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Strategic Leadership

Everette Taylor’s Unconventional Path to Leadership

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Everette Taylor’s Unconventional Path to Leadership

When Everette Taylor was named CEO of Kickstarter in 2022, it marked a historic milestone—not just for the pioneering crowdfunding platform, but for the tech industry, where Black leadership at the highest levels remains rare. At the time of his appointment, Taylor became one of only a handful of Black CEOs leading a global tech company—breaking barriers in a space that has long struggled with representation. Taylor wasn’t just making noise. He was making impact.

The Journey to the Top

In a candid video conversation with Forbes, Taylor spoke about that journey—from the margins to the main stage—and how his unconventional rise continues to shape his leadership and Kickstarter’s comeback. Raised by a single mother on the South Side of Richmond, Virginia, he dropped out of college—twice. He slept in his car, cold-called his way into rooms where no one expected to see him, and launched his first startup at 19.

Early Life and Career

That early boldness set the tone for a career defined by risk-taking, reinvention, and relentless drive. Without pedigree or privilege, Taylor forged his own leadership style—one that blends creative vision, market instinct, and a deep understanding of culture. His big break came when tech veteran Mike Steib took a chance on him at Artsy, naming Taylor CMO at 29. “Mike taught me what it meant to be a CEO,” Taylor says. “Everything is your responsibility. No excuses.”

Turning Around Kickstarter

By the time he took the helm, Kickstarter’s shine was starting to dim. Though still the leader in its space, “revenue was declining, competitors were gaining ground, and the company’s cultural relevance had started to fade. We weren’t operating at the level we needed to be,” Taylor recalls. To reignite Kickstarter’s influence as a vital player in a rapidly evolving digital ecosystem, Taylor made a bold bet on the creator economy. “I didn’t just want to be a leader in crowdfunding,” he says. “I wanted Kickstarter to be a leader in the creator economy.”

Focusing on Creator Education

Since Taylor joined as CEO, creator education has become a central focus at Kickstarter, and over the past year alone, Kickstarter has rolled out dozens of new product features designed to support creators not just at launch, but to help them sustain, scale, and thrive throughout the full lifecycle of their projects. It’s a vision that’s already showing results, as the company returned to consistent year-over-year revenue growth. “Project success rates on the platform have climbed from around 50% to 65%,” he says. “That matters more to me than revenue or any other metric because our mission is to help bring creative projects to life—and that starts with giving creators the tools, support, and education they need to succeed.”

Cultural Transformation

But the transformation hasn’t stopped at product innovation. Taylor also reimagined the company’s internal culture to reflect the diversity of the global creative community it serves. “Inclusivity was mission-critical,” he says. “It started internally—with our team. My CMO is a Black woman. My head of content is a man of color. Our head of social is a woman of color. We built a team that looks like the world we serve.” With that diverse leadership team in place, together they revamped outreach and education, expanded funding initiatives, and positioned Kickstarter not just as a launchpad, but as infrastructure for creators of all kinds.

Personal Mission

“For me, this work is personal,” Taylor says. “I know what it’s like to fight for an opportunity. I know what it means to have someone believe in you. That’s what we’re building at Kickstarter—a place where creators don’t just launch projects, they build movements.” Two years since Taylor first stepped into the top role at Kickstarter, now 35, he remains an anomaly in the tech C-suite. But he’s determined not to be the last. “There are so many incredible Black men and women who deserve these seats,” he says. “I carry the responsibility of paving the way for them.”

Conclusion

Everette Taylor’s journey to the top of Kickstarter is a testament to his determination and innovative spirit. By focusing on creator education and cultural transformation, he has successfully turned around the company and positioned it for long-term success. As a Black leader in the tech industry, Taylor is committed to paving the way for others and creating a more inclusive and diverse community.

FAQs

  • Q: Who is Everette Taylor?
    A: Everette Taylor is the CEO of Kickstarter, a pioneering crowdfunding platform.
  • Q: What challenges did Taylor face in his early career?
    A: Taylor dropped out of college twice, slept in his car, and had to cold-call his way into rooms to get opportunities.
  • Q: What is Taylor’s vision for Kickstarter?
    A: Taylor wants Kickstarter to be a leader in the creator economy, providing tools, support, and education to help creators succeed.
  • Q: How has Taylor transformed Kickstarter’s internal culture?
    A: Taylor has reimagined the company’s internal culture to reflect the diversity of the global creative community it serves, hiring a diverse leadership team and revamping outreach and education initiatives.
  • Q: What is Taylor’s personal mission?
    A: Taylor’s personal mission is to create a place where creators can build movements, and to pave the way for other Black men and women in the tech industry.

Strategic Leadership

The Best Leaders Are Rethinking How They Spend Their Time

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The Best Leaders Are Rethinking How They Spend Their Time

Ask any executive what they’re short on in 2025, and they’ll say the same thing: time. Calendars are packed, decision fatigue is real, and meetings seem to multiply overnight. But quietly, some of the most effective leaders are doing something different—they’re auditing how they spend their attention, not just their hours.

