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    Most deals don’t fall apart for lack of effort. Marketing builds campaigns and content. Enablement delivers training and develops skills. Revenue teams pour hours into strategy and preparation.

    But when it’s go-time – when the rep needs to get ready, engage the buyer with confidence, understand where the deal stands, and take the right next step – they’re too often left trying to connect the dots. Jumping between tools. Chasing down context and resources. Working hard, but without the clarity or coordination to execute as effectively as possible.

    It’s not just inefficient. It’s risky. Gaps open up. Buyers drift. And the opportunity slips.

    The Highspot Winter Launch 2026 isn’t just about closing these gaps. It’s about closing the distance between planning and performance. From unified deal views to AI-powered actions, we’re putting everything GTM teams need to drive the deal – content, insight, guidance, precision – right where it matters most: in the context of the deal.

    Because winning happens when reps show up ready – with the right message, the right skills, and the confidence to move deals forward when it matters most. And that only happens when marketing, enablement, and revenue teams work as one.

    Sharp before the deal. Smarter in it.

    At the centre of this release is Deal Intelligence, powered by Deal Agent. It’s an AI teammate built to help sellers not just understand deals, but win them.

    Deal Intelligence combines CRM data, buyer engagement, and meeting insights into a real-time, unified view of every opportunity. But it doesn’t stop there. The Deal Agent recommends what to do next, whether that’s identifying risk, re-engaging stakeholders, building a Digital Sales Room, or launching a deal-specific Role Play to prep for the next call.

    Because inspection doesn’t move the deal. Confident, efficient execution does.

    Practise, sharpen, perform

    Preparation shouldn’t be guesswork or a bottleneck. That’s why AI Role Play is now generally available across web and mobile, giving reps a place to practise real selling scenarios anytime, anywhere.

    With instant feedback aligned to your skills framework, sellers can build confidence fast, without waiting for a manager. And with new enhancements, they can launch a Role Play directly from a deal, using real buyer context to prepare with precision.

    Less theory. More application. Better results.

    Work the plan, win the deal.

    With Mutual Action Plans, Digital Rooms become more than content hubs – they become a roadmap for success. Every stakeholder has visibility into where the deal stands, what’s next, and who’s responsible. Align on next steps, assign ownership, and track progress in one secure, shared space. Transparency builds trust, surfaces blockers faster, turns relationships into partnerships, and accelerates decisions – helping teams collaborate with confidence toward closed won.

    Deal progress isn’t something to chase. It’s something you build – together.

    Performance-ready training, at scale

    We’ve expanded our training capabilities to help GTM teams deliver high-quality, skill-based programmes—at the pace and scale the business demands.

    • Highspot Skills provides a GTM-tested framework to define, develop, and measure the capabilities that matter most – while providing AI-powered assessments that unlock scale across training and coaching programmes.
    • Automated AI Feedback for Training eliminates review bottlenecks by automatically evaluating training submissions, so sellers can level up more quickly and bring stronger execution to their deals.

    Because training isn’t a checkbox. It’s a competitive edge.

    Ready to make wins happen?

    Deals are where it all comes together – or doesn’t. Your strategy, your content, your training, your hours of prep – it only matters if it shows up in the moment and turns into a win.

    Highspot is how modern GTM teams win. It’s where strategy, content, and training come together in the moments that matter most, turning all the work behind your go-to-market into consistent, confident execution.

    Want to learn more?

    Join us for the Customer Winter Launch 2026 webinar

    Liz Tassey

    Liz Tassey is a strategic, data-driven marketer known for creativity & storytelling, roll-up-the-sleeves collaboration, and getting it done amidst complexity. She has 20+ years of experience in technology marketing, ranging from large-scale enterprises like Microsoft to high-growth IPO companies like Qualtrics to innovative startups like BlueOcean AI and Highspot.

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