---
description: Review of Skwill AI Software: system overview, features, price and cost information. Get free demos and compare to similar programs.
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title: Skwill AI | Reviews, Pricing & Demos - SoftwareAdvice AU
---

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# Skwill AI

Canonical: https://www.softwareadvice.com.au/software/529212/Skwill-AI

> Skwill AI – B2B Sales Coaching Reimagined

Ideal User:
Meet Priya – a mid-level Key Account Executive at a fast-growing SaaS firm. She’s driven but overwhelmed, juggling large accounts, internal pressures, and the emotional toll of long sales cycles. She craves practical guidance tailored to her style, not another generic training module. Priya is the kind of rep who thrives with coaching that sees her as a human being, not just a sales machine. 

Skwill AI is built for Priya—and thousands like her across B2B sales teams.

- What Makes Ask Willy Different

1. Individualized Coaching with Behavioural Intelligence:
Ask Willy uses neuroscience, DISC profiles, and CBT principles to deliver bite-sized, personalized coaching. It's not just about closing more—it’s about aligning how you sell with who you are. Priya gets tailored nudges to manage stress, frame conversations more effectively, and stay in her optimal performance zone. Over time, she builds confidence, clarity, and consistency.

2. Navigate Group Dynamics in Complex Deals:
Multi-stakeholder deals are messy. Ask Willy maps the personalities, motivations, and possible points of conflict across decision-makers using LinkedIn insights and behavioral science. Priya sees exactly how to adapt her communication style for a skeptical CTO, how to win over a quiet influencer, and where internal alignment may be fragile. It’s like having a team psychologist guiding her deal strategy.

3. Communication Cards \& Meeting Prep That Feels Human
Before every call, Priya gets a communication card—short, actionable guidance based on the prospect’s personality, meeting type, and objectives. It includes recommended tone, pacing, ice-breakers, and common pitfalls to avoid. This reduces anxiety, shortens prep time, and improves impact. Whether it's a discovery call or a pricing negotiation, she walks in ready.

4. Chrome Extension for In-the-Moment Support:
Sales rarely go to plan. Skwill AI’s Chrome Extension gives live personalised messaging as Priya writes emails, or connects on LinkedIn. It reminds her how to speak to a dominant vs. analytical persona, what CTA to use, and how to reframe objections—all in real-time, right where she works.

5. Roleplay \& Pitch Analysis That Builds Confidence:
Priya can simulate tough conversations (like objections on pricing or timelines) and receive instant feedback based on tone, empathy, clarity, and relevance. Each roleplay becomes a safe space to experiment, improve, and gain feedback—not just on what she says, but \*how\* she says it.

- Results Users Can Expect

\* Increased conversion rates from better stakeholder engagement
\* Higher deal velocity through more strategic conversations
\* Greater self-awareness and resilience under pressure
\* More effective collaboration across internal sales teams
\* A personalized, data-driven growth path that sellers love

- Support \& Onboarding

Ask Willy is easy to roll out and use across teams. Sellers get access via a secure web app and Chrome extension. The onboarding includes:

\* 2-Week Launch Phase: Setup, baseline survey, and live walkthroughs
\* Ongoing Coaching Labs: Weekly 1:1s, roleplays, and performance nudges

- Who It's Best For

Ask Willy is ideal for:
- Sales professionals juggling complex B2B accounts
- Managers seeking a smarter, scalable coaching system
- Organizations that want to build high-performance, human-first sales cultures

It works across industries but excels in environments where relationships matter—IT services, SaaS, consulting, and enterprise software.
> 
> Verdict: Rated \*\*\*\* by 0 users. Top-rated for **Overall Quality**.

-----

## About the vendor

- **Company**: Skwill

## Commercial Context

- **Starting Price**: USD 90.00
- **Pricing model**: Flat Rate (Free version available) (Free Trial)
- **Target Audience**: 51–200, 201–500, 501–1,000, 1,001–5,000, 5,001–10,000, 10,000+
- **Deployment & Platforms**: Cloud, SaaS, Web-based
- **Supported Languages**: English
- **Available Countries**: Albania, Andorra, Australia, Austria, Belarus, Belgium, Bosnia and Herzegovina, Bulgaria, Canada, Croatia, Cyprus, Czechia, Denmark, Estonia, Faroe Islands, Finland, France, Germany, Gibraltar, Greece and 40 more

## Features

- AI/Machine Learning
- Activity Dashboard
- Automatic Transcription
- CRM
- Conversation Intelligence
- For Sales Teams/Organizations
- Onboarding
- Performance Metrics
- Personalization
- Real-Time Analytics
- Recommendations
- Reminders
- Reporting & Statistics
- Sales Activity Management

## Integrations (4 total)

- ChatGPT
- Google Chrome
- Microsoft 365 Copilot
- Zapier

## Support Options

- Email/Help Desk
- FAQs/Forum

## Category

- [AI Sales Assistant Software](https://www.softwareadvice.com.au/directory/4614/ai-sales-assistant/software)

## Related Categories

- [AI Sales Assistant Software](https://www.softwareadvice.com.au/directory/4614/ai-sales-assistant/software)
- [Sales Coaching Software](https://www.softwareadvice.com.au/directory/4369/sales-coaching/software)

## Alternatives

1. [Convin](https://www.softwareadvice.com.au/software/404632/convin) — 4.9/5 (232 reviews)
2. [Fathom](https://www.softwareadvice.com.au/software/423207/fathom) — 5.0/5 (807 reviews)
3. [Substrata Q](https://www.softwareadvice.com.au/software/245729/substrata-scip) — 4.9/5 (163 reviews)
4. [FriedmanU](https://www.softwareadvice.com.au/software/323496/friedmanu) — 4.7/5 (50 reviews)
5. [Gong.io](https://www.softwareadvice.com.au/software/75783/gong) — 4.8/5 (560 reviews)

## Links

- [View on SoftwareAdvice](https://www.softwareadvice.com.au/software/529212/Skwill-AI)

## This page is available in the following languages

| Locale | URL |
| en | <https://www.softwareadvice.com/product/529212-Skwill-AI/> |
| en-AU | <https://www.softwareadvice.com.au/software/529212/Skwill-AI> |
| en-GB | <https://www.softwareadvice.co.uk/software/529212/Skwill-AI> |
| en-IE | <https://www.softwareadvice.ie/software/529212/Skwill-AI> |
| en-NZ | <https://www.softwareadvice.co.nz/software/529212/Skwill-AI> |

-----

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