Leadership today is not about doing more. It’s about choosing what matters most, and ensuring every hour reflects that priority.

Time Is the New Currency of Strategy

You can tell what a leader values by looking at where they show up—and where they don’t. The most strategic leaders are no longer attending every meeting, weighing in on every decision, or micromanaging every deliverable.

Instead, they’re focusing their time in three places:

  • People development: Coaching, mentoring, and unblocking talent

  • Foresight and pattern recognition: Zooming out to spot risks and opportunities early

  • Culture shaping: Reinforcing values through consistent behavior and communication

Everything else? Delegated. Automated. Or eliminated.

From Reactive to Intentional Leadership

The pace of business has made it easy for leaders to fall into reactive mode. But reaction isn’t strategy. When every day is spent putting out fires, no one is steering the ship.

The leaders who are rising above the noise are:

  • Setting boundaries around low-impact tasks

  • Using data to inform, not overwhelm

  • Trusting their teams to lead—and being clear about expectations

They treat their time like an investment portfolio—carefully allocated for long-term returns.

What This Signals to the Team

How a leader spends their time shapes the rhythm and priorities of the organization. If they’re always buried in emails, teams mimic that urgency. If they make time for learning, innovation, or 1-on-1s, that behavior becomes contagious.

Time isn’t just a resource—it’s a signal. And in today’s workplace, everyone’s watching.

3 Ideas to Take With You:

  1. Audit your calendar. Does it reflect your role—or your habits?

  2. Decide where you want to create the most value. Protect that time like your job depends on it.

  3. Lead by example. Your presence teaches people what to care about.

That’s the real work of leadership. Not doing more, but doing what matters—on purpose.

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Strategic Leadership

Everyone Wants to Be a Visionary. Few Know What It Actually Takes.

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Everyone Wants to Be a Visionary. Few Know What It Actually Takes.

In leadership circles, “vision” gets thrown around like a buzzword—mission decks, strategy retreats, motivational speeches. But in the real world of deadlines, turnover, and bottom-line pressure, vision alone isn’t enough.

The leaders making the biggest impact in 2025 aren’t just dreamers. They’re builders. They know how to translate abstract ideas into action, and they’re not afraid to make hard decisions when the roadmap changes.

So what separates the ones who talk about transformation from the ones who actually drive it?

They Know That Clarity Is More Important Than Charisma

It’s easy to inspire with a keynote or a punchy internal memo. What’s harder is consistently aligning people around a clear direction—especially when change is uncomfortable.

Strong leaders simplify the vision until every team member can answer three questions:

  • Where are we going?

  • Why does it matter?

  • What’s my role in getting us there?

They do it through repetition, context, and everyday decisions that reflect what they say they believe.

They Make Space for Feedback—And Know When to Push Through

Leadership in 2025 is less about popularity and more about balancing perspectives. The best leaders:

  • Invite dissent without defensiveness

  • Know when to pause for input and when to move forward with conviction

  • Build psychological safety without sacrificing standards

The goal is not to make everyone happy. It’s to make everyone feel heard, and then move with purpose.

They Build Teams That Outgrow Them

Legacy is not about control—it’s about capability. Forward-focused leaders measure their success by what happens when they’re not in the room. They:

  • Develop people who can think strategically on their own

  • Delegate authority, not just tasks

  • Reward growth, even if it means someone eventually leaves

These leaders aren’t afraid to build successors. They know sustainable impact depends on shared ownership.

From the Field: Three Questions to Ask Yourself This Week
To move from visionary to strategic, ask yourself:

  1. Have I said the same message three different ways so everyone on my team gets it?

  2. When was the last time I invited pushback and used it to sharpen our direction?

  3. Am I building a team that relies on me—or one that can rise without me?

You don’t need to lead a global company to lead with vision. You just need to show up with clarity, courage, and a plan that moves people—not just strategies that look good on slides.

And that’s the difference.

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Strategic Leadership

Redefining Success

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Redefining Success

Introduction to Winning, Losing, and Redefining Success

Dwayne “The Rock” Johnson is credited with saying, “Be Humble. Be Hungry. And Always be the Hardest Worker in the Room.” Whether in business, on the field, in the classroom or in the weight room, I have always had an inert drive to win, even if not overtly stated. I would just quietly go out and do the work. I was never really looking for praise, but did expect there to be fruits of my labor, which could be as simple as “atta boy!” or as grandiose as world domination.

The Early Days of Ambition

I remember one of my favorite shows as a child was, “Pinky and the Brain.” The character Pinky would always ask Brian what they were going to do that evening. Brian would always say, “What we always do: try to take over the world!” I’m like, “Yeah – I get that.” As you can imagine, my efforts of world domination did not often work out. Thankfully, there were always people who were smarter or faster or more gifted than I was, which often humbled me. I am extraordinarily grateful for that, partially because I am really disinclined to deal with the aftermath of world domination, and more importantly, there are more lessons to be learned from losing than winning.

