Squiggly Careers

Most people wait until they're ready to make a career move before having career conversations. In this Squiggly Shortcut, Helen shares the only script you need to make curious career conversations feel less daunting and a lot more useful.

Emma Grede has some strong opinions about careers, and not everyone will agree with all of them. In this episode, Helen and Sarah borrow brilliance from Start With Yourself, Emma's new book, picking out six of her most provocative statements and asking the question: do we agree? Emma Grede, co-founder of Skims and Good American, is refreshingly unfiltered about what it takes to build a career on your own terms. Helen has curated the statements most relevant to squiggly careers, and Sarah hasn't seen them in advance. What follows is honest, at times uncomfortable, and occasionally results in a rewrite. This episode is brought to you in partnership with the Post-it® Brand. If today's episode sparked an idea, stick it down, find out where to buy Post-it® products at go.3M.com/squiggly

In a world full of words, the people who communicate with clarity, humanity and story will stand out. In the fifth and final episode of this special series, Helen and Aneesh Rahman close out Open to Work with the last of the five Cs, communication, and why it might be the skill that ties everything together. From Martin Luther King to Pixar to the pressure of a TED Talk, this is a conversation about why great communication has never been more human, and what you can do to make yours more so.

What if compassion isn't just a nice-to-have, but one of the most important skills for the future of work? In day four of this special five-part series, Helen and Aneesh Rahman explore the fourth C, compassion, and why the new world of work demands something the industrial age actively discouraged. From quietening your inner critic to really listening to a colleague, this is a conversation about what it means to be more human at work, starting with yourself.

Creativity isn't a talent some people have and others don't, it's a skill. In day three of this special five-part series, Helen and Aneesh Rahman explore the third C, creativity, and why it's becoming one of the highest-value human skills in an age when AI can generate generic content at scale. From Pixar's science of storytelling to the neuroscience of flow, this is a conversation that will change how you think about your own creativity, and how to bring more of it to your team.

Even if you're not changing jobs, your job is changing. In day two of this special five-part series, Helen and Aneesh Rahman explore the second C, courage, and why it's becoming one of the most important skills you can bring to work right now. From Polynesian wayfarers to Apollo 13 to leaving a high-profile CNN career to become an unpaid intern on a presidential campaign, courage has always been at the heart of how humans do anything worth doing. The good news? You don't have to start with a giant leap.

What if the future of work isn't less human...but more human? In this special episode, Helen kicks off a brand new five-part series borrowing brilliance from Open to Work, a brilliant new book by Aneesh Rahman, Chief Economic Opportunity Officer at LinkedIn, and former Obama speechwriter. Over the next five days, Helen and Aneesh will explore the five human skills that matter most in the age of AI: curiosity, courage, creativity, compassion and communication. Today, they start with curiosity - and why it might be the most important career advantage you can build right now.

Are you a fix-it-fast problem solver? In this Squiggly Shortcut, Helen makes the case for slowing down before you jump to solutions.

Have you ever noticed how much more you get done in the week before a holiday? In this episode, Helen and Sarah borrow brilliance from the goal gradient effect; the research-backed finding that the closer we are to a finish line, the harder and faster we push, and turn it into something genuinely practical for your career. Sarah introduces Finish Line Fridays: a simple way to use the psychology of progress to build momentum towards goals that matter, one week at a time. Helen tests it live with her PhD as the goal, and together they explore whether you're more of a fresh start effect person or a finish line focus person, and why pairing the two might be useful.

Ever sent a reply you immediately regretted, or said something in the heat of the moment you wish you hadn't? In this Squiggly Shortcut, Sarah makes the case for the 24 hour rule, and shares the research that backs up why waiting is almost always worth it.

How much of your working week are you spending on things you're genuinely great at, and how much is quietly draining you? In this episode, Helen and Sarah borrow brilliance from Gay Hendricks' Zone of Genius framework, sparked by Emma Grede's book Start With Yourself, and turn it into one of the most practically useful exercises they've tried in a while. They work through all 4 zones live, competence, incompetence, excellence, and genius, sharing their own honest examples (including payroll, passive meetings, and branding). Then Helen shares a surprisingly simple way to use AI to analyse your diary and find out exactly how your time is really being spent. This episode is brought to you in partnership with Post-it® Brand. If today's episode sparked an idea, stick it down. Find out where to buy Post-it® products at go.3M.com/squiggly

Does your inner critic get loudest exactly when you need it to be quiet? In this Squiggly Shortcut, Helen unpacks what self-sabotage actually looks and feels like at work, and shares four simple things you can do to start turning the volume down.

