Your Best Year Yet is back for its second year and I could not be happier to share it with you. If you’re craving a gentle reset to close out the year, this is for you.
This episode walks you through what the challenge is, how it works and how you can join in. It’s free, it’s thoughtful and designed to help you enter the new year with less pressure and more honesty.
If you want to join, you can sign up at www.thisisworkwell.com/bestyear. You’ll receive everything you need straightaway.
If someone in your world could use a softer start to the new year, feel free to send it their way too.
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I’m dressing like the ghost of myself”
In this final minisode of the season, we hear from Anika, who’s been healing her relationship with her body and building a stronger one in the gym. But as her strength has grown, so has her shape and suddenly, nothing in her wardrobe feels like her.
She’s stuck in a uniform of greys and beiges, drowning in clothes that fit her then but not her now, and unsure what dressing like her current self even means.
We talk about the emotional weight of workwear, the politics of polish, and what it means when style and self-image fall out of sync. If you’ve ever looked in the mirror and thought, “this isn’t me anymore”, this one’s for you.
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© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I’m not sick enough to stop”
In this episode, we hear from Marianne, a university comms manager quietly battling fatigue, pain, and brain fog, all while showing up to work every day like nothing’s wrong. With no clear diagnosis and a very real fear of being sidelined, she’s stuck in a grey zone between functioning and flailing.
We talk about invisible illnesses, the pressure to power through and the ways that silence can feel safer than vulnerability, even when it’s slowly costing you. If you’ve ever worried that asking for help might make things worse, this one’s for you.
It’s a reminder that you don’t need to break down completely to deserve help.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
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Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I’m holding everyone up while falling apart”
Simran’s letter is the kind that stays with you. On paper, she’s doing well. But beneath the surface, she’s carrying an invisible weight; balancing a demanding job with the emotional and practical load of caring for her dad.
She doesn’t complain. She just copes. And that’s the problem.
In this episode, we talk about the unseen cost of being the responsible one, why care work still goes unrecognised and what happens when we start disappearing from our own lives.
If you’ve ever felt like your entire world rests on your shoulders, and no one even notices, this one’s for you.
And if you're struggling silently too, let this be a gentle reminder: you deserve support too.
Resources mentioned
Charity for Civil Servants: https://www.cfcs.org.uk/
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
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Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I think I have a crush on my boss”
In this juicy but thoughtful minisode, we hear from a listener who swears she’s not that person until she suddenly is.
After years of calm professionalism, something has shifted. A broken engagement, a late night in the office and a few too-personal conversations have left her wondering: is this harmless attraction or something more? And what does she do with the feelings now that they’re here?
We talk workplace crushes, power dynamics, projection and the quiet fantasy of being truly seen at work. It’s vulnerable, honest and a reminder that sometimes the messiest feelings don’t fit neatly into right or wrong.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long.
Send yours to dilemma@thisisworkwell.com - anonymous, always.
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Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I’m great at planning but terrible at follow-through.”
In this episode, we hear from Lana, a self-confessed planner extraordinaire who can map out a five-year strategy before breakfast but somehow never quite gets started.
She’s surrounded by templates, timelines and vision boards, but when it comes to her own goals, she keeps hitting pause. We talk about the illusion of control, the fear behind perfectionism, and why preparation isn’t the same as progress.
If you’ve ever felt like you’re performing productivity without the payoff, this one’s for you.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“My success doesn’t feel like mine”
In this minisode, we hear from Zayd, a high-flying brand strategist who’s paid off his parents’ mortgage, made director at a global agency, and married a doctor but still feels like he’s let his family down.
Raised in a British Pakistani household with traditional expectations, Zayd followed a less conventional path. And while it’s brought success, joy, and stability, it’s also come with a quiet shame he can’t quite shake.
We talk about what happens when your life looks great on paper but still doesn’t feel like enough, how cultural pride and personal fulfilment can clash, and why redefining success on your own terms can be harder than it sounds.
If you’ve ever felt like you were living someone else’s dream - or disappointing someone by chasing your own - this one’s for you.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“My work identity is all I have”
In this minisode, we hear from Adrian, a lifelong politics nerd who’s built his entire identity around a job he’s no longer sure he even likes.
