The supply side of mentoring

the supply side of mentoring

“Do you do mentoring outside of onboarding?“

I received the same question four times in the past two months, from companies facing eerily similar situations. The companies each had a VP of Sales with 15-20 years of experience in the company, elevated to the VP level 2-4 years ago. The VPs were hitting their numbers and their customers loved them, so the requests for help were not couched as remedial. Instead, there was interest in expanding their skill set, exploring different aspects and technology of selling, ensuring that these successful salespeople were becoming strong sales leaders and becoming more vocal participants within the leadership team.

My answer to these questions was, “Sure. You know we have intellectual property in the area of executive onboarding. But we have a network of highly accomplished executives as mentors, who are quite capable of helping to develop your Vice President.”

And then I had conversations with several of my mentors who come from the sales function. They were as excited about the opportunity to develop an established leader as they have been in working with those new to their position.

It might seem that the benefit of mentorship is accrued mainly by the mentee. They are receiving wisdom. They are getting support in situations where they are vulnerable. They are learning from their mentors’ mistakes, which is less painful than learning from their own. But, in working with professional mentors, I think they might enjoy these relationships at least as much as their mentees.

Many successful professionals reach the point in their lives when they are no longer motivated by position or additional wealth. At Executive Springboard, the majority of our mentors are out of corporate life, either retired or consulting. But they are not done with the contribution they can make. They have legacies that they are intent on building.

When I vet mentors for Executive Springboard, I am seeking four qualities.
  • 1. Does somebody have a history of accomplishment and experience that would be valuable to current executives? When I recommend a mentor to an executive, that executive has to recognize how they can learn from the mentor. On top of strength of resume, I seek a diversity of experiences across our portfolio of mentors. That helps us find a mentor who has faced similar situations to those an executive might encounter.
  • 2. Does the person exhibit active listening? The work we do is often an alternative to more traditional executive coaching. Part of a coach’s credentials will be tied to their active listening skills, the ability to follow a conversation, consider what maybe underlying the executive’s answers or tone and the skill to respond accordingly. A mentor often has an advantage over a coach in terms of relevant experience. I want to make sure a mentor is not significantly disadvantaged as a listener.
  • 3. Can the mentor bury their own ego, demonstrate humility and make the work about the mentee? The mentee’s success is the ultimate measure of a mentor’s success. It is a waste of time for a mentor to regale an executive with stories of their triumphs, unless they address the mentee’s question of “How do I do this?” Many current or former CEOs cannot get over themselves, continuing to seek affirmation on their careers. They have not bought into legacy building, and they don’t make it as mentors.The best mentors own up to their own mistakes and talk openly about what they have learned from them.
  • 4. Does the mentor show a passion for the work? The best mentors find that they can learn as much from their relationship as the mentee can. They often have been touched by mentors themselves, people who have left indelible marks on their careers and on their lives, even if those relationships were not long-term. I had three mentors, Sig Yaffe, Bonnie McCafferty and Fred LeDrew, who left their marks on me. They not only inspired me to want to pay it forward with others, but they instructed me on what it takes to play that role. All are gone but remain in my heart.
Penny Loretto described characteristics of good mentors that go beyond Executive Springboard’s vetting.



​We try to address these in training, the process of matching mentors and mentees or through coaching during mentoring engagements.

Executive Springboard began as a mentored-delivered vehicle to onboard leaders in new roles. We still have this at our core. But we’ve responded to clients who see how this broad team of incredibly talented and committed mentors can impact leaders in other ways:
  • Helping to develop leaders reach their potential. This can involve filling knowledge gaps, either directly by the mentor or through introductions to people with greater expertise. This might also include developing strategies for how women and people of color can gain acceptance and alignment while remaining true to who they are.
  • Serving as a sounding board. Mentors create a safe place for managers to explore courageous actions, to think through potential consequences and to pressure-test assumptions.
  • Holding a mirror up, so people see how others view them. Sometimes, this can be reassuring and supportive. Sometimes, this is a needed reset on an exec’s perception of themselves.
  • Being a confidante. Companies often having mentoring programs in place to develop and retain junior and middle managers. The results are significant: people with mentors are five times more likely to get promoted than those without (Chronus), and 77% of companies report that their mentoring programs boosted retention and performance (WeSpire). At senior levels in organizations, internal mentoring breaks down. There is too much at stake for the leader to make themselves vulnerable or transparent with colleagues, their boss or board members. But the need to confide in others, to get support and to be challenged remains. This is the role we try to play at Executive Springboard. The need may be keenest when somebody is getting their footing in a new situation. But it never goes away.

I want to thank the incredibly talented mentors at Executive Springboard for their work to support and develop leaders, for their passion towards passing on a legacy and for spurring me on to make our business bigger than its initial vision.

