Where angels fear to tread

Steve Moore’s list included a good indicator of early leadership that’s worth commenting on: individuals who are willing to take on a challenge others won’t. The ones who show initiative to take advantage of opportunity. The ones whose resistance to risk is overtaken by a compulsion that someone has to do something.

Leaders sometimes appear to come out of nowhere with a sudden success. I suspect I know what Malcomb Gladwell would say: that there are no overnight successes, and the individual has put in a lot of hours beforehand that led to such “instance success.” I agree. I think it’s easier to spot failure than to spot competence, and individuals like these have likely shown signs of potential along the way. What gets them noticed is the turnaround situation where they made something out of nothing.

There’s a well-worn piece of advice that seems relevant: Fools rush in where angels fear to tread. Remember that line from Amazing Grace, where a 24-year-old William Pitt first proposes to William Wilberforce that he thinks he can make a run at prime minister?

Wilberforce: No one of our age has ever taken power.
Pitt: Which is why we’re too young to realize certain things are impossible. Which is why we will do them anyway.

Some watch that movie and get inspired by Wilberforce; I get inspired by Pitt. Wilberforce succeeded through persistence and endurance; Pitt succeeded by sheer audacity. Perhaps he was a fool, but maybe that’s the point. In Moore’s recent book, While You Were Micro-Sleeping, he makes the point that experts and elitists “can’t ask the dumb questions that often trigger new ideas.” Most innovations come from fools.

Certainly, the pessimism born from experience becomes a block to innovation, but I think there’s another factor at work than just being too young to show caution. I think it’s a matter of conviction and motivation — that sometimes a situation is so dire, with no one willing to take it on, that a young person decides the worst they can do is fail. They have less to lose. Or that a frustrated young leader who never gets opportunity sees in a challenge a chance to go all in. With great risk comes great reward. We can probably all think of young leaders who took on big challenges and came out of nowhere to lead a new era. These are the kinds of stories we love.

But what about the other side? The stories of those who try and fail — or who never try — don’t get told. The younger generations have been long characterized as having an unhealthy fear of failure. Pessimism and skepticism is just as rampant among the young as it is among the old. I’ve had conversations with three young leaders in the past month who have recently faced choices: one relatively safe and one with greater risk. In all three cases, the young leader has opted for safety. There are good reasons for their decisions. No one would question their logic. But I’m disappointed.

Here’s the thing. Organizations need young leaders to step up. Hierarchical organizations need young leaders who master relational influence over positional authority. High-process organizations need young leaders who push back on bureaucracy and ask uncomfortable questions. Monocultural organizations need trailblazers who easily bridge cultures. And older, established organizations need age diversity.

What it comes down to is that the world doesn’t need an older you. The world needs young leaders who are willing to step up and take on the unique challenges we’re facing… today.

The ladder for generalists

In our Threshing Floor lunchtime discussion a year or so ago, one of our senior vice presidents mentioned that there is no ladder for general administration. The fact is that the skills required for administration are not the same skills required for lower-level leadership or line management. Therefore what would make a person successful as an administrator wouldn’t necessarily make her successful at any point in earlier life. In fact, it might hinder her success. And someone who is very successful at a lower level might be extremely unqualified for executive leadership. It’s simply a different skillset.

We’re talking about the opposite of the Peter principle here. It’s not about promoting someone to their highest level of incompetence. It’s not about turning a talented practicioner into a manager. In fact, talented practicioners might best be used where they are. Imagine that!

So, when Michelle Braden asks if a young person demonstrates early-stage strategic thinking, I want to ask what that looks like.

  • I think in some ways, it might come across as boredom. Or daydreaming.
  • It might be the annoying propensity to not stick to a task.
  • Or a tendency to scope creep — to do things outside their jurisdiction.
  • It might be a hunger to know the background or the bigger context for a task they’re asked to do.

All of those indicate early-stage strategic thinking… and might make one very unsuccessful in a job that doesn’t require that skillset.

