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

Trendingnow

1

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock

2

OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation

3

Mathematicians grapple with a ‘very rapid and very unsettling change’ as AI cracks yet another century-old problem

1

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock

2

OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation

3

Mathematicians grapple with a ‘very rapid and very unsettling change’ as AI cracks yet another century-old problem
FinanceFrom the Crowd

Financing a start-up? Ask yourself these three questions.

By
Roger Ehrenberg
Roger Ehrenberg
Down Arrow Button Icon
By
Roger Ehrenberg
Roger Ehrenberg
Down Arrow Button Icon
May 19, 2011, 4:37 PM ET
Add Fortune on Google for similar content.

“How should I finance my start-up?” is a common refrain from first-time founders and serial entrepreneurs alike. There is no manual for how to best do this, and intuition can only get you so far in the absence of experience and mentoring. As with investors evaluating start-ups, it is and always has been people first. Having a deep trust relationship with your investors and confidence in the value they bring is absolutely critical — it’s more important than valuation and more important than pretty much anything. Making the wrong investor decisions might not only hurt a company’s chances to reach full potential, they might impact the company’s ability to survive the inevitable challenges and near-death experiences borne by early-stage companies. This is not an issue to be taken lightly.

There are a few basic questions that need to be answered, however, before a reasoned approach to syndicate construction can be developed:

Question #1: Does your start-up generate cash flow early in its life?

  • If yes, is the quantity of cash flow such that it could be self-sustaining? If so, keep costs low and bootstrap out-of-the-gate. Keep things simple, enable the founders to retain 100% of the equity and defer raising external capital until you either absolutely need it to build or you’d benefit from acceleration capital to support rapid growth. These are generally nicer financing events for founders than pure seed capital (read: higher valuations) because of the progress that has been demonstrated, the milestones that have been reached and the track record that has been achieved.
  • If not, see below.

Question #2: Does your start-up require significant capital (>$3 million) in order to validate or invalidate its core thesis?

  • Yes, Virginia, not every start-up can be hacked together for $5k in the garage. If yours is one of those deep-tech companies for which prudence indicates a significant initial capital raise, it is likely that even greater amounts of capital will be needed to support the go-to-market and growth phases. In light of this, a larger fund (>$200 million in committed capital) should be sought as an early lead to both provide seed dollars but more importantly to reserve a significant amount of capital for follow-on investment. Opportunities like these don’t subject themselves well to angel financing, as bumps in the road will necessitate negotiating with an unwieldy syndicate and the lack of a single deal lead will make coordination time-consuming and painful. Finally, angels generally lack the big-dollars follow-on capital and culture to support future rounds, in stark contrast to larger venture funds who fully expect that they’ve purchased a “two-ride ticket” and will be able to fund into good and bad in order to give the company a fighting chance at success.
  • If no, hooray, the options open to you are extensive. If your costs of people and infrastructure are low enough to create a functional minimum viable product or “MVP” (say $500-$750k), then a pure angel syndicate or angels plus a smaller, domain-knowledgeable venture fund might be just the thing. However, if the nature of the company is such that the costs of developing the MVP are low but the anticipated dollars required to operate at scale are high, it might make sense to include a larger venture firm in the syndicate that can comfortably bridge to a Series A or even lead an inside round. I am not a huge believer in the adverse signaling of larger funds in seed rounds. In my experience good firms do the right thing, e.g., doing their pro rata unless the company is outright failing or management is poor and/or unethical and untrustworthy, and often times step up to lead the round. I also haven’t seen larger VC seed round participants scare off other VCs wanting to lead a subsequent round, especially if they have written a smallish check, lack a board seat and specific protective provisions, etc.

Question #3: Is there a “best investor” for your company?

  • Sometimes a company is operating in a specific domain that would benefit from extreme expertise, industry contacts and competitive intelligence. At these times, it is essential to include a “dream firm” in your investor syndicate if you can get them. Leverage the full extent of your networks to get a warm introduction and sell, sell, sell. You simply can’t do enough to get the right investors behind you, especially in a particular area where an super-connected angel or a specific high-value venture investor can be life transforming.
  • If not, don’t worry about it. But I don’t believe you. There are always “best investors” for your company. The only questions are (a) can you identify them; and (b) once you identify them, can you persuade them to get on board as investors, advisers, etc.? That is your job. Get it done.

In summary, you need to understand your business requirements before figuring out how much to raise and from whom to raise it. Once these requirements are known, it takes laser focus and a ton of work to build the right investor group. But to the extent you are successful, the positive impact on your business cannot be overstated.

Roger Ehrenberg is founder of IA Ventures. He blogs at InformationArbitrage.com

About the Author
By Roger Ehrenberg
See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

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
  • TikTok icon
  • YouTube icon

Latest in Finance

Trump Accounts draw 6.5 million sign-ups, but some families are still waiting on the promised $1,000 funding
InvestingDonald Trump
Trump Accounts draw 6.5 million sign-ups, but some families are still waiting on the promised $1,000 funding
By The Associated Press and Moriah BalingitJuly 22, 2026
2 hours ago
Trump
PoliticsDonald Trump
Trump approves Saudi nuclear deal that could allow uranium enrichment as U.S. wages war to end Tehran’s program
By The Associated Press, Aamer Madhani, Michelle L. Price and Jon GambrellJuly 22, 2026
2 hours ago
An Ebola healthcare worker is assisted putting on protective equipment in a treatment center.
HealthEbola
Nearly 1,000 people dead from Ebola outbreak in Congo amid health worker strike
By The Associated Press, Prosper Heri Ngorora and Constant Same BagalwaJuly 22, 2026
3 hours ago
buffett
SuccessWealth
‘The man who dies rich dies disgraced’: The last time America had such wealth inequality, Andrew Carnegie knew he had to give it all away
By Nick LichtenbergJuly 22, 2026
3 hours ago
gen z
Real EstateHousing
The millennial generation has split, new Fed research shows: Those over 35 are edging toward boomer-style wealth, while everyone else falls behind
By Nick LichtenbergJuly 22, 2026
3 hours ago
Larry Page and Sergey Brin
SuccessBillionaires
Google’s founders are snapping up Miami mansions, as billionaires flee California’s proposed tax—and the company is buying office space to accommodate
By Emma BurleighJuly 22, 2026
4 hours ago

Most Popular

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
Success
Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
By Sasha RogelbergJuly 20, 2026
2 days ago
OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation
Cybersecurity
OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation
By Jeremy Kahn and Emily ForliniJuly 21, 2026
24 hours ago
Mathematicians grapple with a ‘very rapid and very unsettling change’ as AI cracks yet another century-old problem
AI
Mathematicians grapple with a ‘very rapid and very unsettling change’ as AI cracks yet another century-old problem
By Eva RoytburgJuly 21, 2026
1 day ago
Despite a $156 million contract, Knicks star Jalen Brunson still calls his parents for financial advice any time he makes a big purchase
Success
Despite a $156 million contract, Knicks star Jalen Brunson still calls his parents for financial advice any time he makes a big purchase
By Emma BurleighJuly 21, 2026
1 day ago
‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
Success
‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
By Sydney LakeJuly 20, 2026
2 days ago
'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic
AI
'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic
By Jason MaJuly 18, 2026
4 days 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.