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Automation Squad

OpenAI ChatGPT vs Perplexity Perplexity

Robert MacKelfresh

By Robert MacKelfresh

Founder, Automation Squad

A spec-by-spec, SquadScore™-driven breakdown of these two ai assistants & chat. Every metric is normalised and weighted so the winner is decided by the data.

The verdict

Winner: OpenAI ChatGPTSquadScore 77.1 vs 75.5.

The OpenAI ChatGPT takes this matchup with a SquadScore of 77.1, a 1.6-point margin over the Perplexity Perplexity. It pulls ahead most on free tier quality and price per seat. That said, the better buy still depends on your own constraints — check the spec table below for the trade-offs.

Automation Squad
HEAD-TO-HEAD · AI ASSISTANTS & CHAT
WINNER
ChatGPT
OpenAI
ChatGPT
77
SQUADSCORE™
$20
Perplexity Perplexity
Perplexity
Perplexity
76
SQUADSCORE™
$33
VS
SpecOpenAI ChatGPTPerplexity Perplexity
Price Per Seat$20$33
Security & AdminSOC 2 + SSOSOC 2 + SSO + audit
Setup Effort15 minutes15 minutes
Free Tier QualityGenerousCapped
Business Integrations400
Data & Tool ConnectionsMCP + agent actionsMCP + agent actions
Context Window128–272K tokens200 K tokens
Where It RunsWeb + desktop + mobileWeb + desktop + mobile
Specs won21
SquadScore77.175.5

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