Have you ever finished a week at work and wondered what you actually did that mattered? In this episode, Helen and Sarah borrow brilliance from David Graeber's book Bulls*it Jobs...and find it uncomfortably relatable. Helen and Sarah explore what pointless work actually looks like, why it's more common than most of us admit, and, crucially, what you can do if you find yourself in it.

Feeling overwhelmed at work? In this Squiggly Shortcut, Sarah shares three strategies that got her through a particularly full-on week, starting with something most of us don't do nearly enough.

Could a framework change the way you think about your time, your strengths, or your team? In this episode, Helen and Sarah borrow brilliance from three tried-and-tested strategic models, and put them to the test with AI prompts, Post-it® Big Notes, and a live coaching conversation to see how useful they actually are. From a classic time management matrix to a strengths development tool to a team effectiveness framework that's been around since the 70s, this episode is brought to you in partnership with Post-it® Brand. If today's episode sparked an idea, stick it down, find out where to buy Post-it® products at go.3M.com/squiggly

Should you stay or should you go? In this Squiggly Shortcut, Helen shares a simple matrix to help you think more clearly about one of the most common career questions she gets asked, and move beyond gut feeling alone.

Are you a "track everything" person or a "just do the thing" person? In this episode, Helen and Sarah borrow brilliance from the world of gamification — and have a genuinely fun debate about whether it actually works for your career. Helen comes in as a convert (she gamifies her sleep, her deep sleep, her exercise, her steps, and possibly her vegetables). Sarah comes in as a sceptic. What unfolds is an honest, practical exploration of when gamification helps, when it doesn't, and how to design a game that works for you — not one that makes you feel judged by an app.

What if mentoring had nothing to do with seniority — and everything to do with strengths? In this Squiggly Shortcut, Sarah makes the case for a more inclusive, more accessible approach to mentoring that every team can make happen straight away.

When did you last draw something at work? In this episode, Helen and Sarah borrow brilliance from the science of drawing — and make a surprisingly strong case for why picking up a pen (or a Post-it® Note) could be one of the most useful things you do this week. From boosting your mood to supercharging your memory, drawing does things for your brain that writing simply can't. Helen and Sarah put this to the test live, working through four drawing exercises — some just for you, some brilliant for teams — including how you're feeling about work this week, a strength you want to make stronger, your confidence gremlins, and your dream work day.Want to see Helen and Sarah's drawings for yourself? Make sure you're signed up to the Squiggly Careers Newsletter — we'll be sharing them there.This episode is brought to you in partnership with Post-it® Brand. If today's episode sparked an idea, stick it down — find out where to buy Post-it® products at go.3M.com/squiggly

How do you get people to actually listen — and say yes — more often? In this Squiggly Shortcut, Helen shares three simple, research-backed ways to become more influential at work. Whether you're trying to get an idea across, shift an outcome, or build stronger working relationships, this episode will give you practical things you can do both in the moment and over time.

What does it actually take to go from good to great at work — and is "mastery" even the right word for it? In this episode, Helen and Sarah borrow brilliance from The Big Think's collection of articles on mastery, and make it feel a lot more relevant to everyday squiggly careers than the word itself might suggest. They explore two big ideas: how to master your response to tricky situations (think: the passive aggressive Canva comment, the "I'll just do it" default, or the unexpected tears in a meeting), and how to master your ability to succeed — including how elite athletes think about risk and failure in a way that's surprisingly useful for anyone with an ambitious goal.

90% of us think we're good listeners — but we retain about 20% of what we hear. In this Squiggly Shortcut, Sarah shares five practical ways to close that listening gap, starting with the one thing most of us never even notice.

