How and When To Find Your Dream Team

Hi All!

Here is my weekly email with some insights and ideas pulled from conversations I had on my podcast as well as some other tools and resources you may find useful.


🏆 How and When To Find Your Dream Team

CEOs, managers, owners, and entrepreneurs; let’s do a thought experiment. I want you to imagine leaving for a week-long trip to an isolated destination. You have no internet access. Would your business survive the week without you?

If the answer is no, you’re among the majority – but believe it or not, you don’t have to be. There’s another way to approach business: one which involves finding the right team of self-sufficient, capable individuals to help you grow and scale your company.

In a recent Success Story interview, I spoke to someone who’s managed to achieve this many times over. Charlie Feng is the co-founder of Clearco, which you may recognize as one of the leading startups in Canada, and he’s helped the company scale from just three initial founders to over 1000 employees.

Not only that, but Charlie specializes in building up teams into self-sustaining entities. It’s an impressive feat, so I was excited to pick his brain on how it’s done.

Let’s take a closer look at how and when to find your dream team.

Why make yourself redundant? 

If you’re a hands-on team manager or startup CEO, you may view the idea of redundancy as a setback rather than a goal. If the team no longer needs you in order to function – or even to excel – then you’ve done something wrong.

You’re the captain of the ship, and without you, things will surely fall apart. Right?

Not necessarily. In fact, it’s arguably critical that you end up hiring yourself out of a job in order to scale and grow your startup.

For example: imagine you’ve found the perfect product-market fit, and your startup is starting to take off. You’ve put together a great team of engineers, marketers, and salespeople, but there’s one key area that’s lacking – you’re the only one with any expert knowledge in your specific industry.

If you’re not able to step back and let go of some control, your startup will hit a ceiling. It’s simply not scalable or sustainable for you to be the only one with all the answers – you need to find people who can help take your business to the next level.

This is a concept Charlie Feng knows inside out, having scaled many teams himself. You can find his interview here if you’re interested in hearing the full story on his career and successes.

Charlie Feng’s team building magic: a brief rundown

Before we get too much further, I want to familiarize you with the impressive work of Charlie Feng as co-founder of Clearco (formerly Clearbanc).

Clearco is one of the most successful startups to date. It’s aimed at democratizing access to capital through the use of AI, a market the company managed to successfully corner.

In his role within this company, Charlie has managed to turn every single internal team into a high-functioning, cohesive unit. His team building know-how has assisted in building the company up into the powerhouse it is today.

I’m keen to share his advice with you all, so without further introduction, let’s dive in.

Strategic team building: hire yourself out of a job

Let’s start with the basics. Who should you hire, and how do you go about finding them?

When building the foundations of a team, it’s important to remember that the team’s makeup will largely determine both the company’s early success and its ability to scale.

Find people who complement you

While your goal is to eventually leave the team to their own devices, it’s crucial to find people who will complement your skills and weaknesses in the early stages. Clashes between personalities can quickly derail progress, so it’s important to find individuals who share your vision and are able to work productively together.

Charlie also raised the topic of team diversity, which is especially important in early-stage startups. This is why more emphasis is often placed on complementary personalities, as opposed to similar ones; you need people who can get onboard your mission, but who can also see things from different perspectives.

Don’t disregard similarities

In his interview, Charlie made an interesting point about the difference between hiring people who are the same as you and people who complement you.

“There are two ways to hire. One is hiring people who complement you, and then there’s hiring the people who are similar to you. They’re not two separate concepts, but the same concept; it’s important that to hire people who complement your skill set, but are actually similar to you from a worldview perspective.”

What Charlie means by this is that, rather than choosing between complementary team members or similar team members, we should be aiming to hire those who exhibit both complementary personality traits and similar outlooks on the world.

Hire the people you’d want to work for

This is my favorite piece of advice Charlie gave in relation to team building, and I think you’ll agree that it makes total sense – hire the people you would want to work for if roles were reversed.

Why? Think of it this way. Your end goal with this team is to build a totally self-sufficient, badass machine that can run entirely on its own. It needs to be able to scale, develop, hire new members, and produce results – all without you.

