Edward Sullivan Edward Sullivan

Maybe It’s Your Culture

Every company has a culture. And no, we’re not talking about beanbag chairs and kombucha on tap. We’re talking about what you DO to get great work done. Not your plans and OKRs. How you treat each other. How you debate, disagree, and ultimately commit to decisions. Everywhere you look, people talk about the importance of getting culture right, of having good culture, because common sense tells us good culture = a thriving company.

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Edward Sullivan Edward Sullivan

Long Live the Ski-Time CEO

For years, Silicon Valley CEOs and investors have held the simplistic belief that CEOs have two modes: wartime and peacetime. Wartime CEOs take no prisoners and believe sacrifice and loss are central to victory. Peacetime CEOs operate in maintenance mode—coasting along and allowing the team to coast too, without much risk-taking or response to external pressure. In recent years full-time wartime CEOs have garnered attention aplenty, prompting many new founders and CEOs to adopt severe personas, hold unreasonable expectations, and keep their teams operating full steam ahead at all times.

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Edward Sullivan Edward Sullivan

Be Careful What You Give Thanks For

Articles everywhere this month will tell you to express gratitude to your teams, build gratitude into your culture, and give thanks for all you have as leaders and organizations. And that’s all well and good—leaders should do all of these things. But there’s a problem: blithely giving gratitude just to give gratitude doesn’t cut the cranberry sauce because not all gratitude is created equal.

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Edward Sullivan Edward Sullivan

3 Silicon Valley Myths That Should Scare You

Silicon Valley has been a hotbed of leadership myths since its earliest days. The dot-com boom brought about the rise of the biggest companies of the modern era, and because of their success, the leadership practices of those companies’ founders—no matter how problematic they were—became canonical in American culture. Startup founders became the leaders to follow, and their leadership practices became the practices to emulate. Eventually, those practices and beliefs morphed into a composite myth that goes something like this: A successful startup founder is an untouchable unicorn who has the best ideas and is uniquely responsible for their company’s success; the team just needs to execute their vision.

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Edward Sullivan Edward Sullivan

Nice Teams Finish Last : Why (and How) Great Companies Embrace Healthy Debate

While having acrimonious, mismanaged conflict is culturally detrimental and costly for organizations, having healthy conflict among colleagues is actually a sign of organizational health. And it’s something leaders and teams need to embrace and pursue rather than back away from if they want to grow and succeed

Here are 3 reasons why healthy conflict is good for your teams and organizations:

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Edward Sullivan Edward Sullivan

Leaders: Here Are 3 Warning Signs to Look for When Returning from Vacation

Believe it or not, as a leader, taking a vacation is part of your job. It’s actually a part of everyone’s job, and it’s critical that leaders model that. While we all know that vacation is important for resting, resetting, and checking in with ourselves and how we’re doing, what leaders often don’t realize is that taking time away from the office also provides an important opportunity to check in on how your company is actually doing.

Is everything going so well that no one noticed you were gone? Or did it turn into Lord of the Flies? 

Here are three warning signs to look out for when you return from vacation—and what to do if you find them happening on your team on (or off) your watch.

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Edward Sullivan Edward Sullivan

Don’t Help Your Teams “Cope” with Change. Pump Them Up for It.

“I’ve got all these people complaining about there being too much change at work.” Edward’s client sat wringing his hands. “I don’t see things slowing down anytime soon, so how can I help my team cope with the pace of change?”

This client is the CEO of a Fortune 500 company. He and his teams are not the only ones wondering how to deal with change these days. With companies across industries going through massive digital transformation (among other big changes), leaders all over have been grappling with this question. These transformations can be seen as disruptive—people feel the change is too much too fast.

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Edward Sullivan Edward Sullivan

Micro-Nudges > Macro-Corrections: What In-Person Work Enables That Remote Work Does Not

It’s Monday morning, and Shannon strides into her company’s office in the Nomad neighborhood of New York City. En route to her desk, she pauses in front of a whiteboard listing out another team’s goals for the quarter. “I need to circle up with Jim about that,” she thinks to herself. She then runs into some colleagues by the coffee machine and falls into an impromptu discussion of an issue highlighted in last week’s all-hands meeting. A few minutes later, as she sits down at her desk, her supervisor remembers a bit of feedback she wanted to share with Shannon about a client interaction on Friday.

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Edward Sullivan Edward Sullivan

What AI Can’t Do for Organizations

There’s been a deafening sense of “meh” in the American workplace for the last few years, and now we are adding to it a feeling of existential dread. Prompted by the pandemic, we moved to increasingly remote work, which while convenient has removed much of the excitement of working on teams, and now AI has arrived, bringing with it a whole host of questions and concerns for leaders and employees alike about our jobs, our value as individuals, and our ability to create and innovate.

It’s completely fair to be both excited and concerned. AI can do a lot But let’s remember, there’s a lot it can’t do, too. 

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Edward Sullivan Edward Sullivan

How to Succeed as a New Manager After a Battlefield Promotion

Often, emerging leaders receive promotions into management roles during regular compensation and promotion cycles, or when a senior leader announces their exit and long-standing succession plans are put into action. 

Other times, change happens quickly and unexpectedly after layoffs, reorgs, or the abrupt departure of a leader who got a great opportunity elsewhere or wants to spend more time with their family. In these instances, instead of getting promoted through traditional advancement processes, one person gets plucked from a team for the empty management role—like a soldier getting a real-time promotion on the battlefield to fill a leadership void.

