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Skwill AI
Cloud-based and AI-enabled sales enablement platform
Table of Contents
Skwill AI - 2026 Pricing, Features, Reviews & Alternatives


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Skwill AI overview
What is Skwill AI?
Skwill AI is a sales enablement platform designed for B2B teams that combines behavioral science, natural language processing, and machine learning to help sales professionals adapt in real time to different buyer personalities, team dynamics, and communication styles. From discovery to renewal, Skwill AI equips teams with behavioral intelligence and personalized coaching paths.
Skwill AI analyzes LinkedIn to generate real-time, behavior-based buyer profiles. These profiles include communication do's and don'ts, motivational triggers, and personalized engagement strategies that help reps tailor conversations to each stakeholder. Reps can simulate pitch scenarios using Skwill’s built-in speech analysis tool. The AI provides structured feedback on tone, confidence, pacing, emotional delivery, and stakeholder alignment. Each session ends with a summary report and tailored action steps. For multi-stakeholder deals, the tool maps behavioral overlaps and friction points within a buying group. Reps receive a breakdown of individual personas, group interactions, and influence networks to plan high-stakes meetings with precision.
The AI coaching assistant provides actionable guidance tailored to the specific behavioral profile of the person they’re selling to. Sales managers can track rep progress with detailed analytics on meeting effectiveness, pitch readiness, and behavioral adaptability. Skwill AI also delivers timely coaching nudges to keep reps focused on growth areas. It focuses on real-time enablement and equips sales reps with deep behavioral context. Skwill AI is designed for enterprise sales teams handling deal cycles and SDRs, AEs, and sales enablement leaders seeking tools for coaching and personalization. It also helps revOps and salesOps teams focused on data-driven performance improvement. It combines AI-driven insights, human coaching principles, and enterprise-grade security in a unified platform.
Key benefits of using Skwill AI
•Group Dynamics - The tool equips sellers to decode stakeholder personalities and navigate the complex interpersonal dynamics of multi-buyer committees. By profiling each contact's DISC and behavioural traits, sellers can anticipate alignment, resistance, and influence patterns. This helps them tailor messaging, identify internal champions, and manage conflicting agendas, turning potential friction into opportunities for collaboration and deal momentum.
•Personalised Messaging - By combining behavioural profiles and meeting types, Skwill Ai crafts tailored communication strategies. Reps receive adaptive messaging recommendations—tone, pacing, emotional framing—for different personality types. Whether pitching to a skeptical CTO or a fast-paced CMO, the guidance ensures relevance, empathy, and persuasive impact at every interaction.
•Roleplay & Pitch Analysis - Sellers can simulate customer meetings with Ask Willy’s roleplay engine, mimicking real buyer personas based on LinkedIn inputs. Each pitch is analysed using cognitive, emotional, and behavioural markers, offering feedback on clarity, conviction, and connection. Sellers sharpen their storytelling, objection handling, and listening—building confidence before high-stakes conversations.
•Chrome Extension for Real-Time Coaching - The Skwill AI Chrome extension shares key behavioural insights and a space to personalise a message to increase the chances of connection or a follow-up, using LinkedIn data. It embeds strategic nudges directly into the workflow, ensuring alignment with buyer psychology and meeting context.
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Skwill AI FAQs
Skwill AI has the following pricing plans:
Starting from: $90.00/month
Pricing model: Free, Subscription
Free Trial: Available
Q. Who are the typical users of Skwill AI?
Skwill AI has the following typical customers:
Large Enterprises, Mid Size Business, Small Business
Q. What languages does Skwill AI support?
Skwill AI supports the following languages:
English
Q. Does Skwill AI offer an API?
Yes, Skwill AI has an API available for use.
Q. What other apps does Skwill AI integrate with?
Skwill AI integrates with the following applications:
Zapier, Microsoft 365 Copilot, ChatGPT, Google Chrome
Q. What level of support does Skwill AI offer?
Skwill AI offers the following support options:
Email/Help Desk, FAQs/Forum