In that case, it makes sense to hire people who you would want to work for, because chances are they have the same goals and aspirations as you. They’re also more likely to be invested in the company’s success, since they’ll see it as a reflection of their own work.

Prioritize diversity

Imagine for a moment that the word diversity was never turned into corporate jargon. Forget the sugar-coated stock images of people from different walks of life coming together around a table. Instead, let’s think about what it actually means.

Diversity is the inclusion of people who are different from you. It’s the acknowledgement that everyone has something unique to offer, and it’s the understanding that a team with different backgrounds, ideologies, and experiences will always be more successful than a team of clones.

The concept of diversity in team building extends far beyond the color of a person’s skin or whether they attend church on Sundays. It encompasses a range of traits, including:

  • Personality type
  • Work style
  • Education and skillsets
  • Life experience
  • Gender and other demographic identifiers

When building a team, it’s important to remember that diversity should be one of your top priorities. This isn’t only because it’s the right thing to do, but also because it makes good business sense. A team with a variety of perspectives can come up with better solutions, communicate more effectively, and be more successful in the long run.

When should you build your dream team?

Building a self-sufficient team doesn’t happen at the snap of a finger, and in the beginning stages of your startup, this isn’t your goal. The first few people you bring on board should be able to help you get your business off the ground; they’ll be your core team.

As you grow, you’ll want to expand and fill in the gaps with other specialists. So when should you start building your dream team? I asked Charlie for his thoughts on this.

Focus on your first 10

I was relieved when Charlie didn’t give a one-size-fits-all answer for when startups should begin scaling. After all, each startup is different and will have its own timeline.

He did, however, pose a highly useful idea that I think you’ll find helpful: focus on your first 10 hires, and make them the best of the best.

“Look for those people who share the same conviction for the mission you’re trying to go after. Over time, that’s going to dilute.

It’s almost a warning wrapped in a piece of advice: don’t let the quality of your team slide as you add new members, because if the original solution isn’t strong enough, it’ll dilate into a weaker solution as more people are added.

To make sure those first hires are rock stars, you’ll need to put in extra effort during the recruiting process. Here are a few tips:

  • Cast a wide net. Don’t focus exclusively on your contacts; reach out to friends, family, and alumni networks to see if they know anyone who would be a good fit.
  • Use social media wisely. Platforms like LinkedIn can be great for finding potential candidates, but you need to be thoughtful about how you use them. It’s easy to come across as spammy if you reach out to someone without taking the time to learn more about them first.
  • Get personal. When you do reach out, take the time to introduce yourself and explain why you think the candidate would be a good fit for your team. Make sure to emphasize your core values and attitudes so that you can see if they reciprocate the same attitudes.
  • Follow up. Don’t just send a job listing and wait for candidates to come to you. After you’ve interviewed someone, follow up and see how they’re doing. It shows that you care about the people you hire and that you’re invested in their success.

If you put in the effort, you’ll be able to find people who share your vision and are excited to help you achieve it.

When to begin scaling

To answer the original question in light of Charlie’s advice, you should ideally begin scaling when you’re satisfied that the foundations of your team are strong. This means that your team can confidently run itself in your absence and that you have the bandwidth to begin bringing on new members.

How will you know when the time is right? Here are a few success indicators to look for:

  1. Your team has all of the key roles filled, and there’s someone in the team who can take on the work you’ve been doing
  2. The team is performing well and meeting or exceeding goals
  3. Your team has the bandwidth to take on new members without sacrificing quality or performance
  4. You feel confident enough in the team to take a step back

If you can check off all of these boxes, then it’s probably time to start scaling. But be careful – if you’re not 100% ready, it could do more harm than good.

Final thoughts on team building to scale

When building up teams from square one, remember that you are weaving together a group of individuals with different skills, personalities and goals. It’s not going to be easy, and it’s not going to happen overnight – but that’s a sign of diversity and strength.

With the right attitude and a lot of hard work, you’ll be able to find and assemble the perfect team for your startup. Not only that, but you’ll find the ability and the freedom to step away from the day-to-day and work on your business’ vision.