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Edward Sullivan Edward Sullivan

How to Rebuild Psychological Safety and Momentum After Layoffs

Reports of layoffs have increased in recent months, and they are likely to continue for some time. Some leaders may believe that the initial challenge of carrying out reductions in force, or RIFs, with care and respect for those being let go is the hardest part, but that’s really just the beginning.

While letting people go with grace is difficult, the more complex challenge leaders face in the aftermath is maintaining an energized and dedicated workforce that feels valued and safe despite losing coworkers and experiencing a wide range of emotions. How can leaders rebuild psychological safety and momentum and actually accelerate out of the curve after a layoff?

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Edward Sullivan Edward Sullivan

Inside Silicon Valley’s SPAC psychology

The SPAC (special purpose acquisition company) hype is the latest financial engineering offering to quickly hit both mainstream media and the backrooms of Silicon Valley.

Wall Street is now “printing” 15 new SPAC IPOs each week while mainstream media prints 15 articles a week on the subject. Perhaps it’s time to explore the psychological motivations driving SPAC-mania.

I’m not going to cover the architecture or the mechanics of SPACs. The concept is the more familiar “reverse merger” where a public company acquires a more valuable private company to increase the public company’s valuation. With SPACs, the public company is literally a blank-check IPO company and the sole goal is for the acquired private company to become the operating public company.

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Edward Sullivan Edward Sullivan

5 traits of CEOs who successfully take their companies public

It’s IPO season. Since June, more than 20 companies have filed S-1s. This includes seven companies filing in one day, on August 24, which is unprecedented. With dozens of CEOs planning to take their companies public, how do we know which ones will pop and which will flop?

In his 2012 book The Founder’s Dilemma, Harvard Business School professor Noam Wasserman famously pointed out that 65% of companies that fail, do so over “people issues” as opposed to core business issues. So, as Wall Street analysts pour over the filing documents and make their recommendations based solely on their evaluations of past and projected financial data, we often ask ourselves, “Who is evaluating the CEO?”

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Edward Sullivan Edward Sullivan

4 things extroverts can learn from introverts to lead through the pandemic

When Bombas CEO Dave Heath walks into a room, he commands attention and authority. With a deeply empathetic and engaging presence, he makes you feel strangely relaxed and energized at the same time.

The only problem right now for Dave and other extroverted leaders like him is that during this global pandemic, there are no physical rooms to be walking into. With most companies putting off coming back into the office until early 2021 at the earliest, and others like Twitter saying employees can work remotely forever, leaders who became reliant pre-COVID on their charisma to influence and inspire their employees are having to retool and rethink their leadership style.

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Edward Sullivan Edward Sullivan

Some Startups Thrive During Crises: Here's How

Carly Stein, Founder & CEO of Beekeeper’s Naturals, speaks to other founders on a regular basis, and even more so over the last couple months. Like most first time entrepreneurs, she’s been asking: What do I need to do to survive this pandemic and how can I prepare for future obstacles?

Most of the advice she got looked like this: conserve your cash by laying off 20% of the team and cutting salaries for the rest. If you look around, many companies have heeded that advice. Some had to when revenue flatlined. Others have simply gone on the defense to play it safe and hibernate, hoping to wait this out.

But Carly didn’t do that.

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Edward Sullivan Edward Sullivan

Velocity Leadership Series Replays

Over the last two months, we’ve had the privilege to interview some incredible CEOs and we’re finding that the companies that are truly thriving right now not only have strong business practices that work, but that they also have cultures that work.

We invite you to tune into the replays of our Velocity CEO Series featuring some of the most interesting discussions of human connection, company culture, business transformations, and other topics with these amazing individuals.

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Edward Sullivan Edward Sullivan

The 7 Things VCs Should Be Doing for Their Founders Right Now

Dear Venture Capitalist, 

As we enter what will be at least another month of uncertainty and remote working due to the global Covid Crisis, your role as counsel, mentor, and coach to your portfolio Founders has never been more important. Now is the time your Founders need you most, and how you step up in the coming weeks will likely shape your relationship with these Founders, and may mark a turning point in your career.

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Edward Sullivan Edward Sullivan

Leading in Uncertain Times: Lessons from the Polar Explorers

In recent weeks, many of our coaching clients have sought guidance about charting the best course forward in light of the COVID-19 outbreak and resulting market turbulence. As conferences are cancelled and international travel is curbed, many leaders are asking “How do I effectively lead and make decisions in times like this?”

Just over a hundred years ago, another leader sailed directly into uncertainty. Ernest Shackleton, the famed and ill-fated polar explorer, recruited sailors with an ad that promised “low wages, bitter cold and long hours of complete darkness.” Entire volumes and a Harvard Business School case have been written about him.

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Edward Sullivan Edward Sullivan

Self-Care is a Leadership Move

When a leader is tired, angry, overwhelmed … so is the team.  A client said this to me a number of years ago and I have used it to promote the practice of self-care as an essential leadership practice ever since.  

As a leader we set the tone for our organizations. People trust us to make thoughtful decisions, stay calm under fire, lead strategically, inspire while staying grounded in reality, and more.  Our teams want to trust that we will listen to them. Trust that we care about them as much as we care about the mission.

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