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Investor profile

Alex Chesterman

Angel investor · Active in 2026

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5 Power Law outcomes Power Law Ranking #397 · Global · 5 Power Law outcomes · Active 2026
Unicorns ↑ 200% 5y
3
Decacorns → 5y
0
Thoroughbreds ↑ 300% 5y
5

Alex Chesterman is an angel investor based in UK. The page below shows 5 Power Law outcomes from Alex Chesterman's portfolio — 3 unicorns ($1B+ valuation) and 2 additional thoroughbreds (companies that crossed $100M+ in revenue without yet reaching $1B+ valuation).

Outcomes are concentrated in Fintech · Other B2B Software · Transportation; top portfolio geographies are UK. Alex Chesterman ranks #397 in Global in the 2026 Dealroom Power Law Investor Ranking by cross-stage outcomes.

Portfolio analysis

The 5 Alex Chesterman Power Law outcomes ($100M+ revenue or $1B+ valuation).

Snapshot of where the outcomes are concentrated by country, sector, and stage entered.

By countryCount
  1. UK5
By sectorCount
  1. Fintech2
  2. Other B2B Software1
  3. Transportation1
  4. eCommerce & Marketplaces1
By stage enteredCount
  1. Series A1
  2. Seed4
01 · Portfolio market map

Alex Chesterman's 5 Power Law outcomes.

Stage entered
Outcome tier
Region
Group by
5 of 5 Power Law outcomes
02 · Founder talent

Where Alex Chesterman's founders come from — and where they study.

12 founders across the 5 Power Law outcomes — split by country of origin, university attended, and the company they worked at before founding. University College London and uSwitch are the deepest single pipelines.

LocationCount
United Kingdom6
View on app →
UniversityCount
University College London2
Stanford University Graduate School of Business2
SGH Warsaw School of Economics1
University of Cologne1
Ravensbourne (college)1
Weston College1
University of Oxford1
University of London1
University of Cambridge1
View on app →
Origin companyCount
uSwitch3
Microsoft2
Alphabet | Google2
eBay2
Kyruus1
Amazon1
Momondo1
InPost1
Groupon1
Agilisys1
+1 more →
Origin = country a founder is born in or grew up in (founders may have multiple origins; counts include all entries). University = highest-listed degree. Origin company = a previous employer where the founder was tagged before starting their current company.
03 · Key people

Key people at Alex Chesterman.

Senior investment team at Alex Chesterman has not been published on this profile yet.
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04 · Compare with peers

How does Alex Chesterman stack up?

Alex Chesterman in orange, your selection in blue and other colours. Pick from the global roster of 35 peer investors — scope by startup location or hit "Find similar shapes" to auto-pick the three closest. The funnel matrix mirrors the spider chart on the ranking page; the line chart shows each firm's share of unicorns minted in the selected startup location — peaks reveal vintage years.

Compare against

Share of new unicorns per year

% of global unicorns minted that year, year by year · hover the chart to see which unicorns

Stage focus

Companies by entry stage and outcome tier

Sector focus

Companies per investor across the 10 highest-volume sectors
Source: Dealroom Power Law dataset. Investors shown are the 2026 Power Law top 35 by combined entry-to-outcome score, drawn from the overview and locations_data sheets. Funnel-matrix axes rescale per-axis using the maximum among the currently selected investors, so the polygons always fill the chart for shape comparison.

Sentiment on X

What X is saying about Alex Chesterman

An AI-synthesized read of the highest-engagement posts about Alex Chesterman on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

In the news

Latest news about Alex Chesterman

Recent press, funding announcements, and portfolio moves mentioning Alex Chesterman — pulled live from Dealroom's news feed.

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