Your 2025 CX deep dive into contextual AI

Gladly Team

Gladly Team

13 minute read

Customer unboxing a package and looking at her phone

Every interaction is a chance to build loyalty or lose a customer.

For years, businesses used automation to handle the easy stuff and left the hard problems to humans. But early AI—mostly clunky, keyword-based chatbots—didn’t cut it. They were missing one fundamental thing:

Context.

Imagine calling a service line, explaining your problem, getting transferred, and having to repeat your entire story. Frustrating, right?

That lack of context was a big flaw in previous AI models. Today, that's changing with contextual AI. This is a powerful evolution that uses a customer's history and real-time information in every conversation, transforming how support teams work.

73% of customers believe AI will improve service quality

Fluent Support

In fact, 73% of customers believe AI will improve service quality, but only if it's relevant, accurate, and understands the situation. Contextual AI makes support more proactive, like spotting problems early or predicting customer needs. Some teams have even seen a 25% reduction in project delays and improved satisfaction scores.

It’s all to say, Contextual AI is a big deal in CX. So let's get into the impact it has on CX teams—and why it’s only one piece of the puzzle.

See 12 examples of content driven ecommerce programs

Seated woman smiling at her yellow smartphone

What is contextual AI?

It's more than smart responses.

Contextual AI is a type of artificial intelligence that understands and responds to its environment. This means it considers what someone has done in the past, their current location, and other important details when replying. It doesn’t just hear words, it gets what they mean. Think of it as giving AI a “memory” and “awareness,” so it can interact more like a human. This isn't just about providing a pre-programmed answer; it's about delivering a relevant, personalized, and actionable insight.

A basic chatbot can tell you, “Here’s our return policy.” Contextual AI goes further. If you just sent something back last week, it knows, and can proactively offer you a return label for the new item you’re eyeing.

Contextual AI understands three key things:

  • The why: It doesn’t just process what the customer says — it understands why they’re saying it, based on their journey.

  • The who: It recognizes the individual and their unique history with the brand.

  • The right now: It takes into account real-time variables, such as the device being used, location, current promotions, or even system outages.

CX teams have even seen a 25% reduction in project delays with AI

CMSWIRE

What is the context gap?

The customer experience context gap ris the disconnect that happens when a company loses sight of a customer’s journey, history, preferences, or current situation across touchpoints. Essentially, it's the gap between what the customer expects the brand to know about them and what the brand actually knows and applies during a specific interaction.

Features of a CX context gap:

  • Memory loss: If a customer has engaged with the brand before, they expect the brand to remember these interactions. A context gap occurs when the brand treats each interaction as isolated, forcing the customer to repeat information.

  • Hidden information: Customer data often lives in siloed systems tthat don’t talk to each other. As a result, no single department or channel has a complete view of the customer’s journey or past issues.

  • Lack of real-time awareness: The brand may not know what the customer is experiencing right now. There’s no visibility into what page they just visited, what’s in their cart, whether there’s a service outage in their area, or if they just opened a marketing email.

  • No personalization: Without context, interactions become generic. The brand can't offer tailored recommendations, proactive support, or truly relevant solutions. A whopping 59% of shoppers feel that companies have lost touch with the human element of customer experience.

59% of shoppers feel that companies have lost touch with the human element of customer experience

PWC

Context explained: CRMs and customer data

The real power of contextual AI lies in its ability to seamlessly blend two critical elements– a customer’s history and real-time awareness.

Think of it like a service agent who remembers everything about you:

Every purchase.

Every support ticket.

Every website visit.

Every chat transcript.

That’s the kind of comprehensive memory contextual AI builds, pulling data from across systems to create a holistic view of the customer journey. Here’s where it finds that context within your CX workflows:

Companies using AI-driven CRM tools see a 29% increase in sales and a 25% boost in customer satisfaction

Unite.AI

CRM systems: Companies using AI-powered CRMs see sales go up by 29% and customer satisfaction rise by 25%. That’s because CRMs hold valuable context, like customer profiles, purchase history, service agreements, past support tickets, and resolutions. Contextual AI taps into this data to tell whether someone is a loyal, high-value customer or a brand-new prospect, and respond accordingly.

