• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
FinanceStartups & Venture

Why good startups shouldn’t obsess over price when selling

By
Fred Wilson
Fred Wilson
Down Arrow Button Icon
By
Fred Wilson
Fred Wilson
Down Arrow Button Icon
October 25, 2010, 2:55 PM ET

Most people assume that price is what matters most in a financial transaction. When you are raising money, you want to get the money at the highest price (least dilution). When you are selling, you want to get the highest price for your company. But that is not always the case.

Price matters, but my experience says that it often does not matter the most. In many of the venture deals we have done in the past few years, our transaction valuation was not the highest price offered to the entrepreneur. But the entrepreneur chose us as their partners anyway.

In the majority of the sale transactions that have happened in our portfolio, there were higher bidders for the company than the chosen acquirer.

You can get away with this behavior if you have a closely held business. If you have a public company, then you cannot. The Board has a fiduciary responsibility to get the best deal for the shareholders. And if you are a public company, that effectively means the highest price. That is one of many reasons I don’t like being on public boards and operating as a public company.

Let’s say you are one of two or three investors in a closely held startup company. Let’s say that between the investors and the founders, the group owns ~90% of the company. And let’s say that there are two purchasers. One is willing to pay $250 million in a clean transaction and the Board thinks they will be good owners of the business, will do everything possible to keep the team intact and the service vibrant. The other is willing to pay $300 million in a complex transaction, has a reputation for blowing up teams, and has been known to mess up the services they acquire. That would be a no-brainer. The board should take the lower offer in a heartbeat, assuming they really want to sell the business.

When you are doing an important financial transaction that brings a new influential owner into the company, price matters but is not the most important issue. The most important issue is the chemistry between the existing owners and the new investor/owner and the reputation of the new investor/owner. You want to use the market to surface the right valuation band and you should do the transaction in that band. But once you have done that, you should optimize for chemistry and fit. And let price fall somewhere in the “market band.”

If you cannot find an investor/owner who is a good fit in the “market band” then you should kill the process and not do a transaction unless you need to transaction to stay in business. If you are doing a transaction to stay in business, you have screwed up and put yourself in a bad position. And you should be prepared to be in a worse position soon. But that’s the subject of another post.

So price matters but don’t optimize for it. Not in a financing transaction. And not in a sale transaction. If you do, you will often regret it.

Fred Wilson has been a venture capitalist since 1996, and currently serves as managing partner of Union Square Ventures. He blogs regularly at AVC.

About the Author
By Fred Wilson
See full bioRight Arrow Button Icon

Latest in Finance

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
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
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
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Finance

A boat in the strait of hormuz.
EnergyShipping
Cargo ship crews face attacks waiting the Gulf as Trump pauses two-day-old project to ‘guide’ ships
By Mae Anderson, David McHugh and The Associated PressMay 6, 2026
3 minutes ago
high gas prices on display, $6.79 per gallon
Economygas prices
Iran War is hitting low-income Americans the hardest at the gas pump, New York Fed says
By Christopher Rugaber and The Associated PressMay 6, 2026
15 minutes ago
Vornado CEO Steven Roth ‘shocked that our young mayor would pull this stunt’ and says Zohran Mamdani should know better than to target Ken Griffin
Real EstateTaxes
Vornado CEO Steven Roth ‘shocked that our young mayor would pull this stunt’ and says Zohran Mamdani should know better than to target Ken Griffin
By Catherina GioinoMay 6, 2026
1 hour ago
Trump’s AI policy team came into office opposing everything Biden did. Now it’s on the cusp of implementing many of the same policies
CryptoWashington
Trump’s AI policy team came into office opposing everything Biden did. Now it’s on the cusp of implementing many of the same policies
By Sharon GoldmanMay 6, 2026
2 hours ago
Ryanair CEO Michael O'Leary
Travel & LeisureAviation
It’s always happy hour at the airport bar, but Ryanair’s CEO is calling for a crackdown on 6am tipples: ‘Who needs to be drinking beer at that time?’
By Tristan BoveMay 6, 2026
3 hours ago
The ‘PayPal Mafia’ built a $1.5 billion fintech pioneer. The company they left behind is on life support
Startups & VentureSilicon Valley
The ‘PayPal Mafia’ built a $1.5 billion fintech pioneer. The company they left behind is on life support
By Eva RoytburgMay 6, 2026
3 hours ago

Most Popular

A Michigan farm town voted down plans for a giant OpenAI-Oracle data center. Weeks later, construction began
Magazine
A Michigan farm town voted down plans for a giant OpenAI-Oracle data center. Weeks later, construction began
By Sharon GoldmanMay 6, 2026
13 hours ago
Tokyo is throwing out its strict office dress code and asking workers to wear shorts amid the war in Iran energy crisis
Success
Tokyo is throwing out its strict office dress code and asking workers to wear shorts amid the war in Iran energy crisis
By Emma BurleighMay 5, 2026
1 day ago
Economists have found an answer to slowing cognitive decline: avoid retiring early, study finds
Economy
Economists have found an answer to slowing cognitive decline: avoid retiring early, study finds
By Sasha RogelbergMay 5, 2026
1 day ago
Dario Amodei spent last year warning of an AI white-collar bloodbath. Now he's changing the narrative
Economy
Dario Amodei spent last year warning of an AI white-collar bloodbath. Now he's changing the narrative
By Nick LichtenbergMay 5, 2026
1 day ago
Current price of oil as of May 5, 2026
Personal Finance
Current price of oil as of May 5, 2026
By Joseph HostetlerMay 5, 2026
1 day ago
Coinbase didn't just lay off 14% of its staff due to AI. It replaced managers with ‘player-coaches’ and turned its org chart upside down
Crypto
Coinbase didn't just lay off 14% of its staff due to AI. It replaced managers with ‘player-coaches’ and turned its org chart upside down
By Marco Quiroz-GutierrezMay 5, 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.