WINN.AI and Wispr Flow are both AI meeting assistants for recording, transcription, and summaries, compared here on pricing, features, and workflow fit. WINN.AI: A real-time AI sales assistant that joins calls to provide playbook guidance, capture data, take notes, and automatically update the CRM. Wispr Flow: Wispr Flow is a cross-platform AI voice dictation app that turns natural speech into clean, formatted text inside any application on Mac, Windows, iPhone, and Android. They overlap on ai-meeting-assistants, so the right pick depends on team size, budget, and which meeting workflows you automate.
How Hosiqo compares and tests toolsFinal recommendation
For ai-meeting-assistants workflows, shortlist WINN.AI when sales reps getting live playbook and objection-handling guidance on calls matters most, and Wispr Flow when drafting emails, documents, and messages by speaking instead of typing matters most. Both record across Zoom, Google Meet, and Microsoft Teams; trial each on real meetings before committing.
A real-time AI sales assistant that joins calls to provide playbook guidance, capture data, take notes, and automatically update the CRM.
Wispr Flow is a cross-platform AI voice dictation app that turns natural speech into clean, formatted text inside any application on Mac, Windows, iPhone, and Android.
WINN.AI is a free tier with paid upgrades (freemium); Wispr Flow is a free tier with paid upgrades (freemium). Always confirm current pricing on each vendor's site before buying.
| Feature | WINN.AI | Wispr Flow |
|---|---|---|
| Core capability | Real-time playbook tracking that shows covered and remaining topics during calls | Real-time voice-to-text dictation that inserts formatted text into any app at your cursor |
| Standout feature | Live cues, suggested questions, and battle cards for handling objections | AI auto-edits that remove filler words, add punctuation, and fix spoken backtracking |
| Team usage | Support for sales methodologies like MEDDIC, MEDDPICC, SPICED, and BANT | Command Mode to select text and verbally rewrite, condense, or translate it |
| Integrations | Automatic note-taking and structured data capture from conversations | Automatic detection and transcription across 100+ languages |
| Languages & capture | Automated CRM updates, including custom records, plus follow-up email drafting | Personal dictionary for custom terminology plus a reusable snippet library |
| Best-fit workflow | Integrations with Salesforce, HubSpot, Zoom, and Google Meet | Cross-platform apps for Mac, Windows, iPhone, and Android |
WINN.AI
Choose WINN.AI if you need sales reps getting live playbook and objection-handling guidance on calls — strengths include real-time, in-call guidance keeps reps aligned to the sales playbook.
Wispr Flow
Choose Wispr Flow if you need drafting emails, documents, and messages by speaking instead of typing — strengths include works system-wide across nearly any application instead of being locked to one tool.
WINN.AI
Wispr Flow
It depends on your workflow. WINN.AI is strong for sales reps getting live playbook and objection-handling guidance on calls, while Wispr Flow is strong for drafting emails, documents, and messages by speaking instead of typing. Both transcribe and summarize meetings.
WINN.AI is a free tier with paid upgrades and Wispr Flow is a free tier with paid upgrades. Check each vendor's pricing page for the latest plans and free-tier limits.
Yes. Many teams run more than one meeting assistant when the workflows are complementary and the budget is justified.