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We Fucked Up...and got way too many resumes | Episode 905 Nov 202400:33:22

Have you ever sent a job application through without reading the job description? Saying you're KEEN to LEARN MORE about a company?

...yeah?  Well, then you're on Stino's shit list.

In this episode, we TRY to tell you how to make each application go further:

00:00:00 - Intro

00:01:04 - Stino’s frustration with AI-generated resumes

00:02:33 - ChatGPT fails: authenticity is key

00:05:06 - The power of personalizing applications

00:07:09 - Highlighting relevant, accurate experiences

00:11:54 - Transferable skills vs. exaggerations

00:16:31 - Red flags: too much self-focus on applications

00:21:00 - How DMs can hurt your application

00:25:56 - Respect goes both ways

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

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We Fucked Up...and made our customer feel like a dumbass | Episode 810 Sep 202400:25:35

Have you ever done the exact same training? Twice? For a customer who couldn't understand the software? And made her cry because YOU couldn't understand why she wasn't getting it?

...no?  Well, then you haven't quite fucked up like we have.

In this episode, we help you *remember* that no two customers, and no two trainee, are the same:

00:00:00 - The Facebook moms generation

00:01:18 - Defining change management challenges

00:02:45 - The pitfalls of lacking product expertise

00:05:41 - Navigating difficult customer onboarding

00:11:54 - Tailoring training to different generations

00:13:36 - Gen Z’s confidence backfires in onboarding

00:16:18 - Tips for managing successful product adoption

00:20:32 - Don’t be afraid to ask the tough questions

00:21:38 - Pro tip: just ask why

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

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We Fucked Up...and got a little too personal | Episode 728 Aug 202400:27:11

Have you ever sent every one of your customers a generic check-in email and been told you're not worth their time?  Or creeped your customer out by commenting on a social post they didn't know you saw?

...no?  Well, then you haven't quite fucked up like we have.

In this episode, we help you strike the balance between lazy and stalker vibes:

00:00:00 - Survey says

00:00:20 - Intro

00:01:06 - Boob sweat

00:03:14 - Too little personalization: The check-in email fail

00:05:08 - The art of customized emails

00:07:13 - Balancing efficiency and personalization

00:09:43 - Too much personalization: The cupcake incident

00:11:10 - Finding the right level of personalization

00:13:16 - Personalized communication setting the tone

00:16:02 - Starbucks gift card snafu

00:19:24 - Alternatives to endless Zoom meetings

00:21:04 - The experiment: Picking up the phone

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

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We Fucked Up...and got taken off an account | Episode 613 Aug 202400:24:59

Have you ever tried to be the superhero and been removed from an account as a result?  Or made a mortal enemy of your product manager by making promises to your customers?

...no?  Well, then you haven't quite fucked up like we have.

In this episode, we help draw the line on when, and when NOT, to go it alone:

00:00:00 - Losing client trust

00:00:14 - Welcome!

00:01:03 - Stino’s superhero analogy

00:02:14 - Melanie’s first big mistake

00:03:30 - Proof of concept gone wrong

00:06:17 - Importance of early escalation

00:08:59 - Stino’s emerging market mishap

00:10:14 - Lessons in humility

00:11:25 - Navigating company policies

00:13:05 - Miscommunication during onboarding

00:16:48 - Promises and roadmaps

00:19:39 - Lasting impact of mistakes

00:21:17 - Transparency and communication

00:22:00 - Round-up!

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

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We Fucked Up...and killed an onboarding | Episode 530 Jul 202400:26:18

Have you ever made an onboarding customer cry? Or churn on the same day of their kickoff call?

...no? Well then you haven't quite fucked up like we have.

In this episode, we break down the do's and the don'ts of onboarding, including:

00:00:00 - Avoiding red flags in customer success

00:01:11 - Onboarding mishaps to avoid

00:03:16 - Trust but verify: handling sales handovers

00:05:04 - Always have a checklist!

00:05:50 - Preparation: knowing your client’s story

00:07:04 - Quit pushing features & listen to priorities

00:10:03 - Handling overwhelmed clients

00:13:57 - Pause: Don’t monologue during calls

00:16:01 - Setting clear expectations and next steps

00:19:19 - Dealing with difficult clients

00:21:53 - Treat onboarding like a first date

00:22:27 - Key takeaways for effective onboarding

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we fucked up so you don’t have to.

Connect with us!

Melanie's LinkedIn: https://www.linkedin.com/in/melanie-faye/

Stino's LinkedIn: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

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We Fucked Up... We didn't keep a Paper Trail11 Jun 202400:20:16

Welcome back to "We Fucked Up So You Don't Have To," the podcast that blasts through the chaos with a POW POW POW! This episode is all about the power of keeping a paper trail. Trust us, it's more exciting than it sounds!

