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Time to Lead #3 | Mixing Pleasure with Business


Hello Reader!

I now understand why they say, “third time’s the charm.” Getting to your third newsletter isn’t exactly easy when you’re someone like me, who easily gets distracted by everything else. I meant to send this two weeks ago… and then life happened. Which I then decided should be the theme of this edition: how our work lives blend (or don’t) with everything else.

Inspired by how Singapore evolved its vision from a Garden City to a City in a Garden, I’ve been thinking about how mixing business with a bit of pleasure might need a reframe. What if we centered life around pleasure: Joy, family, experiences, and folded in business along the way? Not in an early retirement sense, but as a nudge to rethink the fundamentals of how we live and lead.

That’s what I’ve been up to lately: mixing pleasure with a bit of business. Since January kicked off with a bang for me, I’d promised myself a slower pace around early March with family visiting from overseas. And that's what I did. I spent some wonderful time with them in the past few weeks.

Now I'm back and there is so much to catch up on and share. I hope some of it resonates. No pressure reading top to bottom, just scroll through and see what draws your eye. I'd love to hear back from you, just curious if any of this sparked a thought.

And one more thing before we dive in: March 14th became a miracle day for our former caregiver Mary, who was diagnosed last year at age 33 with advanced kidney disease. That random Friday in March was the day Mary received her kidney transplant. While most of us were going about our usual routines, a team of incredible doctors in the Philippines successfully transplanted a living organ. And then the altruistic act of donating one of your two kidneys, that only very few humans in this world feel brave enough to do. It’s had me reflecting on how miracles are quietly happening around us all the time, while we’re caught up in our own day-to-day worries. There are so many good people out there.

Happy Wednesday,

Anna

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INSIDE LEADERSHIP

What I'm working on, thinking about, and talking about with leaders around me.


Living Fully

On March 7th I joined a panel hosted by CHOYS and AWS on Living Fully and wellbeing at work. Always great fun to spend a morning with remarkable female entrepreneurs and picking up, even as a panelist, new ideas on how to integrate work with the rest of my life.

I shared about the Dutch word 'niksen', which is a verb version of 'nothing'. And it means the type of sitting on the couch, staring into the nothing, doing nothing, thinking nothing, just being. It's become harder and harder to do now that we have phones that are built to get our attention, but I try to make effort to do a few minutes of niksen every day.

Jakarta Now and Then

I went for my monthly business trip to Jakarta, to catch up with my clients there. This time around, I brought my dad along. After my leadership sessions and client meetings we had time to explore the city together, which gave an opportunity for me to share more about the long relationship I've had with Jakarta.

Turns out, I may have spent many months in this city, the only places I could really show him were the office buildings of the clients I served and the Starbucks outlets across Thamrin in which I had the very many, often memorable (not always for the right reasons) one-on-one conversations with my leaders and direct reports.

A reminder that though I spent significant time in Jakarta over the years, it was rarely about anything else than business. Noted to self to add in more pleasure from now on. Who is in Jakarta and when shall we catch up?

The Priority of a Manager

How to transition from individual contributor (IC) to manager is an important topic on the minds of many of my clients. I'm currently working with an organization to develop a regional, 1-day learning program exactly on how to successfully transition to a manager role. And on March 12th I ran a masterclass for a group of managers of a fast-growing Singaporean retailer.

After a quick, fun simulation to bring to the surface common struggles for those who transition from IC to manager, we focused our debrief on prioritization. I strongly believe this is where a large part of the shift happens: As ICs we go above and beyond in delivering whatever is asked from us, trusting that our leader has a plan. As a manager we are now in the control tower and need to move beyond "commit and deliver" towards bringing clarity in trade-offs and suggesting priorities that make sense with our business goals in mind.

We can't do the impossible. Pushing back doesn't mean being the difficult one. It means acting as a grown up to make visible the tradeoffs that are required when a certain decision is being asked.

LEAD BY NUMBERS

A data point that caught my attention - curious to hear your take.


of young adults across the world reported having no one they could count on for social support

This number hit me. I read it in the new World Happiness Report (see link below in the Learn to Lead section). Social connection is so important for our wellbeing—no matter our age. And yet, loneliness has been rising for years.

