ProspectBoss and Simon Says are both AI meeting assistants for recording, transcription, and summaries, compared here on pricing, features, and workflow fit. ProspectBoss: Cloud power dialer for outbound sales with AI that scores, summarizes, and suggests next steps on every conversation. Simon Says: AI transcription, captioning, and translation built for professional video and audio workflows. They overlap on ai-meeting-assistants, so the right pick depends on team size, budget, and which meeting workflows you automate.
For ai-meeting-assistants workflows, shortlist ProspectBoss when real estate and insurance reps running high-volume outbound calls matters most, and Simon Says when transcribing and captioning footage for video editing projects matters most. Both record across Zoom, Google Meet, and Microsoft Teams; trial each on real meetings before committing.
ProspectBoss is a free tier with paid upgrades (freemium); Simon Says is a free tier with paid upgrades (freemium). Always confirm current pricing on each vendor's site before buying.
Power dialer with rapid sequential dialing ("Call Hammer")
AI transcription with speaker identification
Standout feature
AI that scores, summarizes, and suggests next steps per call
Subtitle and caption generation with visual editing
Team usage
Automated voicemail drop
Translation across many languages
Integrations
Automated SMS and email follow-up with outcome tracking
Integrations with Final Cut Pro, Premiere Pro, DaVinci Resolve, and Avid
Languages & capture
STIR/SHAKEN support and spam-likely prevention
Support for professional audio and video formats
Best-fit workflow
Carrier number registration for deliverability
AI transcription with speaker identification
Best for
ProspectBoss
Choose ProspectBoss if you need real estate and insurance reps running high-volume outbound calls — strengths include high-throughput power dialing for outbound prospecting.
Simon Says
Choose Simon Says if you need transcribing and captioning footage for video editing projects — strengths include integrates directly with professional video editing software.
Pros & cons
ProspectBoss
+ High-throughput power dialing for outbound prospecting
+ AI call scoring and summaries support coaching and follow-up
- Oriented toward real estate, insurance, and home-services verticals
Simon Says
+ Integrates directly with professional video editing software
+ Strong multilingual transcription and translation coverage
- Built for video production rather than meeting note-taking
FAQ
Is ProspectBoss or Simon Says better for AI meeting notes?
It depends on your workflow. ProspectBoss is strong for real estate and insurance reps running high-volume outbound calls, while Simon Says is strong for transcribing and captioning footage for video editing projects. Both transcribe and summarize meetings.
How do ProspectBoss and Simon Says compare on price?
ProspectBoss is a free tier with paid upgrades and Simon Says is a free tier with paid upgrades. Check each vendor's pricing page for the latest plans and free-tier limits.
Can I use both ProspectBoss and Simon Says?
Yes. Many teams run more than one meeting assistant when the workflows are complementary and the budget is justified.