What if the way you read could transform how much you actually learn, remember and use? In this episode, Helen and Sarah borrow brilliance from Ryan Holiday's video How to Read Like a Pro — and add a few rules of their own.From building an anti-library (the books you'd never normally pick up) to treating your books like they're meant to be used, not preserved, this is a practical and personal exploration of how to get more from your reading. Helen also unveils her new Post-it® Note system, and there's a genuine debate about whether folding a page corner is an act of ownership or an act of disrespect.This episode is brought to you in partnership with Post-it® Brand. If today's episode sparked an idea, stick it down — find out where to buy Post-it® products at go.3M.com/squiggly

Does work feel a bit knotty right now? In this Squiggly Shortcut, Helen shares three practical ways to find your footing when everything around you feels uncertain — whether that's a restructure, a shifting role, or just the general noise of a complicated economic moment.

In this episode, Helen and Sarah explore how to 'Kaizen your squiggly career', borrowing brilliance from the Japanese philosophy of continuous improvement.They discuss why big career changes can feel overwhelming and how focusing on small, manageable improvements can help you build momentum without triggering fear or overthinking. Along the way, they introduce four key Kaizen ideas and translate them into simple, actionable tools for your working week.From spotting where you might be waiting rather than creating, to eliminating wasted effort, to building in better reflection habits, Helen and Sarah share how to move from intention to action in a way that actually sticks.If you've ever felt busy but not progressing, unsure where to focus your energy, or stuck in cycles of overthinking, this episode will help you take small steps that lead to meaningful change.

In this Squiggly Shortcut, Sarah shares how to bring small, low-pressure moments of play into team days, without falling into the trap of forced fun. She shares why play matters for learning, connection, and wellbeing, and offers simple, practical ideas that teams can try in just a few minutes.Episode 546

In this episode, Helen and Sarah borrow brilliance from a talk by Lord Michael Hastings at the London Interdisciplinary School about leading responsibly in an uncertain world. The conversation sparks the question: what happens when cynicism creeps into our careers?They explore how everyday thoughts like “there's no point applying", ” “the system is rigged,” or “nothing will change anyway” can quietly stall progress in a squiggly career. Instead of staying stuck in that mindset, Helen and Sarah share practical ways to shift from cynicism to a more proactive and generous approach.If you've ever felt frustrated with work, doubtful about opportunities, or tempted to disengage, this episode will help you replace cynicism with curiosity, action, and generosity.Episode 545

In this Squiggly Shortcut, Helen shares three simple ways to boost your motivation when you're stuck in a “knotty moment” at work. Whether it's unexpected feedback, a tricky project, a difficult relationship, or even feeling stuck in the wrong role, these situations can quickly drain your energy and momentum. This episode gives you practical, in-the-moment ideas to help you reset, regain a sense of control, and keep going even when things feel hard.Episode 544

In this episode, Helen and Sarah borrow brilliance from the psychology of attachment styles and explore what this concept can teach us about working relationships. Sparked by a Harvard Business Review article on managing insecure leaders, they unpack the four main attachment styles and what they might look like in the workplace: secure, anxious, avoidant-dismissive, and fearful-avoidant.If you've ever wondered why certain working relationships feel easy while others feel surprisingly tricky, this episode will give you a useful lens for understanding behaviour and adapting in ways that help you work better together. Episode 543

Asking for feedback can feel uncomfortable. What if you hear something you don't agree with? What if it confirms your worst fears? And how do you ask without it feeling formal or awkward? In this Squiggly Shortcut, Sarah shares 3 simple ways to ask for feedback that actually helps you learn and grow.Episode 542

This week's episode comes to you from a very snowy New York, where Sarah and Helen are launching the US edition of Learn Like a Lobster - in the middle of the biggest blizzard in ten years. Despite battling icy steps and snowy conditions, they're diving into a topic that could transform how you approach ideas at work: prototyping.Borrowing brilliance from Nesta, Sarah and Helen explore a practical 4-part framework to help you move from “this might be a good idea” to something tangible, testable and useful.Episode 541

If networking feels awkward or transactional, this Squiggly Shortcut offers a simpler starting point: give to gain. Inspired by the theme of International Women's day, Helen explores why focusing on what you can contribute, rather than what you can get, makes building relationships easier and more effective. Generosity strengthens connections and creates reciprocity, a concept backed by research from Adam Grant. To make it practical, she shares three easy ways to get started: reflect on what you're recommended for, share lessons from your experiences, and offer your expertise in small, useful ways. A short, actionable guide to building career karma that feels genuine, not transactional.Episode 540