He was the kid quoting local councillors in the school newspaper, the student leading debates at uni, and now, a senior advisor who can’t remember the last time he had a hobby that didn’t involve a manifesto.
We talk about what happens when your ambition gets everything you asked for, except a life outside of work. If you’ve ever felt like your job title has swallowed your personality, this one’s for you.
Work is part of who we are but it shouldn’t be all we are.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
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Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I’m tired of being the strong one”
In this minisode, we hear from Rosina, a thoughtful, capable woman who’s always been the one others rely on at work, at home, and with friends. But after a string of personal losses and growing pressure in her relationship and career, she’s quietly unravelling.
We talk about the burden of being “the strong one,” why care often doesn’t flow both ways, and how to start reclaiming softness without guilt. If you’ve ever had your camera off because you were crying at your desk, this one’s for you.
It’s not about walking away, it’s about letting yourself be human.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I like him, but I don’t rate him”
In this minisode, we hear from Kay, who works at a national charity and finds herself caught between personal loyalty and professional doubt. Her boss Rob gave her a shot when she was newly pregnant, supported her through a rocky return from mat leave and has always backed her publicly.
But lately, his mistakes are piling up and Kay’s the one quietly fixing them. She’s starting to worry that staying loyal could damage her career.
We talk about what happens when admiration turns to unease, and how to navigate the messy middle between gratitude and growth.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I’m the breadwinner now and it’s changed everything.”
In this minisode, we respond to a letter from Georgia, who’s climbed the ladder in her career and doubled her salary but now feels like her marriage is quietly cracking under the pressure.
Her wife is a brilliant teacher who once earned a similar amount, but a missed promotion and growing income gap have altered their dynamic. Now, pride, resentment and silence are creeping into the spaces where ease and equality used to live.
We talk about how money intersects with power, identity, and partnership and what happens when success brings more than just a bigger paycheck. If you’ve ever wrestled with the emotional weight of being “the one who’s thriving” this one’s for you.
There’s no neat fix but there is honesty, empathy, and a reminder that love and ambition don’t have to compete.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I’ve matured but they still treat me the same.”
In this minisode, we respond to Lauren. She’s a thoughtful listener who’s grown significantly in her role but keeps getting cast in her company’s origin story version of herself.
She’s no longer the nervous grad she once was. She’s led big projects, found her voice and earned her place. But one senior colleague can’t seem to see past her early years and she’s worried his outdated view is colouring how others perceive her too.
We talk about what it takes to shed an old skin at work, the subtle (and not-so-subtle) ways power shapes perception and how to update your narrative without sounding self-important.
If you’ve ever outgrown a role, a label or a version of yourself that others just won’t let go of, this one’s for you.
Useful resource:
Own Your Brilliance is a self-paced course designed to help you speak up, stand out and self-advocate with confidence. It’s ideal if you’re ready to shift how others see you without second-guessing every word. Explore it here.
Got a work dilemma?
There’s one more slot left for us to help you with your dilemmas this season. So if you have a burning issue you want help answering, send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I like working from home but I’m lonely.”
In this minisode, we hear from Aisha, who loves the flexibility of hybrid working but misses the spontaneous connection of office life.
She’s not in crisis or struggling with the work itself. But she feels increasingly isolated and is realising, maybe too late, how much of her social life used to come from office small talk, midweek coffees and the energy of simply being around people.
We talk about the difference between freedom and connection, the hidden costs of remote work and what to do when your workday feels productive but your week feels a bit empty.
If working from home has started to feel like living at work, this one’s for you.
Useful resource
Build Your Guild is a reflective workbook to help you reassess and reimagine the people around you. Whether you're craving deeper connections, feeling out of sync with old circles or ready to build a more aligned support system, this one’s for you. Explore it here.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“I low-key love office gossip.”
In this minisode, we respond to a message from Kemi, a few years into her career, who’s built real workplace friendships through casual gossip. It helped her feel like she belonged. But now? She's not so sure.