Chat, email, voice, and other channels: Every past conversation, whether with a person or a bot, feeds into the AI’s memory. It reads chat logs, emails, and call transcripts to pick up on issues, preferences, and tone. For example, if someone complained about a product before, the technology remembers and adjusts its response.

Website and app behavior: Browse history, pages visited, products viewed, abandoned carts, and in-app actions provide rich data about customer intent and interests. If a customer spends time on a product's troubleshooting page, the AI can infer a potential issue even before they explicitly state it.

Social media and public data: If privacy settings allow, AI can also learn from public social posts and reviews to understand how customers feel about the brand or its products. Teams using AI-driven social listening are twice as confident in their social media ROI compared to those who aren’t.

Preference management: Explicitly stated preferences, like communication channels, preferred products, or service tiers, are stored and referenced by the AI to tailor interactions.

Context in customer experience can:

  • Preempt needs: If a customer has a recurring issue, the AI can anticipate their needs and offer a solution before they fully articulate the problem.
  • Avoid repetition: Customers hate repeating themselves. Contextual AI ensures that the customer’s current interaction builds upon their history, eliminating the need to re-explain details already in the system.
  • Personalize tone and approach: Knowing a customer's history of frustration or preferences can help the AI (or the human agent it assists) adjust its tone and language to be more empathetic or efficient.
  • Identify customer value: Understanding a customer's lifetime value helps the AI prioritize and potentially escalate interactions for high-value clients, ensuring they receive premium service.

How to integrate contextual awareness in CX

Beyond history, contextual AI acts like a real-time sensor, constantly reading the environment and the unfolding conversation. This awareness lets it respond to what’s happening right now, not just what happened before.

Here’s how it works:

Current conversation state: The AI follows the flow of the chat, remembering what’s already been said, what the topic is, and which questions have been asked, so the exchange feels natural and connected, not like a series of isolated answers.

User location and device: Knowing a customer's location can be crucial for providing relevant information (e.g., nearest store, local service outages, time zone). The device they’re using also gives clues about what’s technically possible.

Time of day/week/year: Certain queries are time-sensitive. An AI can discern if a customer is calling during peak hours, during a holiday, or late at night, adjusting its recommendations or routing accordingly.

System status and product availability: Real-time data feeds can inform the AI about current service outages, product stock levels, or ongoing promotions, allowing it to provide accurate and up-to-the-minute information without needing to query a separate system manually.

Sentiment and emotional cues: Advanced contextual AI, often leveraging sentiment analysis and emotion AI, can detect the customer's emotional state through tone of voice, word choice, and even typing speed. If a customer is expressing frustration, the AI can automatically escalate the conversation to a human agent or shift its own communication style to be more empathetic.

External events: In some industries, external factors like weather, news, or health advisories matter. An airline AI, for example, might factor in storm warnings when explaining delays. By combining real-time signals, like location, sentiment, and system status, with history, contextual AI delivers smarter, more authentic, and more helpful responses in the moment.

Teams using AI-driven social listening tools see up to 2x the confidence in their social marketing ROI

Talkwalker by Hootsuite

What contextual AI does for CX teams

Combining customer history with real-time awareness doesn’t just make AI “smarter.” It fundamentally reshapes how customer experience teams work, boosting efficiency, personalization, agent effectiveness, and customer satisfaction.

1. Hyper-personalization at scale

Contextual AI makes cookie-cutter responses a thing of the past. Customers feel seen, understood, and valued because interactions are tailored to them, not to “the average user.”

  • Tailored recommendations: In 2024, 73% of customers said brands treat them as unique individuals, up 39% from the year before. Contextual AI drives this shift by suggesting products, services, or solutions based on past purchases, browsing behavior, and stated preferences. On an e-commerce site, for example, it might recommend accessories that match what’s already in a customer’s cart, instead of pushing generic bestsellers.

  • Proactive engagement: By analyzing historical patterns and real-time cues, contextual AI can anticipate customer needs or potential issues before they even arise. This could involve sending a proactive notification about a potential service outage in their area or offering a tutorial for a feature they've recently explored but haven't fully utilized.

