ChatGPT vs Claude vs Microsoft Copilot for PDF Reading and Analysis
- Graziano Stefanelli
- 1 day ago
- 3 min read

ChatGPT excels at mid-sized PDFs when paired with its built-in Python sandbox for data extraction and visualization.
Claude handles the longest, most complex PDFs thanks to its 200 K-plus token context window and strong recall.
Microsoft Copilot offers the smoothest workflow inside the Microsoft 365 suite but is less reliable with intricate tables.
Choose Claude for sheer length, ChatGPT for analytical depth, and Copilot for seamless Office integration—always validating critical numbers regardless of tool.
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1. Why PDF-reading matters
Large PDFs—annual reports, legal briefs, research papers—are the last big island of “non-queryable” business knowledge. Modern assistants promise to ingest those files and return structured answers, charts, or summaries. But the three leading products take very different approaches.
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2. Quick-look comparison
Feature | ChatGPT (GPT-4o) | Claude 3 (Opus/Sonnet) | Microsoft Copilot |
Upload availability | All paid tiers (“Upload file” tool) | Free & Pro tiers | Inside Word, Excel, PowerPoint, Teams |
Per-file size limit | 512 MB; capped at 2 M tokens for text docs OpenAI Help Center | 30 MB per file Anthropic Help Center | No fixed “MB” cap; Word accepts ≈ 1.5 M words / 3 000 pages Supporto Microsoft |
Context window (how much the model can “see” at once) | 128 K tokens (≈ 300 pages) OpenAI Help Center | 200 K tokens today; can scale to 1 M for select customers Home | Word pipeline streams up to 3 000 pages; queries limited to ~7 500 words for best results Supporto Microsoft |
Tables & figures | Good; can hand data to the built-in Python sandbox for clean extraction & charts | Excellent; handles nested tables in court filings & SEC forms reliably (internal Anthropic tests) | Inconsistent—works for simple tables, but complex layouts often need manual clean-up |
Vision / multimodal | Text + images (Vision) | Text + images (charts less precise) Home | Text + images; tight integration with Office rendering engine |
Ideal use-cases | Financial models, EDA, ad-hoc visualisations | Very long legal & technical PDFs; multi-document research synthesis | Enterprise users who already live in Microsoft 365; quick inline summaries & edits |
Notable limits | Token cut-off at 128 K; free tier lacks upload | 30 MB cap can bite image-heavy PDFs; no live web lookup | Performance falls off on highly structured data; requires Microsoft licence |
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3. Deep-dive findings
3.1 ChatGPT
Upload & parse Drag-and-drop any PDF ≤ 512 MB. Text beyond 2 million tokens is ignored, so 800-page scan-books still need splitting. OpenAI Help Center
Context discipline With 128 K tokens GPT-4o comfortably keeps a full 300-page annual report “in mind” alongside your follow-up prompts. OpenAI Help Center
Data tooling The Python sandbox means you can request:
text
CopiaModifica
“Plot the top-20 expense lines as a bar chart.”
and get a ready-made Matplotlib figure.
Sweet spot Finance teams or analysts who need quick numerics, charts, or CSV exports from mid-sized PDFs.
3.2 Claude 3
Max context Out of the box every Claude 3 model accepts 200 K tokens; Anthropic is already piloting 1 M-token sessions for enterprise customers. Home
File rules 30 MB per PDF and up to 20 files per chat; unlimited in a project so long as the token budget isn’t blown. Anthropic Help Center
Recall on mega-docs Claude can quote verbatim from page 1 500 of a 2 500-page discovery bundle, something GPT-class models still struggle with.
Limitations Vision is decent but occasionally drops chart axes; no built-in code runner, so heavy table munging must be described in prose.
3.3 Microsoft Copilot
Native Office lens Upload a PDF directly in Word; Copilot converts it to an internal XML view that Word already understands.
Scale Microsoft’s April 2025 update lets a single query reference a whole folder or a doc up to ~1.5 million words / 3 000 pages. TECHCOMMUNITY.MICROSOFT.COM
Governance & audit Edits, summaries, and citations live inside the document—handy for compliance teams.
Edge cases Copilot often flattens complex tables into plain paragraphs; detailed numeric validation still belongs in Excel or Power Query.
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4. Practical recommendations
Scenario | Best pick | Why |
Huge legal discovery (1 000 + pages) | Claude 3 | 200 K–1 M token window and rock-solid recall |
Financial statement analysis with charts | ChatGPT | Python sandbox + Vision → instant graphs |
Editing or summarising board packs inside Office | Copilot | Seamless Word/PowerPoint workflow; no context-switching |
Cross-document research synthesis | Claude or ChatGPT | Both handle multi-upload search; choose Claude for length, ChatGPT for code |
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5. Key takeaways (keep in mind)
Context window > file size. Big MB limits mean little if the token budget runs out.
Claude is the length king. If your PDF resembles “War and Peace” in volume, start there.
ChatGPT is the analyst’s friend. Built-in Python turns raw tables into visuals in seconds.
Copilot wins on convenience. For Microsoft 365 shops the “open → ask → export” loop is unbeatable.
Always validate numbers. All three tools can mis-read complex tables; spot-check critical figures before publishing.