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The StitchCrew Guide to Fundraising: Managing Expectations

  • Writer: E Lucas
    E Lucas
  • Sep 26, 2019
  • 5 min read

Updated: Dec 27, 2025

Managing Fundraising Expectations

There’s a lot of noise around raising money. Founders are celebrated for how much they raised, not always what they built. And if you’re in the early stages, it can start to feel like fundraising is the next thing you have to do in order to be taken seriously. Fundraising is one of many paths you can choose when building your business. It’s often talked about like a breakthrough moment, but it also comes with real commitments that don’t always get talked about upfront.


If you're thinking about fundraising, or feeling pressured to, it's important to understand what you're really signing up for. Because managing your expectations now can save you from unnecessary stress, bad deals, and wasted time later.


Let’s Get Real About Fundraising


When you start hearing about fundraising, it’s easy to assume there’s a clear path. You build a great product or business, you pitch your idea, and then you land the check. But for most founders, especially those outside traditional networks, it doesn’t work like that. You might scroll past headlines about million dollar rounds and start to wonder if you're already behind. But those stories rarely show the full picture. Most businesses will never raise venture capital. And many don’t even need to.


And the numbers back that up:


  • Less than 1% of businesses ever raise venture capital.

  • 78% of that capital goes to just three states—California, New York, and Massachusetts.

  • And for founders who’ve been historically left out, the gap gets even wider.

    • Less than 2% of VC funding goes to women founders each year.

    • Less than 1% goes to Black and Latinx founders


These stats aren’t here to discourage you. They’re here to ground you. Because when you understand how the system works, you can stop internalizing it as a reflection of your worth or your business. The reality is that venture capital was never designed to support most founders, especially those outside traditional power networks. That’s why so many underestimated founders start by bootstrapping. They build with what they have. They use early revenue to grow. They create their own proof before anyone is willing to bet on them. It’s not always glamorous, but it is powerful. Fundraising is just one way to grow. Not the only way. Not even the most common way. And in many cases, especially early on, the best thing you can do is focus on building something real. One customer at a time.


Understanding the Other Side of the Table


If you do choose to fundraise, it’s important to understand how the other side of the table operates and the mindset of the people you’re pitching to. Venture capitalists (VCs) aren’t just wealthy individuals writing checks. They’re professional investors who pool money from limited partners—usually institutions like pension funds, universities, or high-net-worth individuals—and invest that capital into startups they believe can deliver big returns. Their job isn’t just to support good businesses. Their job is to turn that fund into more money.


Because of that responsibility, VCs are looking for high-growth potential. They’re not usually betting on steady, sustainable businesses, they’re betting on the outliers. The ones that could 10x or more. That pressure to deliver returns shapes how they evaluate founders, how quickly they move, and how they show up in the relationship. And because they’re managing someone else’s money (or preserving their own wealth), they’ve been trained to be cautious. So if they don’t move fast, or take weeks to follow up, it’s usually not about you. Most investors are balancing fiduciary responsibility with a constant fear of missing out. That caution, combined with who they already know and trust, plays a big role in who gets funded.


Network bias is a real part of the venture world. Investors often back founders who come through warm introductions, familiar schools, past employers, or social circles they already understand. That’s one of the reasons so much capital flows to the same regions and the same types of founders year after year. This doesn’t mean your business isn’t strong or that your idea doesn’t have potential. It means the system favors familiarity, and breaking into it often requires more time, more traction, and more persistence than the headlines suggest. It’s also why traditional venture capital isn’t the only equity path worth considering. Even within the equity world, there are multiple doors, some are just easier to open than others. Knowing that upfront helps you choose where to spend your energy and who to build relationships with, instead of assuming there’s only one way in.


What to Keep in Mind If You Choose This Path


Fundraising might seem like a win from the outside, but from the inside, it’s a full-time job. One that stacks on top of everything else you’re already doing to run and grow your business. If you decide to pursue this path, go in with your eyes open. Here are a few reality checks worth keeping in mind along the way:

  • Set realistic expectations. Fundraising takes time. A lot of it. Don’t bank on a fast close or expect every meeting to turn into a yes. Even when you have early interest, deals can drag on for months and fall apart more than once before they come together. Keep your runway in mind, and build a plan that doesn’t rely on a quick win.


  • Keep building. It’s easy to treat fundraising like a full-time job, but don’t let it take your focus off your actual business. Revenue, customer retention, and steady growth are what give you leverage in fundraising conversations. And if you don’t raise? That traction is what helps you keep going anyway.


  • Don’t stew on rejection. You’ll hear “no” more times than you hear “yes” throughout this process. That’s not a reflection of your worth or your potential. The average VC receives over 400 decks a year and, depending on their fund size, invests in just 2 to 4. Investors say no for all kinds of reasons that have nothing to do with your potential. Learn what you can, keep refining your pitch, but don’t let every no shake your vision.



Stay Grounded While You Aim Big


Fundraising is an option, not a requirement. If you choose to go after it, make sure you know the tradeoffs, protect your time, and stay grounded in your why. What matters most is staying rooted in your business and choosing the growth path that actually fits what you’re building. And if you’re starting to think seriously about this option, it's worth slowing down to understand when it actually makes sense to fundraise, before you pour your energy into pitch decks or book another coffee meeting.

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