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Quick Thoughts on Miami’s Start-up Ecosystem

Today I visited Miami for some meetings. I hadn’t been there in a few years, so I made a point of paying attention to the start-up ecosystem—the parts of it I saw, anyway. A few quick thoughts:

  • Energy –There’s a different energy in Miami. It’s hard to explain, but there’s a buzz in the air. Proximity to the ocean’s probably part of it.
  • Diversity – The start-up ecosystem has more international diversity than other cities I’ve visited. Miami is more of an international city, so that makes sense.
  • Density – The WeWork space I visited was full of people and activity. I spoke with the community manager, and she said all their Miami locations have 95% or greater occupancy. A few are at 100%. As of today, WeWork’s website lists seven locations.
  • Passing through – I visited a few places to meet with founders and investors. I got the feeling that, like me, most people were just passing through. I assume this was more a function of where I visited than a representation of the entire ecosystem. I’d like to validate this with more visits.
  • Serendipity – Lots of chance encounters are happening in Miami. Lots of people with connections to various start-up ecosystems are moving around the city. It looks like a great place to build relationships with people who have ties to other cities and countries.

I was in town for only a few hours, so these are just flyby observations. I’m looking forward to going back and learning more about the ecosystem.

How One Investor Filled Her Knowledge Gaps

I caught up with another investor this week. We recounted her journey from tech start-up founder to venture capital fund founder. As she raised capital from VCs, she recognized that she had the chops to be on the other side of the table as an investor. She also realized there was a lot she didn’t know about the business of venture capital. She knew she had a knowledge gap, in other words.

She was passionate about being an investor, so she set out to fill her knowledge gap. She started by becoming an angel investor to build her muscles around getting deals done. Next, she invested in a few venture capital funds as a limited partner (LP). These investments helped her build relationships with other fund managers and LPs, which helped her develop a better understanding of how to build, grow, and lead a fund.

Fast forward to now: her fund has raised eight figures in capital and is off to the races investing in great founders.

I love this story. It shows that regardless of your starting position, if you’re self-aware and willing to put in the work you can overcome any shortcomings (perceived or real).

Is the World Changing Faster Than Your Company?

I read a quote this weekend that stuck with me:

"If the rate of change on the outside exceeds the rate of change on the inside, the end is near."

                                                                                  ~ Jack Welch

Simple but powerful. I’m not sure if I agree about the end being near, but it’s not an ideal position to be in.

Founders should always have a finger on the pulse of their company and be pushing the company to improve. But they should also spend time understanding what’s going on outside the company. What’s happening in the world? What’s happening in their industry? If the company isn’t, at a minimum, keeping pace with the change that’s happening externally, they could become less competitive and ultimately slide into a decline.

There are many cases of companies that had built great businesses but were out of touch with change. One great example is Blackberry. It was the dominant cell phone maker at one point. When Apple introduced the iPhone and the App Store, the landscape changed, and Blackberry didn’t change quickly enough. Blackberry survived, but it’s much smaller than it was when the iPhone was released.

Look for Accountability and You’ll Find A Players

Hiring is one the hardest things founders—especially early founders—have to do. Building a pipeline of candidates is one thing, and it’s not easy; narrowing it down to the right person is even more difficult. For most people, it’s both an art and a science. One thing I’ve seen repeatedly is a lack of intentionality in the screening process, which results in hiring subpar candidates. Said differently, if you’re not intentional in your process, your team will comprise mediocre performers or worse. To help drive an intentional process, interview for certain attributes.

One attribute I consistently see in A players is a desire for accountability. High-performing people like to be held accountable. They want to do what they’ve committed to and have others ask them about it. If you think about it, it makes a lot of sense. You don’t become an A player by not doing what you said you would. People who aren’t A players tend to avoid accountability. They may commit to something, but they don’t want people to ask them about it. They want to do (or not do) what they want, when they want. These people can frustrate team members, cause friction in organizations, and impede work getting done.

If you’re building a team, don’t hire for people you’re comfortable with or who are similar to you. Instead, execute an intentional process that zeros in on attributes that matter, like accountability!

The Network Problem in VC

I was chatting with a founder this week, and he was asking me how to approach fundraising. Specifically, he was asking how to connect with investors via a warm intro when his circles don’t overlap with theirs. He doesn’t have relationships with people who know venture capital investors.

In the past few months, I’ve reviewed a number of fundraising decks for venture capital firms looking to raise money from limited partners (LPs). One of the things they consistently highlight to LPs is how great their network is. The better the network, the better your deal flow. The better your deal flow, the more likely you are to see a great investment opportunity—or so the logic goes. When you dig a bit, you realize that most examples used to demonstrate a great network are exclusive organizations (think elite schools and companies). So, investors are communicating to potential LPs that they run in exclusive circles that give them access to great founders whose companies would be worthwhile investments.

Lots of investors believe (admittedly or not) that founders should get a warm intro to them. Founders can always send emails directly or use other cold outreach methods, but the warm intro is what most investors value most. This dings founders who aren’t part of exclusive groups that attract venture investors. Investors are communicating to founders: Find a way into my circle. Come meet me where I am.

There’s a network problem in venture capital. Investors expect founders to find their way into exclusive (i.e., narrow) circles to seek investment. LPs view such access as a positive attribute and an indication of potential investment success. To me, it seems it should be the other way around. Investors should have broad networks that allow them to meet founders of all backgrounds where they already are and to see the world from different perspectives. LPs should view broad networks as a positive attribute that could lead to overlooked investments that offer outsize returns.