Lessons Learned

Here are some of the things that I have learned about winning, losing and redefining success after 54 trips around the sun:

  1. Winning isn’t everything. It’s the only thing. I don’t see the point of getting up in the morning if I am not going to pursue winning at something. Winning doesn’t necessarily mean that someone has to lose, but simply, the idea of making someone feel seen and heard is a win for me. Feeling good about what I accomplished for the day is a win. Closing a deal is a win. Booking a new podcast guest is a win.
  2. Don’t Minimize / Don’t Lower Your Standards. When growing up before the world got soft, parents would say, “If all of your friends jumped off the bridge, would you jump, too?” No one else can define what success is for you. My standard is excellence. Do I always hit it? No. Do I always strive for it? Absolutely. Do people tell me that I don’t have to / shouldn’t work that hard? Yep. Do people say it isn’t worth it? There are books on it.
  3. Losing isn’t the end. While there are many that would suggest that life shouldn’t be that simple, unfortunately, it is. One of my favorite quotes from Dale Earnhardt is, “Second place is just the first loser,” or from the move Talladega Nights, “If you aren’t first, you’re last!” Think about it: the person that came in second usually feels like if they had made some adjustment, they could have come in first. The horizon is closer for them than probably anyone else on the field. So what do they do? They work harder so that next time, they are more likely to win. That should be the case with any position on the field. If you are losing, you need to understand why and find out what you can do to win.
  4. I can’t be the best at everything. Honesty, I will definitely try. As a weight lifter, my weakest lift has always been my bench. I have long arms, I’ve injured my shoulders several times and by design, I just don’t have the anatomy of someone who can bench heavy. However, there are many other exercises where I am extremely capable, and if you look at my overall capabilities, it exceeds that of most humans. What I’ve learned was that while I shouldn’t ignore the things that I don’t do well (think about weight lifters with big upper bodies and skinny legs), I need to be very clear about where I can win and where I can’t.
  5. I must define what it means to win. For me. No one else can define what winning means to me. I would be foolish to let someone else do that or compare myself to other people. Both are recipes for disaster. If you think about the Guinness Book of World Records, people find very specific, narrow categories to be the best in the world at. Who would have thought that there would be a record for the farthest throw of a washing machine (14ftm, 7 in by Johan Espenkrona: As a business owner, it would be futile for me to say that I could run the best consulting firm in the world. The idea is too broad and is subjective. But to say that I want to build the best strategy and operations consulting firm targeting inspired founder-led growth stage companies in the country – that would be more feasible.
  6. Winning is an event. As any Olympian will tell you, once you’ve won at something, even if you are the best in the world, the win is over. You have to either do it again or carry it as a fond memory. Keep in mind that whoever came in second place is gunning for your position. It’s almost funny: Tom Bradey seems to be the only person still talking about the Patriot’s dynasty. Boston isn’t having parades every day. The NFL has moved on. If I want to keep winning, I have to keep working. Even the GOAT will be replaced and only a memory at some point.
  7. What got me here won’t get me there. Nothing remains the same except that fact that things will always change. Societal, technological, economic, environmental and technological changes will happen, in addition to my own perspectives, capabilities and capacities. How I drive now has changed (thankfully) between the time I was 18 and now. However, weather, traffic, time of day and road conditions all impact my drive. I cannot drive in the rain in the dark the same as I would during the day on a bright shiny day. Note that the destination doesn’t change. Because of the environment, I need to adjust how I will reach it.
  8. Don’t get lazy. This is critical. As stated: winning is an event and what got me here won’t get me there, just because I won in one area doesn’t mean that I can coast. If anything, it means that I need to work harder. Why? Because if I am in a competitive environment, someone is going to analyze why I won and they lost, and will adjust their strategy to be more likely to win. They won’t because I will anticipate their strategy and adjust my own while continuing to get better at what I do. If not in a competitive environment, if I don’t raise the stakes, I will get bored and will likely stop.

Conclusion

One of the things that I love most about being an entrepreneur has been the nearly constant growth opportunities that I have had. I am the type of person that needs to have a new challenge to overcome, or a new puzzle to solve. As an entrepreneur for more than 30 years, the learning has been nearly unlimited. I would caution you, though: what works for me and what appeals to me doesn’t necessarily work for you. I have always found that when in a situation, I keep what works for me and toss the rest. What will be consistent is the ability to embrace winning, losing and redefining success.

FAQs

Q: What is the most important lesson you have learned about winning and losing?
A: The most important lesson I have learned is that winning isn’t everything, it’s the only thing, and that losing isn’t the end, but rather an opportunity to learn and improve.
Q: How do you define what it means to win?
A: I define what it means to win by setting specific, narrow categories for success, and not comparing myself to others.
Q: What is the key to continuous success?
A: The key to continuous success is to never get lazy, and to always be willing to adjust and improve your strategy to stay ahead of the competition.
Q: How can I apply these lessons to my own life and business?
A: You can apply these lessons by setting clear goals and standards for yourself, being willing to learn from your losses, and continuously working to improve and adapt to changes in your environment.

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