What started as innocent connection now feels a little icky. She’s questioning her motives, her boundaries and whether gossip is costing her credibility at work.
We talk about the difference between bonding and boundary-crossing, how to avoid being labelled ‘that’ person and what to do when the tea feels good but might come with consequences.
If you’ve ever gotten swept up in the mess (and liked it) this one’s for you.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
“Do I really need to network to move forward?”
In this minisode, we respond to a heartfelt letter from Marcus - a thoughtful, introverted team leader who’s spent years focusing on doing great work behind the scenes. But now, as he looks to progress into senior leadership, the same feedback keeps popping up: “You need to be more visible”.
He wants to grow. He wants to lead. But he doesn’t want to become someone he’s not. So how do you build relationships, raise your profile, and step into the spotlight without feeling like you’re faking it?
If the word “networking” makes you shudder, this one’s for you.
Useful resource:
Own Your Brilliance is a self-paced course to help you build real visibility and self-advocacy, without selling your soul. Whether you're gunning for progression or just tired of being overlooked, it's about showing up with confidence and clarity on your terms. Explore it here.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
"I’m scared to slow down."
In this minisode, we respond to a message from Abbie, who’s found herself longing for a slower, more spacious life but every time she tries to rest, she panics.
She’s tired of the hustle, the striving, the constant pressure to be productive. But guilt creeps in whenever she tries to stop. Even a quiet moment feels like falling behind.
We talk about why rest feels so scary for high performers, how to recognise internalised productivity pressure and what it really means to opt out of the fast lane without losing your ambition or sense of self.
If you’ve ever struggled to sit still, say no, or give yourself a break, this one’s for you.
Useful resources:
The Rest Reset is a guided audio course designed to help you reclaim rest on your own terms. It’s short, practical and designed for busy brains. Whether you're on the edge of burnout or just want to slow down without losing momentum, The Rest Reset offers tools and insights to help you stop running on empty. Explore it here.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
This week’s dilemma:
"I’m good at my job but I kind of hate it."
In this minisode, we respond to a message from Katie, who’s in a well-paid, well-respected tech role and completely disconnected from it.
She’s not being mistreated. She’s not underpaid. But she’s stuck in a loop of Sunday dread, weekday detachment and a creeping sense of hollowness. Is she burnt out? Bored? Ungrateful? Or just human?
We talk about what to do when your job looks “good on paper” but feels bad in your body. And how to tell the difference between a rough patch and a deeper misalignment.
If you’ve ever found yourself asking “Is this it?”, this one’s for you.
Useful resource:
The Work Rewrite is a short self-paced course to help you reconnect with meaning, motivation and direction in your working life. Whether you're staying put or planning a change, it's a space to figure out what truly matters. Explore it here.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
Visit www.thisisworkwell.com for more tools, courses, and upcoming events
Follow us on Instagram & LinkedIn
Please leave a five-star rating or short review to help others find the show
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
Trailer: The Dilemma Season Is Here
We’re back. And we’re tackling the messy, murky, beautifully human stuff one dilemma at a time.
In this special season of UN/DO, Dulcie and Yemisi respond to letters from listeners navigating life, work, love, ambition, identity and everything in between.
Episodes drop every Monday and Thursday starting next week.
Got a dilemma of your own? Email us at dilemma@thisisworkwell.com
Promotions aren’t everything but if they’re on your radar, this one’s for you. We close out Summer School with a grounded look at career progression. From getting clear on your impact to building internal advocates, this episode helps you make an honest, powerful case for what’s next without the burnout or the BS.
Struggle with self-advocacy?
Explore the full Own Your Brilliance course: https://www.thisisworkwell.com/brilliance
Summer School listeners get an extra 10% off with code SUMMEROYB
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.
Strategic thinking as a leadership habit, not a calendar slot. This episode explores how to think more strategically by making space, asking better questions, and building your big-picture mindset. Whether you’re leading a team or managing yourself, this one’s about working on your role, not just in it.
Interested in bringing me in for a keynote or team training?
https://www.thisisworkwell.com/workwithus
© 2025 WorkWell. All rights reserved.
This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.