Because the only ladders are within departments, great generalists and executives can be typecast, stuck within a particular role and unable to break free. If they only have one variety of experience, they could very well be limited. Jeff Shaara’s Civil War novels talk about an extremely talented quartermaster in the Mexican American War who was adept at getting supplies where they needed to be. Wikipedia says that his desire to lead troops was so strong that he continually found ways to get to the front lines. After the war, he was an abysmal failure at a number of ventures. It wasn’t until the Civil War, when he finally got an opportunity to command troops, that he showed extraordinary brilliance, earning the nickname “Unconditional Surrender.” To his final battle, he included in his military strategy a strong recognition of the strengths and weaknesses of supply chains. He soon caught the eye of his commander-in-chief. U.S. Grant’s promotion to lieutenant genaral was likely the greatest leadership decision Lincoln ever made. My question is this: what if Grant had been left in charge of supplies? Or what if his civilian failures had ended his career?

We’ll save a future blog post for the fact that Grant was a fantastic general who made a terrible president.

To get back to my point, how do we find these diamonds in the rough? How do we spot strategic thinking in a position that doesn’t necessarily require it?

  • How do we test emerging leaders to see if that little glimmer is really full-blown, high-carat strategic thinking?
  • And are we willing to take the risks when we see it to move someone into a position that plays to that strength, even if their resume might not include all the rungs to the top?
  • Are we willing to recommend cross-departmental transfers to broaden a rising star’s experience outside their one area of expertise?
  • Are there spaces in general administration to bring in raw talents in intern, interim or assistant roles to develop them at the 50,000 foot level?

I think Wycliffe USA has some pretty good first steps in place, but there’s plenty of room to improve.

Taking yourself seriously

As I was walking into the office a couple of weeks ago, I noticed that a young leader was wearing a blazer… again. In a pretty casual department his attire stood out. Turns out he’s been dressing up consistently since the new year. When I asked about it, the response was that he’s trying to take himself more seriously.

Taking yourself seriously is a quality worth adding to our list of early seeds of leadership. There are a number of indicators that a person is preparing himself for future roles. At the earliest stage, this might include dressing up. It might also include a desire to spend time with senior leaders. Let’s look at a few examples.

When I was visiting with another organization recently, one of the senior leaders pointed out what first stood out to him about their youngest vice president: he had never been intimidated by leaders at the highest levels, instead choosing to interact with them… and ask lots of questions. I’ve seen this kind of thing myself when the board or senior leadership team gathers. A few young, rising leaders inevitably show up at break times.

A fortysomething leader came to me one day and told me he was considering throwing his hat in the ring to be considered for a promotion. He asked me what I thought. Among other things, I asked him if he considered people at that next level to be colleagues. How comfortable was he with walking into their office to have a conversation? Realizing that he was already at ease at that level was one factor in his decision to pursue a new leadership position.

What it comes down to is whether someone acts like the position they see themselves serving in.

I’m not talking about people who “sell out” to get a position. I think authenticity is extremely important in leadership. In fact, when I moved into the Offices of the President a year ago, I went to two people who knew me well and gave them permission to call me on it if they ever saw me becoming a clone of those I work around. If I ever become someone else in an attempt to get ahead, I want friends who are close enough to point out my hypocrisy.

What I’m talking about is the way David, hiding out in a cave in the wilderness, acted like the king he would become. His circumstances didn’t matter, and he didn’t let the group of misfits surrounding him bring him down to their level. He behaved in a manner suited to a king, and in so doing, laid a course for the way he would act as king.

Little things

Yesterday Mauricio Alvarez shared a fantastic message about living in hope, even in difficult situations. I think the non-western church has a lot to teach us about maintaining hope when times are difficult. While westerners are convinced things will rebound, our brothers and sisters from South America, Africa and Asia understand that things could very well not improve. Whether they do or not, we can still have hope.

One point Alvarez made was that we build hope by focusing on God and the character he wants to build in our lives. David’s life, for instance, shows the law of preparation. As a young shepherd, David spent a lot of time in isolation — plenty of time to practice his slingshot so that when he needed that shot, he could hit it with perfection. When he was young, he was tested by lions and bears. He learned to face his worst enemy and to overcome with inadequate weapons. His early years without pressure shaped him into the leader he would become when the pressure was on.

Years later, David mastered that ability to use circumstances as practice. He was a capable military commander and then leader over 400 outcasts in the wilderness. He showed fruitfulness at every level and demonstrated the character he would need as king. For instance, consider his incredible patience even when he had an opportunity to take the kingdom on his own terms.

