Software runs my life

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Are you a teacher or a teller?

Recently I was given Cameron Schwab’s book “What leaders can learn from football“, which was followed up by a webinar with Cameron to apply the book to the current COVID remote working situation. I’d like to share my key takeaways.

Boards are more distant than ever

There is an increasing gap between boards and the team. Boards are asking how we take advantage of this seismic change, how do we be more bold? Teams however are over the groundhog day of lockdowns, constant ambiguity and juggling their lives. How do leaders bridge that gap?

Firstly leaders must build a foundation of trust. This involves empathising with their teams. Listening. Starting every conversation with “how are you?”. Take 2 minutes to check in and connect. Recognise the struggle they are going through. Empathetic conversations don’t have to take a long time. You have to aspire to be a better human and it will resonate. Trust is the outcome of showing your authenticity and mettle through tough situations.

Name your 6-7 most meaningful relationships inside the company. That’s your measure of trust, buy in, clarity and connection. That’s your key to leadership success. You can’t maintain any more relationships than that.

Once trust is built, then as leaders our most important role is to reduce ambiguity for our teams. Leaders are makers of meaning – they create a story of “us”. They are makers of place – creating a sense of belonging. You belong to this team because of your attitude/character, your capabilities and whether you connect in personally.

The contradiction of a board is they have the least detail on the company, but are charged with making the really key decisions. What does winning look like? What do we need to be good at? Can we get an alignment between ambition and capability? If not, we have set expectations incorrectly.

Leaders overpromise to their board because of this, they overstate capability to match the board’s ambition. You need to be honest about what we are going to do – We can’t do everything, the most important thing is choosing what to do. Prioritising.

How will we know if we prioritised correctly? If there’s a gap between ambition and measurement. Do the board agree your measurable goals are ambitious enough?

Teaching and Learning

Your team cannot outperform your leadership. Leaders set the culture, which drives behaviours, which drive results. Your main responsibility as a leader is to create an atmosphere where your team can do their best work.

Transparency is the key behaviour, keeping your teams informed so they can solve problems and role modelling the standard of behaviour expected.

Again the building block of is trust. Carve your mistakes into the wall. In this way you use your own learnings to build trust into the team.

Leaders need to be connected in the future. Make sense of the world quickly and be decisive. Be a transparent learner and then great teacher. If you’re wrong it’s ok, bring those learnings into your team. Be able to adapt quickly. Be a great storyteller around that. Cross a bridge of vulnerability to teach your experience.

Authenticity from the top

Leadership has never been more important and expectations have never been higher. In business, we promote people to leadership before we teach them leadership. In sport, leadership is taught and expected from the start – every player needs to step up during key moments and lead when the ball is in their hand. An extraordinary number of people climb the leadership mountain and then find they don’t like the view. You have to get to the point where as a leader you can walk into a room and not have to fake it or you will burn out. People can smell fake leaders.

Work flexibility

By telling teams they can work flexibility, you’re actually putting the onus on them to go figure it out. The reality is that for some people remote work is an advantage, for others it’s a disadvantage. Not everyone is treated equally by this, but they should be treated fairly and with empathy.

The people who complain that culture is hard remotely, probably had a good culture by accident before. You need to be more deliberate. Put the challenge to high performing teammates, what can you do to help others? Leaders need to disperse responsibility to the team. Be surprised by the insights teams have into each other, then can leverage their perspectives and insights.

User manual

Developing my Leadership User Manual

Leadership User Manuals were popular back in 2018 as high growth companies tried to scale their leadership. Claire Hughes had probably the most famous example she created after leaving Google to join Stripe, where she took a very comprehensive and tactical approach.

Although I’m in a much smaller growth business, I do think it’s important for growth leaders to be self-reflective and communicate widely with their teams. To achieve this, I drafted and then asked my team to refine a leadership user manual of my own. This exercise in itself is a great test of psychological safety on your team! I’ve decided to share my manual publicly below, for me to reflect on in a few years, to inspire others to share and to provide an even higher level of personal transparency.

Scott’s User Manual


How I view success

Enjoying what you do (almost) every day. Australia is a land of privilege and we have a responsibility to do something that both makes ourselves and others happy. Even when you don’t enjoy it, feeling that at least you chose this path and are learning through the process.


How I communicate

  • When you’re not hearing much from me – You are doing a good job, and I appreciate your work.
  • “Please do this” – You need to do this now, and I shouldn’t have needed to tell you. Tell me when it’s done.
  • “To be perfectly honest” – This is an intervention because you’ve strayed way off track. Come back to me with what you will do next before you do it.
  • Bullet points – It helps me to structure my thoughts logically.