The network problem in VC is waiting to be solved. When it is, the impact on entrepreneurship is likely to be major!

Velocity Matters More Than Speed

I had a debate with someone about speed of execution and its impact on entrepreneurial success. Oversimplifying, he believes that speed of execution increases founders’ chances of success. People who move fast and get a ton of stuff done will be more successful—or so he believes.

Getting stuff done matters a lot in companies of all stages. If you can’t execute, you’re dead in the water. But what you get done matters more than how fast you move. I like this analogy: Two people are rowing a boat. Imagine that Person A is rowing south toward their destination, but Person B is rowing north as fast and hard as possible. Not only does B negate A’s effort (they’re at a standstill), but B could take them in the opposite direction of where they intended to be. Ideally, partners will agree on a destination and row, in sync, in that direction. Rowing in the right direction is more important than how fast you row. You should row (a) as fast as you can (b) in the right direction.

Speed of execution matters, but directional accuracy matters more. The CEO of Flexport, Ryan Petersen, put it well:

"Velocity is different from speed. Velocity has a direction. You have to know where you’re going. Sometimes going really really fast is negative velocity, because you’re going the wrong way."

The people who have outsize success focus on velocity, not speed.

Can’t Be Unprofitable Forever

A few years back I chatted with someone at a corporation about a company it had acquired but later divested (i.e., sold) for a loss. I asked why they sold it and was told that “the business looked great on the surface, but we later realized there wasn’t a path to profitability.” I recently read something about the company they divested. It never reached profitability and has since been sold again. A few years into ownership, the most recent owners couldn’t get it to profitability either and opted to sell it for a loss.

I’m not sure what’s in store for this company, but I imagine the day of reckoning is coming. A company exists to solve a problem in a way that’s profitable and creates value for shareholders (as well as for customers). Sure, for a while, you may be investing ahead of growth, which will make the company unprofitable, but the goal should always be profitability. If a company can’t provide its product or service in a profitable manner, it’s essentially subsidizing the cost of the solution to customers, which isn’t a sustainable long-term business model.

Will a Slowdown Boost Solopreneurship?

With all the talk about an economic slowdown, I spent a bit of time thinking about the great financial crisis. Lots of challenges around real estate that led to many people losing their jobs. Unemployment peaked at ten percent in October 2009. If we have another slowdown (hopefully we won’t), there’s a chance we’ll see layoffs again. In the tech industry, we already are (see here and here).

If we see more layoffs in the coming months, I think they could be the catalyst for something unexpected: the rise of solopreneurs. More people will opt to work for themselves, but instead of aiming to build a large company, they’ll choose to be a team of one.

Why? People value flexibility and control over their own destiny more than ever. They want work to fit into their life, not vice versa. Solopreneurship is a path that accomplishes this. People are starting to be more comfortable putting their own interests ahead of their employers’ (if they’re laid off, can you blame them?). They want a situation that aligns with their personal priorities.

Why would this accelerate now? COVID-19 has made working remotely commonplace. You can work from wherever you want, and most companies are comfortable with this. If there are layoffs, companies still want to get the work done, but without the overhead of full-time employees. High-quality contracts that can be dialed up and down as needed can be an attractive alternative.

I hope we don’t have an economic slowdown, but if we do, I think we’ll see Solopreneurship become a career path that many people embrace.

Leave Your Peers in the Dust by Accelerating Your Learning

I had a great conversation with an entrepreneurial buddy yesterday. He built and sold his company and has opinions on business. We discussed knowledge gaps and how they affect people’s trajectories. If you don’t know how a space works, it’s hard to excel in it compared to others who do have that knowledge. For example, it’d be hard for me to be a great restaurateur because I know nothing about restaurants. I might have the necessary abilities, but that knowledge gap hinders me until it’s filled.

As we chatted about our journeys, we zeroed in on a trait we share. Throughout our journeys, we both prioritized learning. We realized we were behind (something I was embarrassed about), so we supercharged acquiring knowledge to fill the gaps. We read tons of books, went to seminars, sought out more experienced founders we could learn from, and did a host of other things.

As we expounded on this, we noted that our other successful founder friends had filled their gaps and ultimately accelerated their success by increasing the rate at which they learned. My buddy framed it well: the biggest throttle on your success is how fast you can improve yourself. Said differently, the faster you improve (and learn), the more successful you can become.

Warren Buffet reads 500 pages every day and is one of the most successful investors of all time. Not only did he fill any gaps he had by turbocharging his learning, that knowledge compounded over time and led him to outsize success. He left his peers in the dust.  

Having knowledge gaps isn’t a great starting position, but they don’t mean you can’t be successful. If you want to make up for that disadvantage, improve the rate at which you acquire knowledge and how consistently you do so. It’s something you have complete control over, and anyone can do it. Stick with it long enough and you’ll not only make up ground on your peers, you’ll leave them in the dust.

Passion + Unique Insight Led to a Start-up

I met with an impressive founder who turned his love for music into a thriving business. He noticed that the genre he’s passionate about wasn’t being given proper credit from a business perspective. The innovation and strategies that helped catapult the genre into greater public awareness and change the landscape of music weren’t being reported on. So, he created a media company that does just that. He’s been able to attract the top names in the genre—artists, music executives, founders, and others. They talk about their journeys and the strategies they’ve used to achieve outsize success in the genre.

I really like this founder’s approach to entrepreneurship. He saw an overlooked niche that aligned with his passion. He figured out a business model and was able to go full-time on the business a year after founding it. I’m excited to follow his journey and have no doubt he’s well on his way to building something massive.