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As a startup founder, you will be inundated with advice and opinions. Here’s how I learned what advice to take and what to tune out.

Examples of Advice to Tune Out

To start, let’s review a few examples of advice that I chose not to take.

As a female founder, you’re never going to raise money. I saw a woman who had more experience than you pitch to dozens of investors and not get a call back. I walked in, pitched, and got $15 million. You should get help.

This quote was from a guy who wanted to sell me on his services to fundraise for our business. His angle was clear. He would benefit from being labeled a “cofounder” and getting that level of equity without doing any work for the business other than fundraising. Don’t get me wrong; most business should highly value fundraising. However, it’s rarely worth giving up a substantial portion of your company.

I don’t like the colors of your branding. It’s too bright and will turn off potential customers. Your firm name is too close to another tech firm too. You should consider changing both of those.

I actually received this advice from a few different investors. Each gave this comment with the angle of if we chose to work with them, they would use their resources to help us with our branding.

And for the record:

Our website ranks in the top 5 in Google for the keywords important to our business.
I have yet to hear a prospective customer say that they wouldn’t go with us because our colors were too bright and our firm name wasn’t good enough.

Lastly, here are a few pieces of advice that I received prior to cofounding CREx Software.

You have more talent in your pinky finger than I ever had. But you don’t have what it takes to start a business. You should stay in your current role.

You can execute better than anyone I’ve ever known. But you don’t have good ideas. You should focus on execution and let someone else create a business.

I always saw you in this [other] role. You should do that. I can’t support your decision to do anything else.

These are real words that were said to me by my mentors and former colleagues.

I could have believed them. Could have let them stop me. I didn’t.

Instead, I used their words to fuel my desire to start a business. To lead the life that I, Jen Tindle, wanted to live. Not the path that they had mapped out without consulting me.

It’s tempting to take advice from people you respect, even if it means giving up your dreams. Trust me, you are the only person in this world who will always prioritize yourself. Take advice with a grain of salt and understanding of how someone’s advice to you could positively impact them.

As Taylor Swift wisely said, “People throw rocks at things that shine.”

Examples of Advice to Take

Now, here are a few examples of advice that I chose to take.

Once you have a C-level role, no one can take that from you.

The CFO at one of my first PwC clients gave me this advice. I share it with others to this day. Some people enjoy the predictability in climbing the corporate ladder at large companies. However, you have a small probability of making it to the top. If you want to increase your chances of becoming a C-level executive, you can take an executive role at a smaller firm. Then, you can grow your career by taking C-level positions at larger and larger firms.

I opted to cofound a startup because my former boss told that advancing to the next level in my career would take “many years”. Now, I was already bored at that job. I certainly wasn’t going to wait for the next challenge.

People buy from other people, not businesses.

I can’t remember who gave me this advice. If it was you, please let me know! This is some of the best advice that I ever received for our business. While we sell enterprise B2B software, we operate in commercial real estate, an industry that’s notoriously driven by relationships. Now, I have always been good at cultivating in-person relationships. However, I did not have a strong online presence.

Many well-meaning colleagues suggested that I become more active on Twitter or LinkedIn but without a reason as to why. Here’s the why – people will buy from the business because of YOU. I chose to craft a profile that speaks about my journey. That seemed to resonate the most with my connections. Regardless of industry, a strong, high-quality online presence will always benefit your career.

Explain what you do in caveman speak. Most people’s attention span is too short to listen or read much.

I paraphrased this quote from “Don’t Make Me Think” by Steve Krug. While the author intended it to be general advice for designing a website, it’s amazing advice about most anything that you need to explain. If you tell people what you do in a common sense tone and language, they will more quickly understand. And if they’re interested, then they’ll ask follow-up questions. And if they’re not interested, then you can wrap up the convo and save both of you time.

Have confidence in yourself and take it one day at a time. It is not the endpoint that’s important, but enjoying what you are doing every day of life on Earth.

I absolutely love this advice from my Dad. He wrote this in a letter to me that I read often. As a startup founder, you have good days and bad days. On the good days, you’re filled with hope and excitement about your company’s prospects. On the bad days, you’re wondering why you quit your stable job. “Are you really smart enough? Driven enough? Is this really a problem that needs to be solved?” The devilish voices in your head are nonstop on the bad days, and it’s hard to stay confident. I try my best to focus on enjoying each day even if it’s a tough one because I know that we’re doing our best.