It’s especially critical for young adults to build strong relationships, as these often shape the long-term trajectory of our emotional and social lives (hey there business school friends!). COVID hasn’t helped, but by now, I would have expected a rebound. The researchers suggest that “many young adults underestimate their peers' empathy”, believing others probably won’t care.

As I'm digesting this, I am thinking how this also shows up in the workplace. We’re all caught in our own heads, assuming others are too busy or not interested to connect with us. Or the other way around: that that person looks like someone who would have a lot of friends, so we fail to ask.

But how sure are you that your team members truly have someone to lean on? Let’s not assume; let’s check in. Open the conversation. Create safety. Offer support. Reach out.

QUOTED WISDOM

Words that shifted my perspective and thoughts worth keeping close.


Life is what happens when you're busy making other plans
Allen Saunders, 1957

Lately this quote has come to mind quite regularly. This month I celebrate the 6th anniversary of my business. You can imagine, it has been quite the ride. I often spend time thinking about where I want to take my business, what I want to build next, where I'm heading, what I would like it to become. I've made plans, vision boards, detailed roadmaps. And I've updated them, revised direction, changed as new insights emerged.

And yet, in the middle of all that planning, life keeps showing up. A message from someone, an unexpected chat at an event, a last-minute request that shifts my focus. These aren't the plans, but my curiosity tends to follow along to see where they bring me.

I often have this inner conflict between an almost childish freedom to explore, be in the moment, go with what is there and the wise strategy consultant who has her plans in order and all we need is execute. How plans are serving me to realize a vision, but how plans can also stifle you at the same time.

How easily we get caught up in what is next, in our business planning, while real life is happening right now. These are the good old days. Not just at home with family and friends, but also at work. The hustle is life. Reaching the end goal is just a quick moment, don't let that take the center stage. Imagine hovering above the situation like a drone and tell yourself: this is it; I'm right in the middle of it all.

LEAD WITHIN

Questions I ask myself, reflect on, and sit with to keep growing as a leader.


For the longest time in the many work-life balance conversations I participated in, I have advocated for a better way to measure this balance. Often, wellbeing discussions are simplified to generic metrics like how many hours you worked this week or if you had enough rest.

This is not where we will find the solution. To find work-life balance we need to personally define what it means for each of us individually to have found that balance. What would it look like? What would you be doing if you had that perfect balance or integration between work and the other aspects of your life.

I call this your personal KPIs. And they should be defined such that they help you manage your boundaries. When I was single, mid-thirties and in the midst of my consulting career, taking over 100 flights per year, my personal KPIs were to be sleeping in my own bed 4 nights a week, yoga 4 times a week, 2 dinners with friends per week and 2 month-long vacations per year so I could travel to see family and friends. Fast-forward, now I'm a mompreneur with 3 young kids, my personal KPIs have significantly changed: put my kids to sleep 4 nights a week, bring my kids to school 2 mornings a week, work out twice a week and date night once a week are just some of the examples.

Having clarity on what a great balance would look like both for yourself and your team will help you as a leader to better manage your own wellbeing as well as the wellbeing of others. I have numerous examples of team members I had back in the days that were close to burn out and a surprisingly simple fix was to just make sure they had dinner with their family every day, or that they could take a later flight so they could spend a morning with grandparents. In today's hybrid world these are the simple things to accommodate as a leader.

If your work and life were in perfect balance, what would it be like and how can you track the aspects that define that balance?

SUPERCHARGE

A tool, habit or trick I picked up that's been making things easier for me.


One of the most powerful things I’ve been exploring lately is increasing my self-complexity — growing the number and diversity of roles, interests, and identities that make up who I am. This used to be a bad thing. People would say that I was distracted. Had too many things going on. I would be embarrassed to share the other things I worked on.

When people have interesting side hustles and hobbies they're passionate about, others often treat it like they're having an affair. Like it's a betrayal of their primary job.

But it's not. It's not a threat. It's a source of energy, identity, and resilience. It makes you a better professional. It is enrichment.

