• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
TechAI

‘Skype Mafia’ Backs A.I. Startup Automating Contract Negotiations

Jeremy Kahn
By
Jeremy Kahn
Jeremy Kahn
Editor, AI
Down Arrow Button Icon
Jeremy Kahn
By
Jeremy Kahn
Jeremy Kahn
Editor, AI
Down Arrow Button Icon
September 11, 2019, 9:00 AM ET

Prominent members of Europe’s so-called “Skype Mafia,” all co-founders or early employees of the voice-over-Internet conferencing service, are backing Pactum, a startup that uses artificial intelligence to automate business contract negotiations.

Founded late last year but only emerged from stealth mode on Wednesday, Pactum uses a chatbot-like interface to conduct contract talks. The bot can offer changes to standard terms, including price, delivery conditions and days to pay, in order to reach a better deal. The company is based in Mountain View, Calif., with engineering offices in Tallinn, Estonia, where Skype’s first engineering offices were also located.

Among those investing in the small startup are Jaan Tallinn, a Skype co-founder who has become a prominent backer of A.I.-related startups and research groups, Taavet Hinrikus, an early Skype employee who went on to found international payments firm TransferWise, Ott Kaukver, another early Skype employee who is now the chief technology officer at Twilio, and Sten Tamkivi, a general manager at Skype who is now chief product officer at Topia. They have collectively put about $1.15 million in pre-seed funding into Pactum.

Kaspar Korjus, who previously helped create the Estonian government’s e-Residency program, co-founded Pactum with his brother, Kristjan Korjus, who previously headed artificial intelligence for Starship Technologies, an autonomous delivery robot company also founded and backed by Estonian Skype alumni. Kaspar is now Pactum’s chief product officer, while Kristjan is serving as its chief technology officer. A third co-founder, Martin Rand, who is now Pactum’s chief executive officer, worked at Skype as a product manager before going on to found farm management technology company VitalFields, which was acquired by Monsanto in 2016.

The idea behind Pactum, Kaspar says, it to deploy the chatbot with firms that have hundreds of thousands or millions of suppliers, which means they previously have relied on standard contracts. “We can start a conversation with 5 million suppliers and in 15 minutes, negotiate bespoke contracts for each of them, and automatically update the contract terms,” he says.

Pactum’s A.I. is also able to show, through simulations, how much more revenue a business might be able to earn by tweaking certain contract terms, he adds.

To determine what a company’s standard terms are, the startup’s machine learning algorithm analyzes its existing contracts. Then, the A.I. tries to predict, from those contracts, what the firm’s preferences are, such as the extent to which it’s willing to trade overall revenue for the cash-flow advantage of getting faster payment.

To further refine this “value function”—which the algorithm needs to have a good approximation of, in order to negotiate well on a customers’ behalf—the chatbot presents several contract variations to the business, and asks them to pick the version they prefer, Kaspar says.

Pactum has cited research showing that inefficient contracting costs businesses between 17% and 40% of the potential value of each deal they sign. Fortune Global 500 companies each have between $100 million and $500 million of value locked in standard contracts that they do not actively manage or negotiate, Rand says.

According to Kaspar, Pactum’s technology has already been used by a large European e-commerce marketplace for black car and limousine drivers. He declined to name the customer, citing a non-disclosure agreement.

Pactum is not the only firm working to automate contracting, however. For example, Synergist.io, Berlin-based A.I. startup, sells similar negotiation software. And legal technology firms use machine learning software to help businesses keep track of contracts and manage them more actively. But much of this legal software is designed to help firms standardize their contracts by quickly finding aberrant clauses, rather than helping companies create bespoke contracts for each vendor or supplier.

More must-read stories from Fortune:

—The bull and bear case for investing in WeWork before its IPO
—Are we near a recession? The godfather of the inverted yield curve says it’s ‘code red’
—How the real time payments revolution is pushing Mastercard beyond cards
—Could Baker Mayfield and Odell Beckham, Jr. be worth more to Cleveland than LeBron?
—Listen to our audio briefing, Fortune 500 Daily
Follow Fortune on Flipboard to stay up-to-date on the latest news and analysis.

About the Author
Jeremy Kahn
By Jeremy KahnEditor, AI
LinkedIn iconTwitter icon

Jeremy Kahn is the AI editor at Fortune, spearheading the publication's coverage of artificial intelligence. He also co-authors Eye on AI, Fortune’s flagship AI newsletter.

See full bioRight Arrow Button Icon

Latest in Tech

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Tech

Form Energy CEO Mateo Jaramillo is pictured at Form Factory 1 in Weirton, West Virginia.
Energybatteries
Google is building a bevy of renewable energy in Minnesota—including the world’s largest battery system providing power for a whopping 100 hours
By Jordan BlumFebruary 28, 2026
14 minutes ago
sam altman
AIOpenAI
Sam Altman tells staff at an all-hands that OpenAI is negotiating a deal with the Pentagon, after Trump orders the end of Anthropic contracts
By Sharon GoldmanFebruary 27, 2026
9 hours ago
Future of Workthe future of work
Have good taste? It may just get you a job during the AI jobs apocalypse, says Sam Altman
By Marco Quiroz-GutierrezFebruary 27, 2026
10 hours ago
CybersecurityMeta
Trump’s FTC backs off social media regulation despite finding that nearly 20% of America’s children are online for 4 hours or more
By Catherina GioinoFebruary 27, 2026
10 hours ago
Emil Michael smirks
AIAnthropic
Emil Michael, the Silicon Valley exec turned Trump official leading the war against Anthropic, has deep ties to the tech world
By Lily Mae LazarusFebruary 27, 2026
10 hours ago
AIMilitary
Trump orders U.S. government to stop using Anthropic but gives Pentagon six months to phase it out while Hegseth adds supply-chain risk designation
By Jason MaFebruary 27, 2026
11 hours ago

Most Popular

placeholder alt text
Innovation
An MIT roboticist who cofounded bankrupt robot vacuum maker iRobot says Elon Musk’s vision of humanoid robot assistants is ‘pure fantasy thinking’
By Marco Quiroz-GutierrezFebruary 25, 2026
3 days ago
placeholder alt text
Commentary
'The Pitt': a masterclass display of DEI in action 
By Robert RabenFebruary 26, 2026
2 days ago
placeholder alt text
Success
Japanese companies are paying older workers to sit by a window and do nothing—while Western CEOs demand super-AI productivity just to keep your job
By Orianna Rosa RoyleFebruary 27, 2026
17 hours ago
placeholder alt text
Economy
It’s more than George Clooney moving to France: America is becoming the ‘uncool’ country that people want to move away from
By Nick LichtenbergFebruary 27, 2026
1 day ago
placeholder alt text
Success
Jeff Bezos says being lazy, not working hard, is the root of anxiety: ‘The stress goes away the second I take that first step’
By Sydney LakeFebruary 25, 2026
3 days ago
placeholder alt text
Success
Walmart exec says U.S. workforces needs to take inspiration from China where ‘5 year-olds are learning DeepSeek’
By Preston ForeFebruary 27, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.