In this episode, Helen and Sarah borrow brilliance from a powerful Harvard Business Review article by James Elfer, Siri Chilazi, and Edward Chang on the science of behaviour change at work.They unpack the “Four T's” model, a practical framework used in big organisations to drive measurable behaviour change. But instead of keeping it theoretical, they apply it to real team challenges like:- Reducing interruptions in meetings- Prioritising important work over easy tasks- Keeping objectives alive (not just setting them)- Moving from “busy” to genuinely impactfulYou'll hear how to get specific about the behaviour you want to change, design simple interventions that fit your culture, introduce them at the right moment, and measure whether they're actually working. If you've ever said, “We know what to do… we're just not doing it,” this episode will give you a structured, science-backed way to close that say-do gap, without adding more noise to your workload.Episode 539

If influence sometimes feels uncomfortable or awkward, this is a fresh take that reframes it as collaboration rather than persuasion. In this Squiggly Shortcut, Sarah shares a practical, three-step approach to influencing with curiosity rather than control. Using the example of someone challenging the idea of squiggly careers, Sarah explores why pushing harder rarely works and why listening first is often your most powerful move. From opening up the conversation with genuine curiosity, to involving someone in shaping the solution, to landing on a payoff they actually care about, this episode is a simple guide to influencing in a way that feels thoughtful, not manipulative.Episode 538

How do you make your LinkedIn feed work harder for your career instead of just scrolling past the same ideas on repeat? In this episode, Helen and Sarah are Borrowing Brilliance from LinkedIn's Top Voices list. They share three people worth following right now and why. This episode is all about curating smarter inputs, breaking out of echo chambers, and learning faster from the right voices.Episode 537

In this Squiggly Shortcut, Helen shares why self-awareness is one of the most important skills for your career and how to build it in small, practical ways. Rather than relying on reflection alone, she explains how self-awareness also means understanding how others experience you and offers three simple exercises to help you spot blind spots, manage your energy, and support your growth.Episode 536

Do you ever find yourself going round in circles with the same problem or struggling to come up with fresh ideas at work? In this episode, Helen and Sarah are borrowing brilliance from the Deck of Brilliance - a creative thinking tool packed with prompts to help you break out of your default patterns and see things differently. Together, they explore three simple techniques that help you reset your thinking, unlock new ideas, and make better decisions when you feel stuck.

In this Squiggly Shortcut, Sarah shares practical, low-pressure ways to network when you're more introverted than extroverted. Rather than forcing yourself into energy-draining events or awkward small talk, Sarah reframes networking as learning, connection, and curiosity and offers simple strategies that feel more natural and sustainable.Episode 529

In this special live episode of Squiggly Careers, Helen and Sarah take to the stage to explore one of the trickiest parts of career growth - learning through the uncomfortable, uncertain, and messy moments. Borrowing brilliance from lobsters, they share the idea from their new book Learn Like a Lobster of 'shell shedding' — the vulnerable transitions we all go through when we outgrow old roles, identities, or ways of working.Through honest stories, practical tools, and conversations with three brilliant guests, Maya Raichoora, Timeyin Akerelethey & Amy Conroy unpack how setbacks and unexpected change can become fuel for growth, if we know how to spot the learning.This episode is all about turning hard moments into helpful ones, building the confidence to adapt, and leading your own development through the discomfort.Episode 527

This is the fifth and final episode in our Shell-Shedding Moments series, a series where CEOs and leaders share the vulnerable moments, the challenges, mistakes, and personal revelations that most people never see. In this episode, Logan McClure Davda, CEO of TED, reflects on stepping into leadership at one of the world's most influential idea-sharing organisations and the personal shifts that came with it. From making the hard decision to leave a dream role, to learning how to move from “doing” to creating space for others to lead, Logan shares her learnings on letting go and finding the courage to lead in a new way.

This is the fourth episode in our Shell-Shedding Moments series, a series where CEOs and leaders share the vulnerable moments, the challenges, mistakes, and personal revelations that most people never see. In this episode, Nick Bent, CEO of UpReach, opens up about the moments that tested him, from handling technology mishaps to resetting organizational culture. He shares how embracing challenges, maintaining perspective, and surrounding yourself with the right people are key to navigating tough times in leadership.