Melanie and I dive into why having organized notes during customer calls is crucial for top-notch client management and smooth internal communication. Melanie drops knowledge bombs on capturing essential info like client goals and their feelings towards your platform. This isn't just about making your life easier – it's about nailing those internal stakeholder questions and prepping for future calls like a pro.

I’ll hit you with some real talk about using AI tools for note-taking. They’re great, but don’t lean on them too hard! They might miss the vibes and sentiments that can make or break a meeting.

We both agree on one thing: buffer time is a must! After a call, take 15 minutes – use tools like Reclaim.ai – to get your documentation and follow-up tasks on point. Templates are your best friends here. Keep your notes consistent and easy to read, focusing on key points like meeting date, attendees, discussion points, action items, and follow-ups.

Melanie also highlights the magic of tagging notes for other departments – think marketing for case studies or product teams for feature feedback. It’s all about making sure everyone’s in the loop.

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we fucked up so you don’t have to. Let’s get into it!

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We F*ucked Up So You Don't Have To: Too Friendly for Business? The BFS Trap06 May 202400:30:12

🎧 New Episode Alert: "Too Friendly for Business? The BFS Trap" 🤝

Hey, WFUSYDHT fans! It’s Stino & Melanie here, and boy, do we have a story for you! In this episode, we're diving deep into the pitfalls of becoming BFS (Best Friends with Clients) and how it can boomerang on your business relationships.

Join us as we share our own blunders of getting too chummy with clients. I'll tell you about a time when my eagerness to be a "customer happiness manager" completely derailed my focus from what should have been my main goal: driving business value. Spoiler alert: it didn't end well.

Melanie brings her signature blend of warmth and wisdom as she talks about the thin line between empathy and professionalism. She'll share insights into how understanding a client's personal situation can actually boost engagement with your product—when handled correctly.

Together, we'll explore strategies for maintaining that perfect balance between personal connection and professional integrity. Expect practical tips like setting an agenda before client calls, and why keeping interactions professional through LinkedIn and email can save you from a lot of awkward situations.

Whether you're a budding entrepreneur, a freelancer, or anyone who deals with clients regularly, this episode is packed with cautionary tales and savvy advice to help you navigate your business relationships more smartly.

Tune in and learn from our mistakes—so you don’t have to make them yourself! 🚀

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We F*ucked Up So You Don't Have To Renewal Edition18 Mar 202400:26:41

We F*cked Up, So You Don't Have To: Episode 2 - The Renewal Red Flag Rumble

Uh oh, someone forgot the magic renewal dust! 🪄 In this episode, Melanie & Stino spill the tea about a huge account loss that could have been avoided. Buckle up for a cautionary tale about the importance of being proactive in customer success.

Here's the down-low:

  • A promised feature went MIA, leaving a $120,000 client feeling salty and ready to jump ship. ️
  • We're talkin' major red flags ignored, folks. Lesson learned: don't sleep on those warning signs!

Stino chimes in with some golden nuggets of advice:

  • Early renewal discussions are your friend. Don't wait until the eleventh hour! ⏰
  • Handover notes are a lifesaver. Ensure seamless transitions between teams.
  • Churn happens. But it shouldn't be because of a lack of effort on your end.

Melanie reflects on her fumbled renewal call and the importance of being prepared.
 
We all know how crucial it is to provide value to our clients. Don't let a lack of preparation turn a happy customer into a churn statistic!

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We F*ucked Up So You Don't Have To Communication Edition06 Mar 202400:26:24

Buckle up, ‘cause we're diving headfirst into the hilarious (and sometimes cringe-worthy) world of customer success blunders.

This inaugural episode is all about the communication minefield we all know and (sometimes unwillingly) love. We'll be spilling the tea (and the lessons learned) on our biggest communication f*ck ups, from sassy retorts to humor gone wrong.

Get ready to hear:

  • Stino's anxiety-fueled launch jitters (because who doesn't get nervous, right?)
  • Why finding the right tone and approach with customers is crucial (but not always easy)
  • How Stino learned the hard way that sass is NEVER the answer with frustrated clients (sorry, not sorry)
  • Melanie's tale of humor backfiring in an email (it's not always sunshine and rainbows, folks)
  • The importance of knowing your audience and matching their energy (because one size definitely doesn't fit all)

Remember, we've all been there, so learn from our mistakes and laugh along the way!

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Trailer01 Mar 202400:00:56

Welcome to another exciting episode of "We Fucked Up, So You Don't Have To"! Get ready to dive into the wild world of customer success with your hosts, Stino and Melanie. Join them as they peel back the curtain on their own mishaps and triumphs, sharing candid insights and practical advice along the way. Stino, a charismatic Head of Customer Success, brings his unfiltered wisdom to the table, while Melanie,  a seasoned Customer Success Manager, offers invaluable career insights. Together, they'll laugh, learn, and navigate the twists and turns of the customer success journey. So buckle up, and let's dive in!

