Sales strategies
Cold call preparation with AI: Insights that drive connections

Hadley Mayse
Content Author
Published on: October 27, 2025
Your sales reps likely face this common dilemma with cold calls: They spend valuable time researching prospects only to sound generic when the call begins. Or worse, they go in unprepared and lose credibility within seconds.
The problem isn't lack of effort. It's that traditional preparation methods leave reps with incomplete or outdated information. When they prep, your reps waste time jumping between platforms and tabs, piecing together fragments of information that may not even be relevant when the call connects.
This approach creates inconsistency across your team, making it impossible to scale effective sales engagement practices. Some reps excel at research while others struggle, and solid results depend on preparation skills, not just selling abilities.
And when prospects call back unexpectedly, the situation can get even worse as your reps scramble without any context. Without notes or context, reps fumble through conversations they could own. What could be a productive discussion becomes an awkward exchange that prospects remember for all the wrong reasons.
AI-powered cold call preparation changes this dynamic by delivering relevant, actionable insights directly into your team's workflow. This post explains how revenue AI transforms cold calling from guesswork to precision, helping your reps make stronger connections from the first hello.
Why most cold calls fail before they begin
Here's the uncomfortable truth: Most reps walk into cold calls completely underprepared. They've spent hours digging through LinkedIn profiles and company websites, but they still sound generic within 30 seconds.
Sadly, revenue teams waste 74 percent of their time on non-selling activities, with much of it spent on this low-return manual research instead of effective cold calling. Plus, the effort and quality they put in varies wildly between them, creating a lottery system where success depends more on who did their homework well than the actual opportunity.
They’re also battling the fact that public data sources “lie” constantly. What if a rep confidently mentions a company's expansion, only to hear they just went through layoffs? Most companies work hard on platforms like LinkedIn to show growth that isn't always real. Reliability issues, like showcasing outdated information, undermine a rep’s credibility before they've even made a pitch.
This is why all too often, calls crash and burn instead of taking off.
What is AI-powered cold call preparation?
AI-powered cold call preparation represents one of the most impactful applications of AI in sales. When you use revenue AI to automatically gather, analyze, and synthesize prospect insights from multiple sources, you get actionable intelligence in seconds instead of spending hours piecing together unreliable, and possibly irrelevant, information.
Revenue AI operating systems turn customer interactions into actionable insights, rather than providing generic business information. This isn't about having a smarter search engine. It's about having context that actually matters for the conversation that’s about to happen.
The difference shows up immediately in call quality. When your reps understand not just who they're calling, but what that person might care about, conversations shift from interruptions to consultations. Prospects can tell when someone has done their homework, and they respond with more engagement and longer conversations.
From manual research to instant insights
The shift from manual to AI-powered research creates consistency across your entire team. Where reps once spent 10 to 15 minutes per prospect jumping between tabs and platforms, AI consolidates this process into seconds. Every rep gains access to the same quality of insights, regardless of their research skills or available time.
AI also solves the staleness problem that plagues manual research. While traditional notes sit static in spreadsheets or CRM fields, AI continuously updates its understanding based on new interactions and data. This ensures that your reps are always working with current information rather than outdated assumptions.
The time savings across your team will compound quickly. If each rep saves 10 minutes per call and makes 20 calls per day, that's over three hours of additional selling time per rep, per day! Multiply that across your entire team, and you're looking at significant capacity gains without adding headcount.
Personalized context for every prospect
AI-powered call preparation delivers insights that manual research simply can't match. By analyzing the interaction history across your entire revenue team, AI surfaces previous touchpoints, email engagement patterns, and responses to marketing campaigns. This comprehensive view helps reps understand not just who they're calling, but where that person fits in their organization's buying journey. That allows them to go into the call understanding what that contact’s interests are, as well as the contact’s decision-making power.
The technology identifies behavioral signals that researchers miss entirely. Patterns in website visits, content downloads, and email engagement reveal interest levels and priorities that aren't visible on LinkedIn or company websites. These signals help reps understand what matters most to each prospect in the moment.
For example, AI Ask Anything exemplifies how modern sales AI tools can instantly provide answers about any contact, deal, or account, drawing from the full context of your organization's interactions.