  • Seamless channel transitions: If a customer starts a conversation on a chatbot, then moves to a live chat, and finally calls, contextual AI ensures the context carries over. The customer doesn't have to repeat their story, leading to a much smoother and less frustrating experience.

In 2024, 73% of customers feel that brands treat them as unique individuals, an increase of 39% from the previous year

Notta

2. Enhanced efficiency and faster resolution times

Contextual AI streamlines workflows for both automated systems and human agents.

  • Automated first-line resolution: With context, AI-powered chatbots and virtual assistants can solve more issues on their own, quickly accessing the right data, delivering precise answers, and even completing transactions without involving a human.

  • Reduced handling times for agents: When escalation is needed, contextual AI gives agents a full snapshot of the customer’s history and the current issue, so they can jump straight into solving the problem instead of rehashing basics. This reduces average handle time and improves agent output.

  • Intelligent routing: Based on a customer’s history, issue complexity, and real-time sentiment, AI can route them to the best-suited agent or team, cutting down transfers and connecting customers with someone who can help.

3. Empowered and more productive agents

Contextual AI doesn’t replace human agents—it turns them into “super agents” by amplifying their skills and supporting them in real time.

  • Real-time insights: As conversations unfold, the AI acts as a co-pilot, suggesting responses, surfacing knowledge base articles, and recommending next steps based on history and context.

  • Sentiment analysis: Nearly 9 in 10 customers say blending human connection with AI creates better experiences. That’s an 89% majority of customers voicing how they want to optimize experiences. Contextual AI monitors sentiment and alerts agents if frustration is rising, helping them adjust tone, show empathy, or escalate when needed.

  • Automated follow-ups: AI handles routine follow-ups, CRM updates, and conversation summaries—freeing agents from admin tasks so they can focus on meaningful interactions.

  • Training and onboarding: Contextual AI even helps train agents, running simulations, providing feedback, and surfacing helpful resources, making it easier and faster for new hires to ramp up.

89% majority of customers emphasize the need to combine human connection with AI efficiency to optimize experiences

CISCO

4. Improved customer satisfaction and loyalty

Ultimately, all these benefits converge to create a superior customer experience, leading to higher satisfaction and stronger loyalty.

  • Feeling understood and valued: When interactions are personalized and proactive, customers feel recognized and appreciated. This builds a deeper emotional connection with the brand.

  • Less frustration: By removing repetitive questions, long waits, and miscommunication, contextual AI makes every interaction smoother and more pleasant.

  • Consistency across channels: Whether customers chat, email, call, or use another channel, contextual AI keeps the experience seamless and consistent, reinforcing trust in the brand.

  • Higher first-contact resolution: With instant access to context and relevant data, both AI and human agents can solve issues faster, often on the very first interaction, which is a key driver of satisfaction.

Implementation challenges:

While the benefits of contextual AI are compelling, its implementation is not without challenges. Businesses must address these to unlock their full potential:

  • Data silos and integration: Contextual AI runs on data, but customer information is often scattered across CRMs, ERPs, marketing tools, and legacy systems. Stitching these together into a single, usable view can be complex and resource-intensive.
  • Data quality and governance: The saying “garbage in, garbage out” applies here. If the data feeding your AI is inaccurate, incomplete, or biased, the insights (and customer experience) will suffer. Strong governance and regular data cleansing are essential.
  • Privacy and security: Because contextual AI collects and analyzes sensitive customer data, companies must comply with privacy laws (like GDPR and CCPA) and invest in strong security to maintain trust.
  • Avoiding “creepy” personalization: Personalization should feel helpful, not intrusive. AI needs to use context wisely, respecting customer boundaries and being transparent about how data is used.
  • Keeping the human touch: AI should enhance—not replace—human agents. Workflows must ensure customers can escalate to a human when needed, especially for sensitive or complex issues that demand empathy.
  • Bias in AI models: Historical data can carry biases (about demographics, behaviors, or past decisions), which the AI may inadvertently reinforce. Ongoing monitoring and fairness testing are crucial to avoid harm.
  • Cost and expertise: Building and maintaining advanced AI requires significant investment in technology, infrastructure, and talent like data scientists and NLP engineers.
  • Training and adoption: Agents need training to work effectively with AI, trust its insights, and understand its limits. Change management is key to ensure smooth adoption and collaboration.

