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Toivo Annus

Europe, Harjumaa, Estonia, Tallinn

Description

Toivo Annus is a highly influential Estonian entrepreneur and angel investor, best known as one of the co-founders of Skype. Following Skype's acquisition by eBay in 2005 for $2.6 billion, Annus transitioned from operational roles to become a prolific early-stage investor, leveraging his deep technological expertise and entrepreneurial success. He is recognized for his strategic investments in high-growth technology companies, particularly those emerging from the Baltic region and wider Europe.

Annus's investment philosophy centers on backing strong founding teams with disruptive ideas, primarily in the seed and early growth stages. His portfolio reflects a keen interest in sectors such as fintech, e-commerce, SaaS, and deep tech, including robotics and autonomous systems, aligning with the user's mention of "flying drones" (exemplified by his investment in Starship Technologies, which develops autonomous delivery robots). He looks for companies with global scalability and a clear path to market leadership, often providing not just capital but also valuable mentorship and strategic guidance.

His impressive portfolio includes some of Europe's most successful technology companies. He was an early backer of Wise (formerly TransferWise), a global fintech giant that went public with a valuation exceeding $11 billion. Other notable investments include Bolt (formerly Taxify), a leading European ride-hailing and delivery platform last valued at $8.4 billion, and Pipedrive, a CRM software company acquired for over $1 billion. He has also supported innovative companies like Starship Technologies and identity verification leader Veriff, both of which have raised hundreds of millions in funding. Annus typically deploys first checks ranging from $150,000 to $1,000,000, reflecting his capacity to make significant early-stage commitments.

Investor Profile

Toivo Annus has backed more than 36 startups, with 0 new investments in the last 12 months alone. The firm has led 0 rounds, about 0% of its total and boasts 7 exits across its portfolio.

Investment Focus Highlights

  • Concentrates on Seed, Series A, Series Unknown rounds (top funding stages).
  • Majority of deals are located in Singapore, United States, Thailand.
  • Strong thematic focus on E-Commerce, Software, FinTech.
  • Typical check size: $150K – $1M.

Stage Focus

  • Seed (39%)
  • Series A (17%)
  • Series Unknown (14%)
  • Series B (14%)
  • Angel (11%)
  • Convertible Note (3%)
  • Series C (3%)

Country Focus

  • Singapore (39%)
  • United States (17%)
  • Thailand (8%)
  • Indonesia (6%)
  • India (6%)
  • Estonia (6%)
  • United Kingdom (3%)
  • Israel (3%)
  • Latvia (3%)
  • Lithuania (3%)

Industry Focus

  • E-commerce
  • Software
  • Fintech
  • Payments
  • Big Data
  • Cloud Computing
  • Machine Learning
  • Drones
  • Robotics
  • Finance
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FAQ

Frequently Asked Questions

Learn who this investor regularly partners with—both firms and angels—and explore their latest activity.

Who does Toivo Annus frequently co-invest with?

Pegasus Tech Ventures
North America, California, United States, San Jose
Co-Investments: 2
Lemnos VC
North America, California, United States, San Francisco
Co-Investments: 2
500 Global
North America, California, United States, San Francisco
Co-Investments: 4
Wavemaker Partners
Asia, Central Region, Singapore, Singapore
Co-Investments: 4
Jungle Ventures
Asia, Central Region, Singapore, Singapore
Co-Investments: 3
GMO VenturePartners
Asia, Tokyo, Japan, Tokyo
Co-Investments: 4
Promus Ventures
North America, Illinois, United States, Chicago
Co-Investments: 2
Crosslink Capital
North America, California, United States, Menlo Park
Co-Investments: 2
Golden Gate Ventures
Asia, Central Region, Singapore, Singapore
Co-Investments: 6
LionRock Capital
Asia, Central Region, Singapore, Singapore
Co-Investments: 5

Which angels does Toivo Annus often collaborate with?

JS
North America, New York, United States, New York
Shared Deals: 1
Ben Kepes
Oceania, New Zealand
Shared Deals: 1
TD
North America, California, United States, San Francisco
Shared Deals: 1
SK
Europe, England, United Kingdom, London
Shared Deals: 1
WY
North America, New Jersey, United States, Jersey City
Shared Deals: 2
CG
Europe, Bath and North East Somerset, United Kingdom, Bath
Shared Deals: 1
ST
North America, California, United States, San Francisco
Shared Deals: 1
MA
North America, California, United States
Shared Deals: 1
JS
North America, Texas, United States, Austin
Shared Deals: 1
Eduardo Saverin
Asia, Central Region, Singapore, Singapore
Shared Deals: 1

What are some of recent deals done by Toivo Annus?

Salv

Tallinn, Harjumaa, Estonia

Salv provides an Anti-Money Laundering platform that uses smart technology to reduce non-compliance and financial crime.

ComplianceFinancial ServicesFinTechFraud DetectionSecurity
SeedDec 3, 2020
Amount Raised: $1,821,779
Enview

San Francisco, California, United States

Enview is a 3D geospatial analytics company providing automated data analytics to the energy industry and government agencies.

3D TechnologyBig DataCloud ComputingGeospatialInsurTechMachine Learning
Series UnknownMay 26, 2020
Amount Raised: $12,000,000
GOSU Data Lab

Vilnius, Vilniaus Apskritis, Lithuania

GOSU Data Lab is a company focused on gaming data and AI.

AnalyticsArtificial Intelligence (AI)Big DataMachine LearningSoftware
Series BDec 10, 2019
Amount Raised: $2,800,000
Pomelo Fashion

Bangkok, Krung Thep, Thailand

Pomelo Fashion is an international online fashion store for women.

E-CommerceFashionWomen's
Series CSep 11, 2019
Amount Raised: $52,000,000
XREX

Taipei, T'ai-pei, Taiwan

XREX is a blockchain-enabled financial institution working with banks, regulators, and users to redefine banking together.

BitcoinCryptocurrencyFinancial ServicesFinTechSoftware
SeedJan 1, 2019
Amount Raised: $7,000,000
Drone Complier

West Linn, Oregon, United States

Drone Complier is an enterprise-grade sUAS Compliance/ Operations Management Solution enabling cost effective commercial drone programs

AerospaceAutonomous VehiclesComplianceDrone ManagementDronesEnterprise ApplicationsNavigationRoboticsSoftware
Convertible NoteNov 11, 2017
Amount Raised: $1,155,000
Enview

San Francisco, California, United States

Enview is a 3D geospatial analytics company providing automated data analytics to the energy industry and government agencies.

3D TechnologyBig DataCloud ComputingGeospatialInsurTechMachine Learning
Series ANov 8, 2017
Amount Raised: $6,000,000
Red Dot Payment

Singapore, Central Region, Singapore

Red Dot Payment is an online payment company that provides payment solutions for banks, acquirers, and merchants across the Asia Pacific.

Credit CardsE-CommerceFinanceFinTechPaymentsSoftware
Series BSep 11, 2017
Amount Raised: $5,200,000
Coda Payments

Singapore, Central Region, Singapore

Coda Payments helps digital content providers monetize their products and services in more than forty markets.

Digital EntertainmentDigital MediaFinTechGamingMobilePayments
Series AAug 23, 2016
Amount Raised: $2,000,000
Red Dot Payment

Singapore, Central Region, Singapore

Red Dot Payment is an online payment company that provides payment solutions for banks, acquirers, and merchants across the Asia Pacific.

Credit CardsE-CommerceFinanceFinTechPaymentsSoftware
Series BAug 12, 2016
Amount Raised: $3,000,000