Better preparation drives stronger connections
When reps enter calls with AI-powered insights, the results speak for themselves. Connection rates increase because reps can immediately establish relevance rather than fumbling through generic opening lines. Conversations last longer because reps ask better questions based on real insights rather than surface-level assumptions.
Most importantly, these calls convert at higher rates. Frontify, for example, achieved a 30 percent increase in lead conversions after implementing AI-powered preparation and engagement workflows. This improvement came from reps having better context for every interaction, which allowed them to refine their messaging and connect more effectively with prospects.
The confidence that these capabilities instill in reps matters just as much as the information itself. Reps who feel prepared project confidence that prospects can sense immediately, which creates a positive feedback loop where better preparation leads to better outcomes, which motivates reps to prepare even more thoroughly.
Essential insights your reps need before every call
Not all information is equally valuable for cold calls. The most effective preparation focuses on insights that help reps establish immediate relevance and drive meaningful conversations within the first 30 seconds.
Understanding what truly matters separates productive calls from quick rejections. The key is having information that’s relevant to the prospect's current situation, not what happened to their company six months ago. There are three areas in which this plays out during calls:
1. Interaction history and conversation patterns
Previous touchpoints with your organization tell a story that reps can build on. Email opens and clicks reveal topic interests, while marketing engagement shows which messages resonate. Past conversations with other team members can also provide context about ongoing initiatives or concerns, and support tickets highlight potential pain points or satisfaction levels.
AI synthesizes these scattered data points into coherent narratives. Instead of seeing disconnected events, reps understand the full buyer journey. When a prospect mentions that they spoke with someone else on your team, your rep already knows what was discussed and can build on that foundation rather than starting from scratch.
Deal Boards consolidate this interaction history in one place, making it impossible to miss critical context. This prevents an embarrassing situation in which a prospect is asked to repeat information they've already shared with your organization. Instead, reps can reference previous conversations and demonstrate that they value the prospect's time.
2. Current challenges and buyer signals
The best cold calls address what's happening right now in a prospect's business so that reps can tap into the buyer’s most pressing concerns immediately. AI surfaces organizational changes like leadership transitions, department restructuring, or strategic shifts that create new priorities. These changes often generate budget availability and urgency that manual research misses entirely.
Technology signals also reveal when companies adopt new platforms or retire old ones, indicating potential compatibility issues or integration opportunities. Behavioral triggers provide even deeper insights through patterns like increased website visits, content downloads, or demo requests from multiple people at the same company.
AI Tracker identifies these patterns automatically, alerting reps when accounts show signs of active evaluation. Rather than calling cold, reps know which pain points are likely top of mind. This knowledge transforms cold calls from interruptions into timely conversations about relevant challenges.
3. Stakeholder dynamics and relationships
Understanding who's who in an organization transforms cold calls from interruptions into relevant conversations. AI maps out reporting structures, identifies decision makers versus influencers, and reveals internal champions who might advocate for your solution. This relationship mapping helps reps navigate complex buying committees before they even make the first call.
Communication preferences matter just as much as organizational structure. Some executives prefer brief, data-driven conversations while others appreciate more involved relationship building. AI analyzes past interactions to surface these preferences, helping reps adapt their approach from the opening sentence.
When you know a prospect typically books meetings through their assistant or prefers email follow-ups to phone calls, you can respect those preferences immediately. This consideration builds trust and demonstrates that you understand how they prefer to work, not just what they might want to buy.
How to implement AI-powered call preparation
Successfully implementing AI-powered call prep requires embedding these capabilities into your team's daily workflows. The goal is making preparation so seamless that reps don’t skip it, while making sure the insights improve call outcomes.
Integration starts with your existing tech stack. With the right set up, your CRM will automatically sync with your AI platform, eliminating duplicate data entry and keeping information flowing freely between systems. Be sure to integrate your calendar so preparation happens automatically before scheduled calls, while real-time alerts help reps handle unexpected callbacks.
Integrate preparation into your workflow
The key to a smooth integration is making AI insights impossible to miss or ignore. When preparation materials appear directly in your dialer or automatically populate in your CRM, reps can't skip this crucial step. Some teams build specific pre-call workflows that surface three key insights:
- Company-level context
- Persona-specific pain points
- Conversation starters based on recent activity
Even with all this background information, remember that timing matters as much as content. Insights delivered too early are forgotten, while insights delivered too late hold no value. The sweet spot is surfacing relevant information exactly when reps need it, and integrating it into their calling workflow so they don’t have to go looking for it.
