Helping leaders do their inner work to unlock hypergrowth
How I help as a coach
There comes a time in our professional lives when our usual strategies fail us. Where do we look for help when the analyzing, problem-solving, researching, planning, and advice-seeking that used to serve us so well no longer get us where we need to be?
Everything you need to achieve your deepest aspirations is already within you. But it may feel just out of reach: right at the edges of your awareness, at the limits of what you’ll let yourself know, on the boundary of what you think you can accept. The work to be done lies inside you.
The journey leads inwards. The path is radical self-inquiry.
I’ll be your coach and guide.
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You’ve had a rocket ship of a career, or are currently building one, but have recently stalled out for reasons unclear to you. You may even know exactly what it is you need to do, but can’t seem to get out of your own way. I’ll help you understand what’s holding you back, take back control of the stories you’re telling yourself, and turn inertia into action.
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When you’re building a rocket ship and gunning for escape velocity, things start to break. I help you make sure your leadership isn’t one of them. If you’ve been feeling the growing tension between what you need to do and what you feel able to do, I’ll help you unhook from energy-sapping patterns, reconnect to your superpowers, and update your leadership operating system.
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We ask a lot of our leaders. Your teams expect you not only to manage, but to coach, to counsel, to advise, and to develop. These imperatives can leave you feeling stretched thin, and press you up against the limits of what you feel comfortable doing. I’ll help you navigate complex interpersonal dynamics, remember unique relational strengths, and lead from a place of emotional groundedness
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Stay or go? Double down or walk away? Rock or hard place? Professional life is rife with such impossible dilemmas, where no amount of cost-benefit analyses, scenario planning, or well-meaning advice seem to help. If that’s where you are, I’ll help you get in touch with what matters to you, reframe the problem space to open up new options, and build inner conviction for what you’re about to do.
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"He guided me through one of the hardest times in my startup journey. He not only helped me realize that I do in fact have what it takes, he was a safe harbor when I felt like I couldn't share my experience with anyone else. Dalglish is kind, thoughtful and an incredibly skilled coach."
Sarah H.
Founder and CEO, Tribute
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"I can't recommend Dalglish highly enough! I have had the privilege of working with him and experienced firsthand the incredible impact he has on his clients lives. He provided guidance, support, and actionable strategies that have been instrumental in helping me navigate through challenges. Dalglish is genuinely committed his clients' growth and well-being."
Justus L.
Investor, Authentic Ventures
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“Dalglish has been incredibly helpful in the journey towards becoming a better leader. Every step of the way, he's made sure to understand the context I come from to provide a different take on approaching the problems I face that remains authentic to who I am. Could not recommend him highly enough!”
Christophe R.
Co-founder and CEO, Juniper
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"Dalglish has helped us grow immeasurably as leaders of our startup. He's taken the time to understand our own personal motivations and anxieties, and has tailored his approach to each one of us as individuals. While he's always able to help us solve the short-term problems that are top of mind for us, he's also helped identify very insightful patterns in our thoughts and actions. He's coached us through some of our most difficult times, and has challenged us to grow while always making us feel supported and heard."
Celina Q.
Co-founder and COO, Juniper
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"Dalglish and I have been working together for 9 months, and he’s been guiding me through my journey as a leader at an early stage startup. He really prioritizes getting to know me as an individual — my background, strengths, weaknesses, anxieties, tendencies. Dalglish has an incredible vantage point — he sits at the intersection of various experiences and communities. If you’re considering the privilege to work with Dalglish, I would absolutely jump at it."
Jade C.
Co-Founder and CTO, Juniper
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"Dalglish has provided the substantive coaching and guidance I didn’t know I needed, and I could not recommend him more as a coach for unlocking potential and distilling it into action. Dalglish has provided an opportunity to reflect on root questions both in my new role and my overall career. Taking the time to engage deeply on these issues has truly pushed me to better understand my personal approach to leadership and ability to utilize it. He’s an invaluable partner for such journeys and as such, comes highly recommended!"
David C.
Director of Strategy and Business Development, Caption Health
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"Words cannot express how grateful I am to have connected with Dalglish! This has been the best decision so far to grow me not only professionally but also personally. Dalglish has a very rare, unique ability to empathize and quite literally help individuals do the inner work to unlock hypergrowth. I cannot commend Dalglish enough, and I am excited for every person who will be working with him. You may find yourself discovering and developing the self in unimaginable ways!"
Michelle S.
Senior Analyst, Boston Consulting Group
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"I've been lucky to work with some amazing coaches over the years and 2022 was no exception. Dalglish Chew helped me cut out the noise and clarify the vision for the company in 2023, AND make a plan to execute. If you're looking for someone to play coach on a short- or long-term basis, he's your guy."
Megan C.
Founder, Softside Group
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“Dalglish is powerfully observant, and his reflections are powerfully specific. Multiple times each session, he'd put into words some ineffable feeling or soup of experience I was struggling to recognize, let alone articulate … I came away from our time together with greater self-understanding and the confidence to be able to show up more authentically. Dalglish, thank you so much for our time together. I'm carrying my learnings from my time with you into every corner of my life.”
Ashley C.
Food Systems Advocate
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"Transitioning from academia to the business world was a daunting endeavor […] Throughout our engagement, Dalglish was instrumental in guiding me away from nebulous feelings towards specific and tangible experiences that I genuinely sought in my consulting journey. He's more than just a business coach; he's a clarifying force for those navigating unfamiliar professional terrains"
Frasier G.