This is the third episode in our Shell-Shedding Moments series, a series where CEOs and leaders share the vulnerable moments, the challenges, mistakes, and personal revelations that most people never see. Today's episode is with Flight Story CEO Georgie Holt, who shares why great ideas are rarely obvious or easy, why comfort is the enemy of growth, and the necessity of experimentation to drive real progress.

In this special CEO Shell-Shedding Moments episode, Sarah interviews Helen, about the uncomfortable moments that help us grow. From difficult interviews to co-founder friction and communication challenges, Helen shares what happens when things feel hard at work and how to fix friction fast before it festers. If you've ever replayed a mistake, avoided an awkward conversation, or felt stuck in a working relationship, this episode is full of practical ideas to help you learn quickly and move forward with confidence.

Welcome to Shell-Shedding Moments, a series where CEOs share the vulnerable moments, the challenges, mistakes, and personal revelations that most people never see. Today's episode is with CEO Zaid Al-Qassab who opens up about his experiences with depression, the challenges of leading while managing mental health, and the power of vulnerability in the workplace. Zaid shares how embracing these moments can strengthen resilience, deepen connections, and create healthier work environments.

In this Squiggly Shortcut episode, Helen shares a practical, step-by-step framework for asking for help at work in a way that feels confident, clear, and effective.Many of us struggle to ask for help because we fear looking incompetent, don't want to burden others, or try to push through on our own. Helen breaks down how to neutralize that anxiety, identify what kind of help you need - support, solutions, or a sounding board- figure out who can give it, and frame your ask so it's actionable and easy to respond to.If you've ever felt stuck or overwhelmed at work, this episode will give you a simple, Post-It-note-sized system to get the support you need and move your squiggly career forward.Episode 527

How do you introduce yourself in a way that turns a polite “nice to meet you” into a genuine “tell me more”? In this episode, Helen and Sarah are Borrowing brilliance from Rebecca Okamoto's TED Talk How to Introduce Yourself and Get Hired. They unpack five simple formulas you can use to make high-impact introductions — whether you're meeting someone new, speaking at an event, or kicking off a meeting. This episode is all about short, practical introductions that help you be heard, remembered, and taken seriously.Episode 526

In this fifth and final episode of the Learn Like a Lobster skill sprint, Helen and Sarah introduce "Helpful How-Tos" - a simple, fun way to share knowledge that helps you learn faster and helps your team too. You'll discover why sharing makes learning stick, how to overcome confidence gremlins, and a practical (and fun) format you can use immediately with your team to keep learning and growing.

When it comes to learning at work, it's easy to wait for permission - from managers, organisations, or “the right moment.” In this episode, Helen and Sarah explore how to lead your own learning, even when time, money, or support feel limited. This is Day 4 of the Learn Like A Lobster skill sprint, and the focus is on adaptability — the skill that helps you keep learning when things don't go to plan. Helen and Sarah explain why relying on perfect conditions can stall your development, and how adapting your approach helps you stay resilient and relevant at work.

This is Day 3 of the Learn Like a Lobster skill sprint, and today Helen and Sarah share a simple way of reflecting on hard moments at work so you can learn faster, avoid recency bias, and take control in tough situations.Because when work feels messy, reflection is often the first thing we skip - or overdo. In this episode, you'll learn practical tools, including the 5:1 formula and the WWW/EBI framework, to help you regain perspective, stay in control, and turn difficult moments into learning.

This is Day 2 of the Learn Like a Lobster skill sprint, and today Helen and Sarah focus on one of the hardest - and most important - career skills: how to give and receive tough feedback. Learning doesn't just happen after the difficult moment has passed - some of the most powerful development happens while things feel uncomfortable. In this episode, Helen and Sarah explore how to learn in the hard moments — particularly when feedback feels awkward, emotional, or risky.

Today, Helen and Sarah are kicking off the Learn Like A Lobster skill sprint with Day 1: Learn As You Go.In this episode, Helen and Sarah explore how you can keep learning as part of your everyday, without having to find more time. They share practical ways to collect data for your growth - including understanding your strengths, tracking your listen-talk ratio, and optimising your productivity - to gain clarity, confidence, and actionable insights.By combining self-reflection with simple data-gathering techniques, you'll discover how small adjustments in what you already do can accelerate your career and help you be known for the impact you actually want to make.