When you’re setting things up, consider how your reps work throughout their day. If they block time for calling, make sure insights are ready when that block begins. If they make calls between meetings, their prep info and insights should come up instantly when they select a prospect to contact.
Drive team adoption and consistency
Even the best technology fails without proper adoption. Start with a pilot program involving your most innovative reps , so you can demonstrate success and advocate for the new approach. Your early adopters will become internal champions who can help convince skeptical team members.
Create standardized processes that define exactly how and when your reps will use AI insights. Remove the guesswork by providing clear guidelines about which insights matter most for different types of calls. Regular team reviews will accelerate this adoption by showcasing wins and sharing successful approaches across the entire team.
Leadership modeling has proven especially powerful in new tech adoption. When managers consistently reference AI insights in their deal reviews and demonstrate preparation in their own customer interactions, it signals that this isn't just another initiative but a fundamental shift in how your team operates. AI Briefer can standardize how knowledge transfers between team members, making sure everyone benefits from successful approaches.
Measure impact on connection rates
Once your new workflows are in place, you’ll want to know that they’re working. Do that by tracking metrics that tie back to your reps’ call-prep quality. Connection rate improvements, for example, show whether better preparation helps reps reach the right people at the right time. Conversation quality scores reveal if those connections turn into meaningful discussions that advance opportunities.
Your conversion metrics from cold call to meeting booked are what demonstrate real business impact. More qualitative ratings like rep confidence provide valuable data that often predicts quantitative improvements. When reps feel more prepared, they project confidence that prospects can sense and respond to positively.
The results for companies that use these approaches are impressive. SpotOn saw a 16 percent increase in win rates after implementing AI-powered workflows, with reps reporting significantly higher confidence levels when entering calls backed with AI-generated insights. This confidence translated directly into better call outcomes and stronger pipeline generation.
The key is to look for team-wide patterns that reveal which types of insights are driving better outcomes.
Turn every interaction into pre-call intelligence
What sets revenue AI apart from generic business intelligence is that it's built specifically for revenue teams and trained on actual customer interactions. The Gong Revenue AI Operating System (OS) captures and analyzes every customer interaction across your entire organization, filling the critical gap where 99 percent of your customer data never makes it to your CRM.
Having this comprehensive data foundation means your reps never enter a call unaware, even when prospects have interacted with other teams or through different channels. What makes Gong different is how its specialized AI, trained specifically on revenue workflows, turns this interaction data into actionable, pre-call intelligence. Rather than generic insights, the Gong Revenue AI OS understands the nuances of sales conversations and surfaces exactly what reps need to establish credibility quickly.
Gong’s embedded AI Agents work directly within your team's existing workflow, reducing the friction of switching between applications to gather insights. When call prep becomes this seamless and intelligent, every cold call starts with an advantage: Your reps spend less time researching and more time connecting, and the quality of those connections improves dramatically because they're grounded in real customer context rather than generic company information.
This approach creates a competitive advantage that compounds over time. As your team captures more interactions and generates more insights, the AI you’ve implemented becomes even better at surfacing relevant call prep materials. The result is more meaningful conversations, stronger pipeline generation, and ultimately, the kind of cold calling success that transforms how prospects perceive your entire organization. When your reps sound like trusted advisors from the first hello, you're not just making calls anymore. You're building relationships that drive real revenue growth.

Content Author
Hadley Mayse is a Commercial Account Executive at Gong, with a passion for turning AI into a competitive edge. She accelerated from Mid-Market Outbound SDR by building AI-assisted workflows for research, outreach, and deal strategy—hitting targets early and often. Beyond her own number, Hadley scales impact by running AI playbook trainings and coaching sessions that uplevel the broader SDR team. She represents Gong at conferences and in-person workshops, sharing practical frameworks for AI-powered outbound and modern sales excellence. Hadley also partners with marketing to translate field learnings into content and best practices for the wider sales community. Follow her on LinkedIn.
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