Empowering the Moral Courage

In July, Bruno Dey, at the age of 93, was found guilty of 5230 counts of accessory to murder. Dey had served as a guard at the Stutthof concentration camp for 9 months, until April 1945. He was tried in juvenile court, because he was 17 years old at the time his crimes began.

As Dey stood in his guard tower, he heard the screams of people in the gas chambers. He watched as corpses were removed to be burned. But he said nothing. He stayed at his post.



During his trial, Dey’s attorney Stefan Waterkamp argued for acquittal, claiming it wasn’t his choice to be a guard and to have resisted duty would have been a threat to his own safety. He asked, “How could an 18-year-old step out of line in a situation like that?” The judge was not sympathetic to the argument, declaring that Dey’s duty was to honor human dignity at all costs, even at the cost of his own safety.

When George Floyd was killed by a knee to his neck, two of the police officers who restrained him were new to the force, having completed their probationary period just four days before. Alexander Kueng and Thomas Lane were charged with aiding and abetting. Lane’s lawyer said, “What was my client supposed to do but to follow his training officer’s orders? He was doing everything he thought he was supposed to do.” When interviewed by investigators, Lane remarked, “Once he kind of stopped fighting us, I think I had said again, ‘I think we should roll him over on his side.’” Lane recognized things had gone wrong, and he may have spoken out. But his strength of his convictions would not let him disobey his training officer.

Anybody who has studied psychology is familiar with the Milgram experiment, where a subject (the teacher) administered a test to an accomplice (the learner). When the learner got an answer wrong, the teacher subjected them to what they believed was an electric shock, increasing the voltage to dangerous levels and hearing the acting learner’s painful reaction. Quickly, the teacher reached a point where they are uncomfortable administering the shocks. But an authority figure (the experimenter) told them to continue with the shocks. And they did.

We see the subservience to authority as part of human nature. Even when faced with an obvious moral wrong, many will submit to the direction of authority. Particularly when that authority is “on our team.” To quote Albus Dumbledore in Harry Potter and the Sorcerer’s Stone, “It takes a great deal of bravery to stand up to our enemies, but just as much to stand up to our friends.” How can you empower your employees to act with moral courage and to do the right thing even if it means disobeying, disappointing, and risking ostracism or job status?

It comes from establishing a culture that values courageous acts, celebrates them and rewards them. Not just including COURAGE in a list of corporate values, but showing employees that acting with conviction, even if unpopular, need not penalize you. (“Ten points to Gryffindor!”) At a minimum, you need a robust whistleblower policy. But what I am talking about is at the heart of an organization’s diversity and inclusion effort; it is the recognition that you are enriched by other points of view. It comes with a realization that pointing out shortcomings or saying, “This is wrong” is good for the company. And, as an act of courage in itself, it might require leaders to admit to being wrong or to not seeing the full picture, when confronted with an act of defiance with moral underpinnings.

Before assuming it’s too much to ask that a German guard or a Minneapolis cop should have acted differently when facing a moral wrong, consider what our military and progressive police organizations have in place. Article 92 of the Uniform Code of Military Justice states that it is a dereliction of duty to disobey any lawful general order or regulation. If it’s determined that an order is unlawful, the UCMJ provides a moral and legal obligation to the Constitution, rather than to obey unlawful orders and the people who issue them. The Department of Defense also spells out what violations to submit in a whistleblower complaint. The New Orleans Police Department has developed a program called Ethical Policing is Courageous (EPIC), which defines teamwork as the inclusion of intervention to stop a harmful action. Recruits are taught it’s their duty to prevent another officer from engaging in misconduct, even a more senior officer.

Yes, an immoral order might be legal. But my point is that even in an organization dependent on discipline, there is room for moral courage. Building the desired values into training is a critical part of acculturation. If organizations that routinely deal with stress and authority like the military or police can value courageous behavior, so can your company.

Corporate cultures that embrace moral courage might find that other forms of courage will flourish, as well. I am unaware of studies backing up a correlation, but it is not too much to expect that the company that celebrates people standing up for what’s right will empower them to be courageous in innovation, in selling and in leadership positions. After all, being a leader means making unpopular decisions at times, doing what is right when it’s not easy. And part of leadership may be making it easier for others to act with moral courage.

P.S. On Aug 26, 2020 the Milwaukee Bucks chose to boycott their playoff game, in response to another episode of an unarmed Black man being shot by a police officer, this time in Kenosha, WI. Soon, the players on the other five teams involved in playoff games that night chose not to play. WNBA players followed suit, as did the Milwaukee Brewers baseball team. This was a peaceful, potent way to say, “This is wrong.” You can argue that it is the power NBA players hold to impact ratings that allowed this response. They are in a more privileged spot than a cop on his fourth day. I think it is more involved than this. Team ownership and management have repeatedly expressed support for social justice issues. Many of the same people own the WNBA franchises, whose TV ratings don’t make a ripple. This seems more like an effort at solidarity around organizational culture than a reversal in the traditional balance of power.

​What do you think?

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