Consultant, Frost & Sullivan
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“Dalglish is a wonderful and valuable coach. He has a unique approach, he is intuitive and asks amazing questions, he listens to what you tell him but also listens to everything you don't say in between the lines. He understands the complexity of human beings, weaving in psychology, context, personality archetypes, and works with all that to help you unlock your unique qualities to achieve your personal goals. I highly recommend him!”
Lulu A.
Senior Landscape Architect, Arup
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"The truth is, I've been reluctant in writing this recommendation for fear of revealing our secret weapon. Besides being an awesome consultant, Dalglish is also an amazing coach. He takes the time to understand my motivations as an entrepreneur and focuses my efforts in my times of anxiety. I can't thank Dalglish enough and hope we continue this partnership forever."
Andrew L.
Co-Founder, 360&5
Latest Writing
Here’s a new podcast episode I recorded recently with Thomas Igeme for Venture Visionaries. For someone who’s always felt inept at talking about myself, being interviewed by Thomas has been a gift beyond measure. Thanks to his curiosity and thoughtfulness, I’ve been able to share more deeply than I thought possible about where I’ve come from, what I believe, and why I coach.
On the face of it, coachability is nothing more than receptivity to the feedback we need for growth. So simple, yet evidently difficult enough in practice to be an uncommon quality. So, how does one become more coachable? I’ve written an answer below in the form of three provocations for greater coachability. Curiosity is key because these ideas are fundamentally non-obvious.
This wide-ranging conversation for the inaugural episode of Pearl’s podcast “Rebel Curiosities” covered so many topics near and dear to my heart: stuckness and freedom, courage and fear, superpowers and their dark sides. Give the episode a listen and let me know what you think. Till then — as Pearl would say — stay curious, and take care.
I would be a terrible salesperson for compassionate leadership. But as a coach I feel compelled to remind my coachees: their struggles, their doubts, their wondering and not-knowing if they’re doing the right thing are not indications that something is wrong, but the clearest signs that they are deep in the practice of compassionate leadership. At the precise moment when we begin to wonder if our lives would be easier if we had fewer qualms and doubts about our impact on others, we are presented with a choice to stay awake or go back to sleep.
As complexity mounts and pressure grows, scalable leadership deploys our strengths in ways that amplify the capabilities of those we work with. In contrast, leadership that fails to scale defaults to uses of our strengths that deplete organizational capacity and lead to diminishing returns on our time and energy. When business operations fail to scale, they break; when our leadership fails to scale, we break those around us — and the business along with it.
We’re now solidly in the Fall, which can only mean the season of decorative gourds, Halloween decorations, premature Christmas decorations, and ... feedback is upon us. Whether you belong to a large organization with a systematic performance review process, or work at a smaller startup that’s at least committed to an informal practice of taking stock of the past year’s work, it’s likely that you’ll be receiving some feedback this quarter — if you haven’t already.
What’s your superpower? Incredibly successful people who’ve honed their elevator pitches to perfection and know their resumes like the back of their hands seem curiously at a loss for words when I ask them this question. Part of the difficulty, I suspect, is that it requires us to know something about who we are, not just what we’ve done by way of our degrees, awards, titles, and so forth. Which begs the question — how did it come to be that so many of us find it easier to see ourselves in our doing than in our being?
The selfless impulse to take responsibility and to repair is a marvel to behold. Under the right circumstances, it is a precious gift that has the power to change lives and heal a broken world into wholeness. But without anger to remind us where we end and others begin, we have no way of knowing whether we’re using our gifts out of choice or compulsion. Trust that you can bear what your anger already knows, because your gifts are far too precious to be lost in self-forgetting.
Lean in, embrace the suck, fuck your feelings — if you’re looking for a stick to beat yourself up with you need never look far, but I have yet to see management advice that suggests it might be helpful for us to more fully feel the pain we experience in our professional lives. There’s nothing inherently wrong with capitalizing our pain for the promise of some future payoff. The problem is that what begins as an intentional decision to trade off present pain for future reward too easily becomes a numbing and forgetting of what pain feels like entirely.
How do you overcome a lifetime of cultural conditioning that makes advocating for yourself at work feel like courting disaster — like an overgrown tree asking to be cut down by the wind? The reframe that’s worked for me is realizing that whatever we may feel we risk by taking up space with our ambitions and wants, we risk all the more by making ourselves small.
The fact that dominant cultural norms are just accepted by the majority as common sense means that as minorities, we not only don’t know what we don’t know, but also that those who do know can’t explain it to us. Moreover, we don’t arrive in America tabula rasa, but with our own cultures that we’ve been steeped in from birth. Trying to unlearn or fight our own cultural conditioning head-on would take far too long, and often feels inauthentic. We need ways of reframing our challenges in ways that enable us to work with, rather than against, our cultural scripts.
Before it goes the way of other corporate fads, consigned to the graveyard of hollow management rhetoric, it’s worth attempting to recover some of its initial promise: What are we actually inviting into the workplace when we ask people to bring their whole selves? What do we owe one another, as employees and leaders alike, if we intend to take this invitation seriously?
While writing these reflections I’ve had the repeated sensation of running up against the limits of our vocabulary for discussing our professional lives. How many ways are there to say that I was loved – because that’s what it was, that’s what I’ve been trying to say the whole time - without prompting cynicism, mawkishness, or awkward questions from HR?