance firms with teams of 100 or more. Every conversation was unique, but one question came up again and again: how can AI make sales coaching faster, smarter, and more human?

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Our AI Roleplay and Digital Twin simulations were the highlight. Watching a sales leader react as the system simulated a tricky buyer conversation was priceless. Eyes widened, heads nodded, and more than a few “aha” moments happened in real time. These demos showed how AI doesn’t replace humans; it amplifies their ability to perform.

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And yes, the penguin stole the show at the booth, serving as the perfect icebreaker for curious attendees. People laughed, snapped photos, and sometimes paused their demos just to say hello. It was fun, memorable, and surprisingly effective at starting meaningful conversations.

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The Espresso Bar: Brewing Energy and Connections

Dreamforce mornings are better with caffeine, and our Outdoo Espresso Bar quickly became the unofficial energy hub of #DF25.

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Between espressos and cappuccinos, we had some of the most inspiring conversations of the week, about how AI can simplify coaching, training, and upskilling without losing the human touch.

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Because when you have great coffee, you get even better ideas. 

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Speaker Session: Transforming Sales Coaching with AI

At Dreamforce, our founders Snehal Nimje and Sachin Sinha shared how AI Roleplays are redefining enterprise sales coaching. As Snehal said, “Our biggest obstacle isn’t the economy or tougher buyers; it’s our teams’ readiness.”

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The numbers tell the story:

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• 75% of B2B leaders say it’s harder than ever to close deals

• Coaching improves performance, yet 61% of managers lack the tools to do it effectively

• Sellers who get personalized coaching are 3.2 times more likely to hit quota

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AI Roleplays solve the gaps that traditional coaching cannot. They simulate real conversations, identify skill gaps, and provide continuous guidance. In short, sales success isn’t about more data; it’s about smarter coaching. Sellers with clear guidance perform faster, ramp up quicker, and hit quotas more reliably.

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By the end of the event, 30+ demos were booked for the coming weeks, and Outdoo AI was featured in CNBC, Forbes, and the Times of India. Dreamforce wasn’t just a showcase; it was a validation of our mission to help sales teams learn faster, coach smarter, and perform at their best.

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A Conversation with Arundathi Bhattacharya: Insights from Salesforce India

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One of the highlights of Dreamforce for Snehal was the opportunity to meet Arundathi Bhattacharya, Chairperson and CEO of Salesforce India.

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They discussed the evolving role of AI in sales enablement and how enterprise teams can use technology to coach smarter without losing the human touch. The conversation reinforced our belief that AI’s true value lies in empowering teams, not replacing them.

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It was a reminder that innovation happens when leaders connect, share ideas, and align on the same mission: helping people perform better with the support of smart technology.

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Outdoo Ideology Everywhere: Sharing Our Vision of AI-Driven Sales Coaching

Outdoo AI wasn’t just at Booth 340; it was visible all across the Dreamforce campground. Our branded tote bags were carried by attendees everywhere, sparking conversations and curiosity wherever they went. The coffee from our Espresso Bar kept people energized and gave us the perfect chance to share how AI can transform sales coaching.

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And our penguin became the unofficial mascot of the event, popping up in photos, at the booth, and on social media. It reminded everyone that Outdoo AI is approachable, human, and playful even while tackling serious sales enablement challenges.

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But beyond the fun, there was a bigger mission: we were spreading our vision of AI-driven sales coaching to the entire audience. From casual conversations over coffee to demos and takeaways from the booth, we shared how Outdoo AI helps teams learn faster, coach smarter, and perform at their best. It wasn’t just a product presence; it was a chance to plant the seeds of smarter, more human sales enablement across the Dreamforce community.

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Key Takeaways and Insights from Dreamforce 2025

Dreamforce was more than just an event; it was a window into the challenges and opportunities facing sales teams today. Hundreds of leaders shared their biggest coaching pain points, from inconsistent feedback to limited training bandwidth.

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One clear insight emerged: traditional coaching alone is no longer enough. Teams need a way to coach consistently, give personalized feedback, and enable continuous learning, all without adding more manual work for managers.

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That’s where Outdoo AI’s Roleplays and Digital Twins come in. They sparked excitement because they make it possible to:

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• Coach every rep consistently, even in large or distributed teams

• Automate personalized feedback that is actionable and timely

• Drive continuous upskilling through practice, reflection, and simulated real-world scenarios

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These tools don’t just replicate traditional coaching; they amplify it. A rep practicing with a Digital Twin gets more real-world experience in minutes than traditional roleplay might deliver in hours. And managers can focus on strategy and mentorship instead of spending all their time on repetitive coaching sessions.

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Another big takeaway from the week: the human element still matters. Whether it was conversations at Booth 340, insights over coffee at the Espresso Bar, or connecting with leaders like Arundathi Bhattacharya, the moments that resonated most combined technology with empathy, guidance, and fun.

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In short, Dreamforce confirmed that the future of sales enablement is about blending AI with human coaching. Teams that embrace this approach will be better prepared, more confident, and more likely to hit quota, and they’ll do it without burning out their managers.

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Looking Ahead: The Future of AI in Sales

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Dreamforce was just the beginning. Being featured by CNBC, Forbes, and The Times of India was exciting, but the real win was connecting with so many people passionate about learning, coaching, and growth. Every conversation reminded us that the path to stronger sales performance is paved with continuous coaching, upskilling, and real-world practice.

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We’re inspired to expand our demos, enterprise engagement, and AI-powered coaching solutions so that more teams can experience the benefits of smart, human-focused AI. Our goal is to continue building tools that are accessible, impactful, and fun, helping every sales team perform at their best.

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Dreamforce reaffirmed our commitment to innovation and delivering unmatched value to our customers. We know that every interaction, every roleplay, and every insight can be a moment of growth, and we’re excited to keep creating more of them.

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Stay connected for more AI Roleplays, demos, and updates, and experience how Outdoo AI is redefining coaching for modern teams.

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Try it in our playground today, see how AI can help your team learn faster, coach smarter, and turn every conversation into measurable growth.