Some friends in Seattle reminded me of Psalm 63 last week. David, writing in the wilderness while being pursued by King Saul, spends the first ten verses talking about his thirst for God’s presence, love, power and glory. Throughout the psalm, he speaks as a visionary, confusing present and future. He celebrates the future ruin of his enemies, then offers a very interesting statement:

But the king will rejoice in God.
All who trust in him will praise him,
while liars will be silenced.

What king? Saul? No. David’s referring to himself in future tense. He was anointed years before. He knows that he is next in line. So he lives the future even though present circumstances don’t warrant it. That hope allows him to thrive in small things, resulting in fruitfulness, faithfulness and joy.

Falling ability

When I was learning to ski back when I was in high school, I was taught that the most important thing to learn is how to fall well. Now, there’s two ways to judge quality. When you’re on the ski lift, and you see someone wipe out spectacularly below you, you judge a good fall by factors like whether both skis and poles separate from the individual, what body parts hit snow at high speeds, number of twists, etc. When you’re the one falling, you use different parameters. You want to fall in such a way that your skis don’t twist and cause knee damage, that you don’t hit stationary objects, and that you are able to get up again. During the recent Olympics, we saw some people who knew how to fall. Do you remember Anja Paerson, the female downhill skiier who crossed the finish line on her face? She ended up getting bronze two days later. That was someone who knew how to fall.

I think what Michelle Braden would tell you is that leaders need to know how to fall. They need to be able to get back up, stiff and bruised as they are, and try again. When gauging leadership potential we need to consider, What is a young person’s ability to fail and then recover again? Do they understand how to do that? As I think about her question, “Do they understand the process to recover from failure?” I suspect most organizations don’t have any kind of articulated process for that. What they have instead is a track record. I heard recently about an executive in Orlando who very publicly blew it in managing a division of the company. The CEO took him under his wing and gently restored him and built up his confidence again. He is now CEO of a division of that company. How many people in the company watched that happen? I guarantee you there are leaders in that company who have followed that same model to restore others. And I guarantee you the young leaders and aspiring leaders in that company noticed.

So, I think there are three points that are worth discussing. First, stop and ask yourself: What is your organization’s track record for recovery from failure? What can you as a leader do to change or build on that track record?

Second, as established leaders, keep your eye open for failure. Look for young people who show fortitude and resilience in failure. We can look for those who can take the heat and handle pushback. We can look for those who can stand by a decision that blew up on them and not make excuses. We need to be quick to come alongside them and not let them stay down too long.

Third, take a moment to think: What was your first big failure? What lessons did you learn from it that you still apply today?

I like to warn graphic designers that a day will come when they would cost their company money because of a bad decision. If they are lucky, it will only cost the company hundreds. My first big mistake cost my company a couple of thousand. I remember getting the bank stationery back from the printer and picking up the first sheet of letterhead. It felt like it was printed on copy paper. I got a big knot in my throat. I had to go to the namesakes of our public relations firm and own my mistake — that I had trusted the recommendation of our print broker without verifying the paper myself. We of course reprinted the job. That situation ended up breaking my relationship with the printer that we had used for years, and I probably could have handled that situation differently. My boss never complained about the cost. But I’ll tell you this: I worked harder at my job after that point. I swore I would never disappoint my boss again. And to this day, I trust my vendors but verify everything.

Failure is great leadership development… if you know how to fall well.

If I were king

Steve Moore talked about the “reactive hypothetic” — a young leader with enough self awareness and contextual consciousness that he knows what he likes and doesn’t like, but isn’t willing/ready/courageous enough to be the one taking initiative. The problem is that this kind of person can end up in the peanut gallery, taking potshots at leadership.

Coming from a generation that prefers the role of critic, I see this one all the time. I’m reminded of a great moment in The Princess Bride when Andre the Giant is told he can take care of someone “his way.” “Oh, good… which way’s my way?” We know that something’s wrong with a situation, but we don’t know how we’d do it any differently. I’ve always got my eyes open for those exceptional young people who follow through with ideas to fill the void. It’s easy to point out mistakes, but are they willing to offer alternatives to replace what’s broken?

That takes courage and determination. Courage to decide you’re going to succeed with a new model. And perseverance similar to a 1-year-old learning to walk — determination that you’re going to try something, and if it fails, you’ll get up and try again.

Don’t get the wrong impression. I don’t think leaders have to have all the answers before they get started. The close of Deborah Reidy’s Reluctant Leaders paper makes a great point:

Finally, remember that leadership often begins with an uneasiness, a vague, unarticulated sense that things are not quite right but no idea what would be right or how to bring it about. As Ron Heifetz writes, ‘One may lead perhaps with no more than a question in hand.’