Building a startup is hard. Making yourself redundant is harder. It takes time, effort and a lot of blood, sweat and tears. But as any entrepreneur will tell you, it’s also one of the most rewarding experiences in life.

When it comes to team building, there’s no one way to go about it. Simply get out there and find the best and brightest minds to help you turn your vision into a reality. Thank you, Charlie, for your valuable insights on such a fascinating topic – you can hear the rest of his story here.


💻 Tool Of The Week: Linkpop

Optimizing your social to guide your followers to your website, store or other CTA is a great tool to point new followers towards wherever you want to point them. There’s many tools that help you accomplish this link-in-bio feature but one that stood out in particular for my fellow DTC entrepreneurs.

Linkpop is a link-in-bio tool that can be used to quickly spin up a bio link that you can use on any social, which not only includes a variety of links, but also includes direct Shopify integration that allows you to list products, and for customers to check out directly from your link-in-bio.


🎧 Things You Should Listen To: Charlie Feng, Co-Founder of Clearco

On this weeks Success Story Podcast, I sat down with Charlie Feng. Charlie Feng is the co-founder of Clearco. The work he does behind the scenes has helped his fintech company scale from three founders to almost 1,000 employees, and raise over $300M at a $2B+ valuation.

Clearco is one of the top startups in Canada, a fintech company that uses AI to democratize access to capital. Charlie’s job is to build up teams and products, make them shine, and then move on to the next. He did this with nearly every team in the company, and he has had 7 titles in 5 years: he was Clearco’s first Head of Product, Head of Marketing, Head of Growth, of Finance, of Strategy, of Business Operations, and of New Ventures.

His strategy has been earning dividends: the company’s headcount has more than doubled since the start of the year and is still growing. Clearco was just named #2 on LinkedIn’s Top Startups Canada, which looks at the ability to attract top talent–it’s the company’s third year in a row in the top three. Earlier this year, Clearco raised $215 million from SoftBank Vision Fund II, just weeks after a $100 million Series C round that quintupled its valuation to $2 billion.

Here’s what we spoke about on the last episode of the Success Story Podcast

  • Getting paid to game.
  • The traditional process to raise money for a startup.
  • The difference between product-market fit and founder-market fit.
  • When is the right time to hire a team?
  • Start-up growth strategies.

📚 Things You Should Read: The Startup Owner’s Manual

Since Charlie gave a masterclass in startups, I thought it would be good idea to stay on theme and chat about an amazing startup book that can help you get your project off the ground and take it from 0-1, 1-10 and finally, 1-100.

The Startup Owner’s Manual walks you through a startup process, step-by-step as you go from ideation to implementation. This book and method was created by Steve Blank, co-creator with Eric Ries of the “Lean Startup” movement and tested and refined by him for more than a decade.

This 608-page how-to guide includes over 100 charts, graphs, and diagrams, plus 77 valuable checklists that guide you as you drive your company toward profitability. It will help you…

  • Avoid the 9 deadly sins that destroy startups’ chances for success
  • Use the Customer Development method to bring your business idea to life
  • Incorporate the Business Model Canvas as the organizing principle for startup hypotheses
  • Identify your customers and determine how to “get, keep and grow” customers profitably
  • Compute how you’ll drive your startup to repeatable, scalable profits.

💡 Other Thoughts

1. On Ambition

Dont be afraid to have big ambitions. People might laugh at first, until you find the people that share the same goals.

(Tweet This)

2. On Branding

Personal branding isn’t a new concept. We used to call it reputation.

(Tweet This)

3. On Plans

Every great leader always has a Plan B, no matter how well Plan A seems to be going.

(Tweet This)

4. On Obstacles

The biggest obstacle in the world is your mindset.

(Tweet This)


Success Story Podcast

If you enjoyed the content in this newsletter, you’ll love my podcast where I draw out insights from incredible individuals and tell the stories of some of the worlds most prolific thinkers and doers.

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Thank you for reading,

-Scott

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