Raymond L. Wheeler, DMin

Musings about leadership


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Entrepreneurs – Listen Up, It May Be Time to Hire Differently


HiringA friend of mine recently called and needed to blow off some steam. His organization grew out of a passion discovered by accident. He jumped on his passion, started a nonprofit, and the organization took off.  “We are at $2 million in budget and I have figured out that I don’t have the right people. A consultant waltzed in and told me to hire an administrator at a six figure salary immediately – lives depend on what we do.  I am not sure I can jeopardize our programs by putting out that kind of salary.  I don’t want to be in the place of hiring someone and then letting them go in six months because our revenue projections were not quite right.”

Sound familiar? This founder’s story is not unlike any other founder who has experienced the exhilaration of watching their blood, sweat, and tears turn into a vibrant, howbeit, gangly organization.  At the same time the founder experiences a sense of legitimization and affirmation in the risk they engaged they also face burnout in trying to keep things moving in the right direction. Their original employees don’t have the skills and competencies needed to keep up with the new demands for structure and systems. If left unaddressed the founder ends up feeling like all they are doing is chasing their tail.

Business entrepreneurs, non-profit founders, and church planters all go through this very predictable stage of organizational development. It is important to recognize that founders are simultaneously their organization’s greatest asset and greatest liability!  Founder’s who use an excessively autocratic style become toxic to their own organizations creating the pathologies that ultimately deal a death-blow to the organization. In a fast growing organization like that of my friend the crucial question is, “Will you mentor future leaders in your organization?”

The challenge is making the time. The hardest transition for a founder has two aspects. First, a founder must learn to delegate activity so that there is enough of a margin to spend time developing others.   Second, the founder must recognize when it is time to hire a different kind of person.

Delegating effectively is not simply handing off tasks.  Why? Fast growing organizations typically run with time coefficients that are driven by ego not planning.  “I want this done yesterday” is the predictable demand. The result of this ego driven time coefficient is that delegation occurs on a bungee cord and delivery and service suffers.  Every task that is not accomplished at light speed is pulled back by the increasingly irritated founder. Add to this that no one can do the task correctly. How do founders escape this trap? There are three critical skills every leader must develop: define your working values, be consistent in delegation, and recognize when you need a new kind of employee.

First, name the values from which you actually work. Take the time to name what is important in how tasks get done. For example: I value cost effectiveness, excellence, and ambiance. I want those around me to be attentive to all three when they make purchasing decisions not just one or two. I value teamwork, assertiveness, and responsibility. When people go to work around me I expect them to give me their best insights and their best work. I can’t see everything in the market place and I don’t possess omniscience. However, early in my career these values were implicit and not explicitly a part of my thinking. As a result I became frustrated with the performance of my employees whose work had to be redone because they failed to meet my expectations i.e., my values. Write out your values and talk with your team about them and show them how core values inform daily decisions about how tasks are done.  For more information see http://wp.me/pYuoc-dL.

Second, be consistent in your delegation. This requires that you understand the levels of delegation and use these levels specifically to (a) carry out more work and (b) develop the capabilities and capacities of your current team.  Avoid the three cardinal sins of poor delegation: (1) Over management – delegation on a bungee cord.  This results in stunted skill development and poor decision-making down line. (2) Under management i.e., sloppy delegation without boundaries – also possesses a fuzzy scope. This results in frustration. (3) Scapegoat or Surprise accountability – you did not know the assignment was yours until just before it is due. This results in anger. Remember to match individual follow-through ability with the tasks being delegated. Remember the less competent an employee is the more directive you need to be.  Conversely the more competent the employee becomes the more supportive you need to be. Expect your team’s competency to increase.

So, what are the critical components of good delegation? (1) Delegate to clear outcomes and expectations. Use specific verbs for outcomes: plan, implement, or report. (2) Delegate to clearly defined time frames. Timeframes must be realistic to the task. (3) Delegate using the appropriate level of delegation i.e., proper to the skills of the volunteer or staff member to whom you plan to assign the task for example:

  • Level 1: Measure and report back or Research and report findings
  • Level 2: Research and present options based on findings
  • Level 3: Research, recommend a response and report back before doing
  • Level 4: Act and report on the results
  • Level 5: Act with no further communication