It’s a myth that you have to have all the answers, that you have to have it all together, that you have to have the complete package before you lead. Frankly, it’s an outright lie. The best thing for a young leader is to get in the game. You won’t develop leadership abilities in a vacuum, and you probably won’t come up with the answers until you start trying.

Anyone who is willing to combine a good question with a determination to try until they succeed is going to change the world. Ask any of the Gen-X CEOs of Google, YouTube, eBay or Amazon. Did any of them hit gold on their first attempt? Malcolm Gladwell broke down that misperception in Outliers. Kings don’t simply happen; it takes hard work to be king.

Servants and visionaries

I think servants and visionaries both have good eyes. It takes someone special to see an opportunity that everyone else has missed… and get there first.

The key to a great visionary is that everyone else asks themselves why they didn’t think of that. Somehow, in the context everyone was looking at, no one else saw the opportunity or was positioned to take advantage. I was reminded recently that a number of the companies that took our economy down last year were founded during the Great Depression. They were founded by visionaries who found a way to do things differently when everyone else was stuck in the decline. Unfortunately, the companies they started weren’t able to sustain that heritage… or held onto their heritage. A topic for another day, I suppose.

Likewise, servants have good eyes. Think about every period movie about British high society you’ve ever seen. Someone pointed out to me that the key to being a good servant was to watch their master’s hands. A good servant could anticipate the need of their master by watching body language and meet the need before it was expressed. I see the same quality in people who serve in my church today. There’s an ability to notice something that’s not being done and jump in before the need is even expressed. When you run an event, you want to stock your team with that type of person.

Leaders today need good eyes. They need to be visionary, and they need to be servants — people with the agility and flexibility to see a need and respond. So, where do we find those qualities in the next generation? As Steve Moore and Tim Elmore remind us, we can look for people who are already serving somewhere. We can look for people who look at challenges and see opportunity. We can look for initiative.

As I mentioned before, we can also look for people who are others-focused, who “watch the hands” of both their managers and their direct reports. They look for opportunities to empower and develop others. They give assignments and then invert the hierarchical pyramid to support their staff in the job they’ve been asked to do. They are quick to give credit to their staff or team for the success they might enjoy.

If you’re looking for servant leaders, start with character. Promote from among your servants.

Another list of early leadership seeds

Michelle Braden, president of MSBCoach, did a webinar in January where she listed another list of qualities to identify and develop in future leaders. I just rediscovered my notes from that presentation, and I think her submissions are good additions to our list of seeds:

  • Interpersonal skills – Do they show self-awareness, show good emotional intelligence and use their strengths?
  • Ability to deal with complex problems – and do they show flexibility in how they deal with them?
  • Ability to develop and inspire others – Are they others-focused? Do they value collaboration?
  • Hunger to learn – Are they curious, questioning and aspiring for more? Are they open to people speaking into their life?
  • Visionary – Do they show an interest in the big picture, demonstrate early-stage strategic thinking?
  • Introspective – Do they think before they act? Do they talk about the importance of an integrated life? Are they results-oriented… for the right reasons? What are their motivations?
  • Courage – Do they have the bility to take a stand? Are they willing to take a risk and stand by it?
  • Ability to recover – Can they take the heat and handle pushback? Do they understand the process to recover from failure?
  • Influence – Do they lead out of relationship, without needing a title?

Mmmm. Good stuff here. Again, I’ll save my comments for later posts, but let me add one more from personal observation:

  • A new interest in taking themselves seriously

How about you? What early seeds of leadership have you observed? We’re getting a pretty comprehensive list here.

Gifted to lead

Let me loop back and unpack one of Tim Elmore’s seeds: leadership gifting.

In my experience with the Threshing Floor, I’ve seen all kinds of potential in leaders. Leadership is seldom positional at its beginning, though I’ll grant that some didn’t know they were leaders until they were thrust into the deep end. More often, the thing to look for is an interest in, gifting for or calling to leadership. I blogged on the subject last year, focusing more on interests and abilities.