Note the critical last piece of his advice, which more succinctly is: Love what you do. If you are a founder and not die-hard passionate about the problem you solve, trust me, one of the bad days will eventually get to you. Then you’ll decide to pack up your proverbial bags, sell or acqui-hire if you can, and go back to your stable job. You must love what you do, or you won’t make it through.

Lessons Learned Between the Two Types of Advice

The key differences between these two types of advice are simply this. Good advice is typically:

from insightful, well-thought-out observations and
not self-serving in any way.

Beware of any advice that starts with flattery. It’s probably self-serving the advice-giver.

When someone suggests that you do or change something, think first about how much thought they put into those suggestions. If it seems thoughtful and insightful, then think about whether you taking their advice will benefit them in any way.

In some cases, good advice does benefit the advice-giver. In those scenarios, by all means, go for it! Don’t let mutual self-interest stop you. In fact, that can be a wonderful way to work with friends.

However, if the advice is NOT well-thought-out AND the individual is self-serving, run. Run as fast as you possibly can and don’t look back.

Take my advice for what it’s worth. 😉 Hopefully a lot someday!

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To raise or not to raise, that is the question. If you’re asking this right now – in early 2023 – the answer is most definitely do not raise if you can help it. Investors are like sharks in the water. Now, a couple of years ago when we started CREx, the market was very different. We had to choose whether to bootstrap our business or raise money for our idea. If you ever wondered, “Should I raise money for my startup?” and you’re an early stage SaaS tech startup, this post is for you.

Should You Raise Money for Your Startup?

We’re taught that in order to have a successful startup, you need to raise money. You have to convince investors that your idea is so great that they must get in on the ground floor. And venture has grown as a result. Over the last decade or so, venture terminology expanded. There’s now a “pre-seed” stage and so many series that you need to practice alphabet bingo with your kids/ friend’s kids before even thinking about raising.

Many people will tell you that if you can raise, you should. I’m here to tell you that it’s okay if you don’t want to raise. In fact, many incredible businesses were started by founders who chose not to raise, like Sara Blakely from Spanx.

How We Thought About Raising

At CREx, we chose not to raise money for our early stage startup. Now, there are many factors beyond what I describe below. You also may look at angel or family office investment, which is very different capital from venture. Here was our rationale for not choosing to raise venture (at least, not in our early stage).

We finally gained control over our professional lives by starting a company. Why would we want to give that up? Investors essentially become your new bosses. You report to them with at least some regularity, and they will eventually take money out of your pocket.
How valuable do we think our company can be? If it’s valuable, shouldn’t we try to self-fund?
Because we were first-time entrepreneurs with an early stage startup and little traction, we could not dictate investment terms. We already had revenue and were told that we “can’t” raise an angel round (this is not true, by the way). Based on the limited conversations that we had, fundraising for venture was going to be a lot harder for us. Many venture firms viewed proptech (property technology aka real estate software) as overinvested and business intelligence as unsexy (also not true per predicted growth). Our startup, CREx, is at the intersection of those two industries. Now, perhaps we spoke to the wrong investors.
Regardless, women and minority led companies don’t have a great track record for landing VC money. We learned quickly that fundraising would take us longer than other founders. For example, I pitched to one VC that we were raising a $3M round with our annual recurring revenue (ARR) and a strong customer pipeline; we about doubled our ARR a month later. He said that he would only be interested in a $1.5M raise. Then, when I told him the other VCs we were talking to at $3M, he said to please send him the deck and he would consider it. Not only that, I attended a happy hour event for founders and VCs a couple of weeks later. I spoke to two white, straight male first-time CEOs who were raising a $3M seed with less ARR than we had! And they already filled half of their capacity! Smh.
We had two separate consulting jobs that paid us a decent amount AND, more importantly, gave us massive insights into our product. If you can do this to self-fund at the beginning, do it and don’t look back. You will gain invaluable insights into what prospective customers want while getting paid and keeping ownership of your startup.

Now, scratch items 1-5 above: if we did not have the opportunity to get paid while learning about customer needs, we would have still needed to raise money for our startup. This may be your scenario. If you know that your startup is solving a legitimate problem and will create value, then raising money for your startup at the early stage is an absolutely valid path. And at some point in the not too distant future, we may opt to raise. Our goal is to only raise when we can dictate the investment terms. Inshallah!

Advice to Early Stage SaaS Founders

My advice is this: enjoy not having a boss for as long as you can. For female and minority founders, raise money for your startup only when you have to. OR better yet, raise when you want to because you get to dictate the terms.

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