Third, recognize when to take the leap and hire that administrative professional. Fast growing organizations share a common behavior.  They are opportunity driven and not driving opportunities. This means becoming less intuitive in how the organization is run and more systematic. What indicates that it is time to hire that professional manager?  Is your organization rapidly growing and is it characterized by: Self confidence – Founder indispensable; Eagerness – High energy; Sales v Marketing orientation; Seeking what else to do; Sales beyond the ability to deliver; Insufficient cost controls; Insufficiently disciplined staff meetings; No consistent salary administration; Leader surrounded by claqueurs; Increasingly remote leadership; Leader’s inflated expectations; Unclear communication; Hope for miracles; Unclear responsibilities; Internal disintegration; and a Workable people-centric organizational structure? Then you are at the turning point.

My friend above was a little surprised to hear me agree with the consultant he rejected. “You do need to hire a capable administrative person,” I said. “Everything you have described to me fits the profile of an organization that is moving toward its own adolescence. If you don’t begin to make the shift now, your organization will become toxic and you will burn out.”

My friend is about to begin a powerful and difficult journey. There is more to this transition than simply finding the right person for the job. That is important. But, for the founder the transition means three big changes.

First, a different kind of leader is needed, one who can bring systems, policies, and administration to the organization. This requires a different set of skills and way of seeing the organization. The organization does not need someone like the founder it needs someone who can complement the founder’s style knowing that the two perspectives will conflict at times. The manager cannot be stronger than the founder but must be able to disagree and engage in the kind of fierce conversations needed to bring about a new level of operational discipline.

Second, recognize that the organization will experience goal displacement i.e., a shift from more is better to better is more occurs. Accounting functions begin to look at profitability and long-term funding rather than only the sales or donations generated.  In for profit organizations pricing and product lines become more predictable and profit is as important as cash flow. Founders generally think that cash flow equals success when in fact the company may be going broke. This is equally as true for nonprofits who have yet to integrate operational controls to decide whether their administrative and program dollars exist in a healthy ratio.

Third, recognize that conflict during this period of change is predictable and normal. During this period a temporary loss of vision may occur – that is normal. A shift occurs that makes the organization sovereign rather than the founder sovereign.  Policies are made then challenged.  The point is that the organization becomes a reproducible system it has the ability of moving to a new level of effectiveness in its mission.

What can go wrong?  In this critical transition failure looks like a loss of mutual respect and trust among those who have formal and informal control of the decision-making process.[1] The temptation is to return to a time when the company was smaller and flexible. The founder can fire the new manager. Yet if this occurs the organization does not revert to the past level of fun. Instead, it enters a time of uncertainty and self-doubt.  The other risk is that the organization my lose its sense of mission and purpose and engender an environment of rule following in which the entrepreneurial drive disappears entirely.

If you understand your core values, if you exercise good delegation, if you recognize the need to diversify the leadership of your organization and develop leaders in every function of the organization, then you are in a good place to take the next step and move to a different level of success in what your organization intends to carry out. And so, my friend has begun his journey to a different way of working.  How about you?


[1] Ichak Adizes. Corporate Lifecycles: How and Why Corporations Grow and Die and What to Do About It. (Englewood Cliffs, NJ: Prentice Hall, 1988), 48-55.  Adizes’ book is a must read for Founders in all types of organizations.  The more his concept is understood the easier it is to predict organizational transitions and apply the right organizational strategies at the right time.


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Developing Servant Leaders – by Chance and On Purpose


Leaders developingDavid Packard, one of the founders of Hewlett-Packard was once asked about his theory of leadership. He sat silent for moment then answered, “Bill Hewlett and I just always did the things we loved to do, and we were so happy that people wanted to join us.”[1] Hewlett and Packard not only set out to do what they loved to do they set out the change the way technology worked…and as a result how the world experienced things. I start with the story of Hewlett and Packard for three reasons.

First, David Packard did not give an outline of his developmental process or theory of leadership.  He started with his passion.  This is where all effective servant leaders start and why understanding the differentiated self is so important.  All good servant leaders have an idea about how to develop others. At first they develop leaders by chance. As time progresses however, the best ideas ultimately become explicit processes that are tested and improved over time.