But how do you identify leadership gifting? What are its earliest seeds? Does someone who’s gifted necessarily know it? In my experience, they don’t always know it, and it takes someone alert enough to recognize the signs. To show a lot of patience with a young person who asks lots of questions. To allow failure — even encourage it — in someone who shows a lot of initiative and then take the time to debrief and stir them to try again. To spot a learner who’s unafraid of feedback or even seeks it, and then to reward it with well-thought-out, specific feedback.

I remember a few years ago I sought out the opportunity to work with a collection of individuals that was discouraged but talented. When I considered taking this position, I looked specifically at one young leader who had a huge amount of passion and an amazing ability to encourage others, but for some reason rubbed some people the wrong way. He had a reputation for success, but was sometimes too quick to make an end run if he ran into an obstacle. I think it’s safe to say that some in leadership considered him a thorn in their side. Yet when I moved on to another position, his potential won out; he ended up moving up to take some of my responsibilities.

At one point I sent him to a week-long leadership event that utilized an anonymous 360 review. I decided to be very specific in my feedback, believing that to move to the next level there were some things he needed to work on and sensing that he would approach this opportunity with a hunger to learn. In talking with him afterwards, he thanked me for the feedback and suggestions I had made. He knew exactly which comments came from me. Why? Because he knew I would always be completely honest with him, and my comments stood out among the feedback he’d received.

Now, this was an individual who knew he was a leader. I’d love to hear your stories about how you spot leadership gifting in someone who doesn’t recognize their gifts.

Motivated enough

The third item on Steve Moore’s list caught my attention. It reminded me of an essay by Reidy Associates on Encouraging Reluctant Leaders that explored the reasons leaders don’t step up, blaming the “hero myth” for a lot of the damage. Reidy starts with a quote from Jerry Garcia:

“Somebody has to do something and it’s incredibly pathetic that it has to be us.” We don’t have to have all the skills, all the answers. We don’t have to have it figured out better than anyone else. We do need to see something that needs attention and be motivated enough to organize a response.

Let me repeat that last statement, because it’s as good a definition of leadership as I’ve heard in a while: someone who sees something that needs attention and is motivated enough to organize a response. As Reidy points out, many get into leadership out of necessity. “Action occurs when motivation is stronger than resistance or reticence.”

Let me give you a personal example. Over the last ten years, I noticed a number of incredibly-gifted young leaders suddenly decide to leave our organization. These were people that I was looking forward to serving shoulder-to-shoulder with, long into the future, and they were suddenly gone. I realized that if our young leaders didn’t stick around, we wouldn’t have the leadership we needed to see our vision completed.

It certainly wasn’t my responsibility, but someone needed to do something about it. As no one stepped up, my desperation grew. About three years ago, I decided to send out a pact to all the young leaders I knew. It contained four points:

  1. We will practice leading. We commit ourselves in community to develop and use that gift where God has placed us. “If God has given you leadership ability, take the responsibility seriously” (Rom 12:8).
  2. We will be not be disqualified. We hold ourselves to a high standard of godliness. We will hold each other accountable for our actions. “Otherwise, I fear that after preaching to others I myself might be disqualified” (I Cor 9:27).
  3. We will step up. We will develop our gifts by accepting appropriate positions of responsibility and authority. We will encourage each other to consider new challenges. “If someone aspires to be an elder, he desires an honorable position” (I Tim 3:1).
  4. We will not give up. Working as younger generations in a Boomer environment, we know we will get discouraged at times. We will not give up without consulting with one or two other colleagues for encouragement and prayer. “Don’t let anyone think less of you because you are young. Be an example to all believers in what you say, in the way you live, in your love, your faith, and your purity” (I Tim 4:12).

We began the Threshing Floor community as a lunch discussion group, and it has since expanded to Facebook. In the three years since we began meeting, I’ve had eight conversations with people who approached me and said, “I promised I’d talk with someone before I did anything…” and then went on to share their frustrations. Only one regular Threshing Floor participant has left the organization.

It’s not just a Wycliffe need. When Steve Moore taught that breakout session on supporting young leaders, he struck a chord. At the end, a young African American lady from another mission was in tears as she said, “I’ve been so hungry for this kind of thing.” She confessed her frustration at being overlooked because of her age and her gender. That was the moment I realized that I’ve only scratched the surface with the breadth of these issues.

Back to the topic at hand. My road to leadership development started three years ago when I saw an unmet need, and I had to do something. The need isn’t gone; if anything, I’m still learning how big that need is.