The Best Investing Newsletters for 2025
From The Diff to CB Insights, Fortune Term Sheet to Strictly VC—essential reading for investors.
Stop missing investment opportunities. Get market intelligence, deal flow, and analysis from top investors consolidated into one digest.
Top newsletters
Essential investing newsletters in one digest
Saved monthly
100+ hours on newsletters → 15 hours with Readless
Early trend detection
Spot investment themes before they're mainstream
Why Readers Need a Better System
Scattered Deal Flow Intelligence
Term Sheet has one deal, Strictly VC has another, PitchBook has three more. You need all of them to see the full market.
Too Many Sources to Track
VC newsletters, market analysis, sector research, macro economics—50+ newsletters if you want comprehensive coverage.
Pattern Recognition Takes Time
Spotting trends requires reading across multiple sources. You need to see that 5 newsletters mentioned AI agents before it's obvious.
What You Can Consolidate
VC & Deal Flow
- Strictly VC - Daily venture capital news
- Fortune Term Sheet - VC deals and analysis
- Axios Pro Rata - Dan Primack's deals briefing
- PitchBook - Private market intelligence
- CB Insights - Tech market research
Market Analysis & Strategy
- The Diff - Finance meets technology
- Stratechery - Ben Thompson's tech analysis
- Not Boring - Business strategy deep dives
- Exponential View - Azeem Azhar's tech trends
- Benedict's Newsletter - Tech & media analysis
Macro & Markets
- Bloomberg - Financial markets news
- The Economist - Global economics
- WSJ DealBook - Business analysis
- Finimize - Daily finance made simple
- Morning Brew - Business news briefing
Featured Newsletters
Strictly VC
Daily
Daily venture capital news. Essential for VCs tracking deal flow, hires, and exits.
The Diff
5x/week
Byrne Hobart's analysis at the intersection of finance and technology. Unique investment perspectives.
CB Insights
Weekly
Data-driven tech market intelligence. Spot investment trends with comprehensive research and analysis.
Fortune Term Sheet
Weekdays
Dan Primack's essential VC and startup deals newsletter. Know who's raising what, every morning.
Stratechery
Daily
Ben Thompson's daily tech strategy analysis. Premium tier required reading for serious investors.
Not Boring
2x/week
Packy McCormick's deep dives on business strategy, web3, and emerging tech. Investment thesis gold.
Axios Pro Rata
Daily
Venture capital and private equity deals in smart brevity format. Quick, essential reading.
PitchBook
Daily
Private market intelligence and deal tracking. Comprehensive data on valuations and exits.
Exponential View
Weekly
Azeem Azhar's analysis on exponential technologies and their market impact.
Benedict's Newsletter
Weekly
Benedict Evans' insights on technology and media. Essential for tech investors.
Reading Investing Newsletters Manually
- •6:00 AM – Strictly VC (15 min)
- •6:20 AM – Term Sheet (12 min)
- •6:40 AM – Pro Rata (10 min)
- •Morning – The Diff (20 min)
- •Lunchtime – Stratechery (15 min)
- •Evening – Not Boring, CB Insights (45 min each)
- •Weekend – Exponential View, Benedict's (60 min each)
Total: 100+ hours monthly
One Readless Investor Digest
- 6 AM – Daily digest: Deal flow + market movers
- Organized: VC Deals, Market Analysis, Macro, Emerging Tech
- Trend detection: AI highlights when 3+ sources mention same theme
- Weekly digest: Long-form strategy and research
Total: 15 hours monthly (85 hours saved)
How It Works
1. Subscribe to top investing newsletters
Use your @mail.readless.app address for 15+ investing newsletters. Free and paid subscriptions both work.
2. AI detects investment themes
When multiple newsletters mention the same company, technology, or market shift, Readless highlights it as an emerging trend.
3. Read your investor briefing
Daily digest before markets open. Weekly digest for deep strategy. Spot opportunities 6 months before they're obvious.
Popular Configurations
VC Partner
- Daily: Deal flow from Strictly VC, Term Sheet, Pro Rata
- Daily: Market analysis from The Diff, Stratechery
- Weekly: Deep research from CB Insights, Not Boring
Angel Investor
- Weekly digest every Sunday
- Focus on early-stage deals and emerging sectors
- Includes: Strictly VC, Term Sheet, PitchBook, CB Insights
Corporate VC
- Daily: Industry-specific newsletters for strategic fit
- Weekly: Macro context from Bloomberg, The Economist
- Separate digests: Deal flow, market intel, competitive analysis
“I track 18 investing newsletters to spot trends early. Readless consolidates them into one morning read. I spotted the AI agents trend 4 months before my partners because I actually read all my sources now.”
Jennifer L. · Partner, Early-Stage VC Fund
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