Second, the company called Hewlett-Packard started with a team, Bill Hewlett and David Packard did not start out alone.  Entrepreneurs who go it alone fail. Hiring committees look for a professional catalyst that will either make sure the survival of existing programs or turn languishing programs into fabulously flourishing hallmarks of greatness. Find someone you want to work with to change the world or to make a difference in a specific context! Loneliness is a real challenge in leadership in any venue, so friendships are valuable and necessary but they need vulnerability. No one can effectively lead without being vulnerable – they can dictate or be a tyrant or a laze faire manager, but they can’t lead. Leading well often means that others who have you on a pedestal will be disappointment when you fail to live up to their expectations. Embrace that fact and show people how to live authentically. Friendships are built over time and tested by behavior.

Third, the recruiting strategy initially used by Hewlett and Packard is telling. People who also wanted to change the world joined them in the work. Finding people who want to join the mission is only as difficult as actually doing the mission. People are drawn to activity that does what it claims to do. Collins identifies this dynamic in the flywheel concept he described in four phases: (a) leaders act according to their strategic plan; (b) they produce results; (c) people line up behind results; and (d) momentum is generated.[2] When I first saw the flywheel concept I realized the many leaders attempt to push the flywheel backwards in that they declare what they want to do and insist on momentum (that everyone offer praise and support of the idea) without demonstrating that their big idea or latest craze actually works.

If these three points are a foundation to development then how does developing leaders or talent work?  Development is a process in which servant leaders help emerging servant leaders: (1) to bring latent talent to fruition; (2) to mature their ability to carry increasing responsibility successfully; (3) to face and understand the consequences of their own behavior on others; and (4) to experience and reproduce the power of developing others.  Maturity is important because it is “…the capacity to withstand ego-destroying experiences and not lose one’s perspective in the ego-building experiences.”[3]  Leaders must experience ego (self) building so that they also have the capacity to withstand the complexities and challenges of leading.

There are two challenges in developing leaders.  The first is how to master the discipline of servant leadership in one’s own values, behavior, and perspectives.  The second is how to reproduce servant leadership values, behaviors, and perspectives in others.

The dynamics of leadership development occur in the daily interaction between leaders and their followers, the results they produce, the context in which they serve, the accountability they have within that context, the mentors they have inside and outside the context and the time the leader spends reflecting on what they are learning. The servant leader facilitating the development of others works to make sure that interaction, accountability, feedback, results, and reflection become learning that changes the leader’s mental models and behaviors.

I illustrate the interrelated dynamics of how leaders develop in Figure 1. I designed the figure to offer a snapshot that allows a leader to see development opportunities that may be missed and to also realize that development occurs serendipitously as well as intentionally in daily life.

The figure visualizes the various dynamics that help shape how a leader thinks and how they act. The arrows indicate feedback loops that alert the leader to the effectiveness or ineffectiveness of their actions. Feedback alerts a leader to the need for altering behaviors or actions, increasing resources or reflection that challenges the leader’s prevailing mental model about how to define reality and causation.  If the leader’s mental model is left unchallenged then incomplete correlations between causation and outcome lead to frustration and increased activity that has little bearing on effecting altering outcomes.

Figure 1: Dynamics of Leadership Development

Leadership Development

Each group of feedback has a triad of primary spheres of influence on the developing leader. For example, the context creates a triad of influence that includes the leader and his or her direct supervisor. As the leader and his or her direct supervisor grapple with circumstances, challenges and opportunities that arise in their daily routines they are reinforcing assumptions and behaviors about how to lead. If their relationship includes a healthy reflective practice that encourages them to think about cause and effect then they have the opportunity to find what assumptions and behaviors are effective or ineffective and why.

When building your organization’s leadership development pipeline keep the reality of intentional and serendipitous development opportunities in mind. Recognize the various influences that contribute to or derail an individual’s development as illustrated in Figure 1. Use the figure as a diagnostic to find weakness or fatal flaws in your organization’s development processes. Organizations that succeed in developing leaders and talent are typically organizations that are fun to work for and capable of sustained excellence, profitability and purpose.


[1] Peter M. Senge. “Afterward” in Servant Leadership: a Journey Into the Nature of Legitimate Power and Greatness (New York, NY: Paulist Press, 2002), 356.

[2] Jim Collins. Good to Great: Why Some Companies Make the Leap and Others Don’t (New York, NY: Harper Collins, 2001), 175.

[3] Robert K. Greenleaf. The Power of Servant Leadership, Larry Spears, ed. (San Francisco, CA: Berrett-Koehler Publishers, 1998), 63.