Things I do that may annoy or be misunderstood

  • I change my perspective on what should be done between meetings
  • I introduce a new idea or priority without much warning
  • I give directives without context
  • There are usually 2 reasons why I change my decision:
    • New data – When I hear new data, it might cause me to change my decision. I then sometimes skip steps in bringing my team along with exactly why I changed my decision. If this happens, please challenge me with “What data made you change your mind on this?”
    • An important stakeholder has had input – I will always name the stakeholder and be transparent with their feedback. My instinct is to test responses with the stakeholder immediately so I can better guide my team. When I then communicate to my team, it is very directive because I feel I have already tested a response and aligned on a narrative.
  • Not being clear on whether the problem you are raising is a delegation or an FYI
    • I’m sharing because I value transparency, but if there’s no immediate ask then it’s a stretch goal for a future quarter

What gains and loses my trust

  • Gains – proactivity
    • When you admit a mistake or weakness and ask for help.
    • When you preempt an extra question – I appreciate knowing the details.
    • When you follow through with something you said you would do
  • Loses – inconsistency
    • When I get information just before/after a stakeholder update. I lost face because I didn’t know something was wrong. I appreciate knowing the details.
    • When you stop doing something that was your responsibility because I stopped paying attention. I trust you to own your area especially when I’m not watching.
    • When after a pattern emerges (e.g. repeated issue) you don’t at least seek to put a system in place.

My strengths

  • Bringing order to chaos – structure, prioritisation, frameworks, data

My growth areas

  • I need to be more explicit when giving feedback, particularly around whether it was acceptable or not
  • As per misunderstandings, I need to provide more context when changing a decision

My expectations of my direct reports

  • Own your shit – Surprise me with ambitious goals, follow through on what you said and show me that you know the key details. Autonomy should be your goal, and then my role is to challenge you with greater opportunities.

Logistics

  • My calendar is always up to date and public, I always accept/decline and appreciate edit access so I can reshuffle if necessary
  • Anyone can book my calendar at any time. I love drop in 1:1’s, particularly for a coffee or walk around the city.
  • 1:1’s are your time to drive the agenda. If I have no questions then I’m feeling confident in your ability.

Giving and Receiving Feedback

  • If I’m doing this well, then my feedback will never be a surprise. Tell me if you are surprised or if it’s consistent with past feedback to help me calibrate here. Surprises should never happen.
  • If you are not getting enough feedback, I hope you feel safe enough to ask.
  • If you ask and don’t get what you want, keep asking. I respect persistence when I don’t have a good answer for you.

Communicating context to drive specific behaviours

Words like “consultant”, “workdriver” and “special projects” still create a PTSD style effect in my head. These words drip with corporate context, very clearly and precisely signalling whether you were succeeding or failing. The email announcing a VP moving to “special projects” triggered a global cascade of watercooler conversations where we each dissected and calibrated their missteps and realigned our own. It feels like a high performing culture because you’re communicating in flow – there are barely any words exchanged but you can replay together how a pattern of behaviour over years became fatal for said VP. It’s almost a cult like sensation. People worry about leaving because they fear never experiencing this level of flow (read: intelligence) ever again?

Tim Fung from Airtasker reminded me of that on his webinar this morning. Why do leaders communicate? His example was a mistake he made, sending an email whilst under stress that the expected working hours were 8:30am – 6pm. On reflection, he wasn’t trying to communicate an expected outcome – people in seats. Instead his company was under serious financial pressure and the next few weeks required a mammoth effort to keep the dream alive, but he failed to communicate that context and lost good people because of it.

So what was Tim trying to communicate? Well the zeitgeist answer would be that he was trying to communicate a cultural expectation. But if your company goals are service quality and people focus, perhaps that internal culture would be counterproductive? No, this wasn’t an attempt at ongoing cultural change.

Tim specifically reflected that the goal of this communication was to set context. He wants to know that when a specific context is shared, a certain set of behaviours are triggered at scale. For example if an “investor presentation” is announced for a few weeks time, an increasingly large ship needs to transform immediately. The operations team cut costs, HR cancels all off-sites, engineering ships the shiny MVP that wasn’t quite ready. This is not a cultural theme that persists during the year, but instead a carefully communicated and indoctrinated context that dictates specific behaviour.

I suppose most of the time this context, just like culture, is set through repetition. But what if you could construct context more deliberately? If there are 3 regular events that are critical to your business every year, how could you communicate the context of those events in a crystal clear way? For example if you are Apple and your company’s innovation appetite pivots on the annual WWDC event, how do you describe that context to a new hire or even a customer?

Pivot points get a lot of discussion in the startup world, but I think these context events are the pivot points every company needs to know, and communicate heavily and precisely.

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