Skwill AI 2026: Benefits, Features & Pricing

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 ins...