I get where the fear comes from. During my consulting years, any activity outside of work was off-limits. Risk, compliance, reputation — there was always the concern it could blow back on the firm. And in some cases, fair enough. But in most situations and for most organizations, there’s no real risk — just a missed opportunity to support people in becoming fuller, more inspired versions of themselves.

So, lead the way and pick up a new hobby or side hustle. To name a few: I've been taking vocal classes for years, just bought watercolor paint, am an amateur birthday cake-baker, are about to finish my kids' shophouse bunkbed and am finally learning to rollerblade.

LEARN TO LEAD

Resources I created or came across that I found valuable.


We need to dance more

I was going to write a whole thing about this, but this has already become so lengthy, so I'll save you from it, but did you know that dance is the best exercise to combat depression? It beats walking, running, and yoga. It also beats combined forms of exercise and therapy, as well as some of the medication. And apparently Argentinian Tango has the same effects as mindfulness meditation. There are probably some side notes to this research, but it won't hurt if we all dance a little more. Let's have lunch dance parties in the office.

Read about dance to combat depression here.

Read about Argentinian tango and mindfulness here.

Sharing is caring

The World Happiness Report 2025 is out, and there are so many great insights to share aside from the social connections I shared about above. It turns out people are much kinder than we expect them to be. Also, my mom will be pleased to hear that sharing meals with others indeed is strongly linked to wellbeing, though I would challenge if that also holds for families with little children, because anyone who has tried to keep a toddler at the table knows the struggle. And there's tons more to share, so go and browse through the chapters.

Read the press release here with a link to the full report (free).

Ninety and counting

And then as I was catching up on news my eye was drawn to this headline about loneliness amongst seniors, and how a group of 90-year olds turned it into a podcast called '90 and counting'. Unfortunately the podcast is in Spanish, but Youtube's autotranslation of subtitles has helped me understand some of it. One can only wish to be ninety and counting like the Argentinian seniors one day, it must be the tango.

Read more about it here.

MARK THE MOMENT

In-person and online events, conversations, talks I'm looking forward to.


Exploring Leadership Through The Systemic Lens

In person, Singapore

30 April | 9am - 11am

For 1.5 years I've been upskilling myself in systemic coaching, under the wings of Geke Kiers, who brings a lifetime of experience in systemic work. This is a methodology that is so radically different from any other coaching, because it uses spatial representation of a system to see what is often invisible: dynamics, blockages and blind spots.

Working with Geke both on my skills as a leadership expert as well as on my personal journey has just been so incredibly profound and rewarding, that I convinced her to open this up to the public one more time before she focuses on retirement and publication of her book.

Whether you're a founder navigating complexity, a leader in hypergrowth, or someone holding space for others, I cannot enough to come join us for this session. There are limited seats, and I'll soon be sharing it with the wider community.

More information and registration here.

ON THE HORIZON

A sneak peek of ideas, projects and launches I'm working on before they go public.


Leadership Merchandise

Here’s Anna again with one of her crazy ideas... I’ve decided to launch a collection of leadership-themed merchandise! If all goes well, it should be live by May. Think: apparel for adults and kids, accessories, and thoughtful gifts for colleagues who are leading the way or just got promoted.

The goal is to create pieces that are empowering, meaningful, and just the right kind of reminder to step into leadership with intention (or to cheer someone else on as they do).

What kind of leadership swag do you wish existed? Or what’s a work moment where you've searched for the perfect gift and came up empty? Reply to this email — it’s just me reading, and I’d really love to know.


Hey, I'm Anna. I'm a leadership expert based in Singapore, helping leaders worldwide get ready to lead next. Over the past six years, I've worked with thousands of leaders across tech giants, MNCs, and hypergrowth startups. Glad to have you here. Let's figure this out together!

The world needs better leaders. Leaders who are ready to rise up in the moments that matter. Leaders like you.

If you're looking to level up leadership—whether for yourself, your team, or your organization—let’s talk.

Bring me in for your next offsite, keynote, or online webinar. I also work with executive teams and can help you design and deliver a flagship manager or leadership development program. Plus, with my network of affiliate coaches and facilitators, we can scale impact across your organization, wherever you are in the world.

It's time to lead.

Questions or feedback? Just reply to this email.

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