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

The Most Common Mistake Startup Founders Make

By
Diana Murakhovskaya
Diana Murakhovskaya
,
Irene Ryabaya
Irene Ryabaya
, and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
By
Diana Murakhovskaya
Diana Murakhovskaya
,
Irene Ryabaya
Irene Ryabaya
, and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
January 31, 2016, 1:00 PM ET
Wall Street Economic Crisis
NEW YORK - APRIL 9: Suits walk by the more causally dressed on the streets of Midtown Manhattan, home to many of the world's banks on April 9, 2009 in New York City. (Photo by Jeff Hutchens/Getty Images)Photograph by Jeff Hutchens via Getty Images

The Entrepreneur Insider network is an online community where the most thoughtful and influential people in America’s startup scene contribute answers to timely questions about entrepreneurship and careers. Today’s answer to the question “What’s the best way to pitch a startup idea to investors?” is written by Diana Murakhovskaya and Irene Ryabaya, cofounders of Monarq.

“Fundraising is not a moment in time.” That’s the advice we received from entrepreneur Andrew Weinreich at his Roadmaps bootcamp, and we were lucky to hear it early on our startup journey.

While pitch decks containing a compelling story—including proof of product-market fit, great traction, and a well thought-out competitive analysis—are absolutely necessary, they aren’t sufficient for nailing a successful raise. Convincing people to see your vision and part with their money takes time and meaningful relationships.

Relationships are even more important when you’re raising money from angels. Angel investors invest their own hard-earned cash, so after you’ve read their blogs, googled their favorite verticals, and stalked their LinkedIn pages, you have to put yourself in their shoes and ask, “What would make me hand over my money to this stranger I just met?” Most of the time, the answer is absolutely nothing. When the money is personal, you need to know the person you’re investing in.

The most common pitfall founders make when they want to grow their business is fundraising too late. They often think of the process as a discrete step in their startup journey—one moment in time, so after spending a lot of time and effort building product, gaining traction, and getting press, few have spoken to even a single investor.

See also: These Types of Emails Make the Best Pitches

Often, by the time a founder decides to fundraise and send cold emails to investors, it’s too late. When investors don’t know the founder, they have nothing else to go on, and therefore don’t trust the founder. They’ll often ask for more proof of how the business stands a chance at surviving when the first round of funding runs dry. As the founder scrambles to fulfill these investor requests, the day-to-day business operations take a back seat, and the very numbers which looked so promising quickly deteriorate as the fundraising stretches into months, and the need for cash becomes desperate.

If that doesn’t sound like a path you want to go down, try the alternative: Start building relationships with investors whose investment theory and history line up with your business long before you need the money. The best way to build a relationship with an angel investor is by opening up a dialogue and starting a conversation early. Many angels are proactive, so you can meet them at events, dinners, brunches, office hours, or on their blogs. Once you get them out for a coffee, ask them questions and learn what matters to them rather than jumping straight into your pitch.

 

Once you have their attention and it feels like a relationship that could work (you don’t need to win over every investor you meet), tell them what you plan to do, listen to their advice, and say, “Watch me.” Next time you meet, show them what you’ve accomplished since (it better be a lot), and tell them what went right, what didn’t, and what you’ve learned. Show investors how their input made a difference and discuss your future plans. It’s also a great way to test the waters of your relationship—almost like moving in together before getting married and having kids.

If the investor sees that you’re a person of your word, that you work hard, that you learn from your mistakes, and solve problems quickly, he or she will learn to trust you and believe in your business. When you decide you’re ready to take on investment, even if your friendly investors don’t invest, they are going to be much more likely to become advisors, tell you exactly what you need in your deck to succeed and, most importantly, make warm introductions to their investor friends.

Relationships and trust, built authentically over time, make all the difference between a successful raise and a desperate scramble for funding.

About the Authors
By Diana Murakhovskaya
See full bioRight Arrow Button Icon
By Irene Ryabaya
See full bioRight Arrow Button Icon
By Bethany Cianciolo
See full bioRight Arrow Button Icon

Latest in Commentary

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
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • 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 Commentary

LI
CommentaryLinkedIn
AI adoption isn’t the hard part, it’s building employee agency
By Teuila Hanson and Mohak ShroffApril 3, 2026
13 hours ago
I helped build Uber and Discord and now my tools help fuel billion-dollar unicorns. But Silicon Valley is losing the AI race to itself
CommentarySilicon Valley
I helped build Uber and Discord and now my tools help fuel billion-dollar unicorns. But Silicon Valley is losing the AI race to itself
By Sumeet VaidyaApril 3, 2026
13 hours ago
messi
CommentaryFlorida
Apollo and FC Barcelona just proved legacy markets are losing their grip on business
By Mike SimasApril 2, 2026
1 day ago
kroenke
CommentarySoccer
Why American billionaires are abandoning Wall Street for English soccer clubs
By Andrés MartinezApril 2, 2026
1 day ago
wyle
CommentaryTV
What HBO’s ‘The Pitt’ gets right—and wrong—about treating alcohol use disorder
By Jonathan Hunt-GlassmanApril 2, 2026
2 days ago
nic
CommentaryInsider trading
Prediction markets caught insider traders in real time. Congress wants to shut them down anyway
By Nic PuckrinApril 2, 2026
2 days ago

Most Popular

Google CEO Sundar Pichai says we’re just a decade away from a new normal of extraterrestrial data centers
Innovation
Google CEO Sundar Pichai says we’re just a decade away from a new normal of extraterrestrial data centers
By Fortune EditorsApril 3, 2026
17 hours ago
Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns
Real Estate
Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns
By Fortune EditorsApril 2, 2026
2 days ago
The Walmart billionaires next door: Quiet backlash is brewing against the heirs who remade the retailer’s hometown
Magazine
The Walmart billionaires next door: Quiet backlash is brewing against the heirs who remade the retailer’s hometown
By Fortune EditorsApril 3, 2026
20 hours ago
Major 4-day workweek study suggests that when we work 5 days we spend one doing basically nothing
Success
Major 4-day workweek study suggests that when we work 5 days we spend one doing basically nothing
By Fortune EditorsApril 2, 2026
1 day ago
Current price of oil as of April 2, 2026
Personal Finance
Current price of oil as of April 2, 2026
By Fortune EditorsApril 2, 2026
2 days ago
Paul Krugman smacks down Trump speech with argument that $4 gas is ‘less than half’ of the Hormuz hit. Here’s what he’s talking about
Economy
Paul Krugman smacks down Trump speech with argument that $4 gas is ‘less than half’ of the Hormuz hit. Here’s what he’s talking about
By Fortune EditorsApril 2, 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.