Future outcomes for contextual AI

Contextual AI is chock-full of impressive capabilities. But the future promises even more profound transformations in customer experience. Here are some of those exciting developments that are already starting to take shape in the CX landscape.

Hyper-personalized proactive journeys

AI won’t just react to individual interactions—it will orchestrate seamless, proactive customer journeys. It will anticipate needs across touchpoints, offering support, suggestions, and reminders before customers even know they need them. Imagine AI managing your subscriptions, optimizing them based on usage, or reminding you of an expiring warranty without being asked.

Truly conversational and multimodal AI

Interactions will feel even more human, fluidly switching between text, voice, and video while understanding subtle cues like facial expressions, vocal tone, and even body language. This will add a layer of non-verbal understanding to every exchange.

Emotional intelligence at scale

While humans remain the benchmark for empathy, AI will grow more skilled at detecting and responding to emotions, adjusting its tone, prioritizing escalations, or offering reassurance during sensitive moments to make automated interactions feel supportive and caring.

Self-optimizing CX systems

Future AI will learn in real time—refining its workflows, identifying bottlenecks, improving resolution rates, and even adapting its training data. This creates an ever-smarter, more adaptive customer experience ecosystem.

Symbiosis between agents and AI

The partnership between human agents and AI will deepen. AI will handle routine tasks and heavy cognitive lifting, freeing agents to focus on complex problems, creative solutions, and building authentic customer relationships. Agents will evolve into strategic relationship managers.

Predictive customer lifetime value optimization

Beyond solving immediate needs, AI will help maximize customer lifetime value, identifying upsell, cross-sell, and loyalty opportunities tailored to each customer’s predicted future behavior and worth.

Ethical AI

As AI becomes more embedded in CX, ethical design will take center stage, with stronger safeguards for bias detection, transparent decision-making, and data privacy. The goal: to ensure AI benefits customers equitably and responsibly.

Contextual AI is vital, but won’t cut it on its own

Contextual AI represents a pivotal moment in the evolution of customer experience. It has moved us light-years beyond the rudimentary, frustrating interactions of early chatbots, ushering in an era where customer history and real-time awareness converge to create truly personalized, efficient, and proactive engagements.

For CX teams, this means a shift from reactive firefighting to strategic customer relationship management, empowered by intelligent assistance.

However, in the relentless pursuit of exceptional customer loyalty and truly meaningful relationships, contextual AI alone isn't enough. While it provides crucial understanding and memory, the future of CX demands a more dynamic and autonomous approach. To move beyond intelligent responses to actual problem-solving and relationship building, brands need to integrate two other critical dimensions: agentic AI and conversational AI, working in seamless partnership with their contextual AI strategy.

  • Conversational AI enables natural, human-like dialogue. It makes interactions intuitive and effortless, transcending the rigid, scripted exchanges of early chatbots.

  • Agentic AI adds the ability to act. It doesn’t just understand the customer’s situation; it takes autonomous action, executing tasks, orchestrating workflows, and proactively resolving issues before they escalate.

  • Contextual AI provides the foundation—a deep understanding of who the customer is, why they’re reaching out, and what matters to them, fueling both the conversation and the action with insight and memory.

Together, these three capabilities form a powerful AI trifecta: systems that know your customers and speak to them naturally, act on their behalf, and remember every detail of their journey.

This is exactly what Gladly Customer AI is built to deliver. By uniting robust contextual AI for deep understanding, advanced conversational AI for seamless dialogue, and intelligent agentic AI for proactive, autonomous action, Gladly empowers brands to go beyond transactional support. The result? Rich, enduring customer relationships—where every interaction reflects genuine care, efficiency, and understanding.

The future of CX is not just about smarter AI, but about intelligently orchestrated AI working in tandem to build a customer-centric world.

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