We Fucked Up...and confused features with value | Episode 1525 Feb 202500:34:19

Do you know the true value of the product you represent as a customer success manager? Have you ever been caught using a competitor's tool because it was better than your own?

...no? Well, then you haven't quite fucked up like we have.

In this episode we welcome David Gunn, Vice President of Customer Success at SundaySky, to chat features, value, and making the same mistake twice:

00:00:00 - Intro

00:02:03 - Owning your mistakes as a CS leader

00:04:44 - The email disaster that exposed a flaw

00:07:04 - Feature training vs. real value realization

00:10:26 - The challenge of proving ROI in renewals

00:13:25 - Why CS teams struggle with product feedback

00:17:18 - The telephone game of customer requests

00:20:50 - When you can’t use the product you support

00:25:20 - CS enablement vs. sales enablement gaps

00:29:54 - Learning from mistakes: Just make new ones!


And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.


Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

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We Fucked Up...and let churn surprise us | Episode 1411 Feb 202500:36:43

Do you treat every time a customer churns like the end of the world, searching high and low for everything you *could've* done?

...no? Well, then you haven't quite fucked up like we have.

In this episode we welcome Denny Burda, Chief Customer Officer at River Consultancy, to chat churn:

00:00:00 - Intro

00:01:07 - First male guest with big ideas

00:03:18 - The story of a perfect churn

00:12:53 - Budget assumptions and surprise churn

00:15:42 - Stakeholder change and shifting priorities

00:19:55 - Transparency and learning from churn

00:22:00 - The importance of tracking churn reasons

00:28:30 - Drafting a churn ICP

00:32:18 - Key takeaways from the churn discussion


And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.


Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

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We Fucked Up...and sold out to AI | Episode 1328 Jan 202500:31:48

Are you farming more and more of your daily job out to AI, only to realize you're spending more time than before just holding its hand?

...no? Well, then you haven't quite fucked up like we have.

In this episode we talk about our journeys through the AI revolution:

00:00:00 - Intro

00:03:07 - The farmer’s mentality and AI reliance

00:03:51 - Blind trust in AI and its risks

00:04:52 - AI-generated emails: Overkill or useful?

00:06:17 - Lazy habits and losing the spark in CS

00:08:16 - Correcting AI: A time sink or necessary evil?

00:09:11 - Striking a balance: Creativity vs. automation

00:11:00 - The myth of the perfect CSM

00:14:49 - Personalizing customer interactions with AI

00:17:05 - Handwritten notes and meaningful gestures

00:19:37 - Rethinking customer engagement strategies

00:22:15 - Direct meeting invites: Bold or intrusive?

00:24:23 - Non-responders and alternative approaches

00:27:03 - Bye bye!


And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

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We Fucked Up...and underestimated the importance of SMB | Episode 1231 Dec 202400:38:26

Do you give more attention to your customers with the household names than you do your small-time companies?

...no? Well, then you haven't quite fucked up like we have.

In this episode, another guest joins us as we share our struggles with giving preferential treatment:

00:00:00 - Intro

00:02:08 - Overlooking SMB accounts

00:04:34 - The allure of enterprise clients

00:06:00 - Reframing SMB value

00:09:14 - Lessons from enterprise pitfalls

00:13:16 - Melanie’s mid-market insights

00:18:41 - The power of customer praise channels

00:23:03 - Adjusting standards for SMBs

00:30:37 - Building scalable customer communities

00:33:47 - Wrapping up

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

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We Fucked Up...and avoided the difficult conversations | Episode 1117 Dec 202400:41:05

Do you find difficult conversations...too difficult? Like, you just avoid them entirely until shit blows up in your face?

...no? Well, then you haven't quite fucked up like we have.

In this episode, we welcome a very special guest to talk about her journey with hard convos:

00:00:00 - Intro

04:00 - Preparing for challenges in new places

04:46 - A funny identity mix-up

06:43 - Misjudging customer assumptions

07:32 - The cost of avoiding hard conversations

12:25 - Learning to manage compassionately

19:02 - Action-Impact-Do feedback framework

20:16 - Navigating feedback to superiors

23:11 - Balancing respect and accountability

24:38 - Setting boundaries with difficult peers

27:08 - Standing up for yourself

29:39 - Building confidence in tough moments

32:26 - Addressing disrespect head-on

37:01 - Data-driven conversations

38:28 - Feedback is a gift


And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

Sign up for the Lifetime Value newsletter: https://lifetimevalue.link/subscribe

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We Fucked Up...and trusted our champion implicitly | Episode 1003 Dec 202400:32:24

Have you ever put your success in the hands of your champion, your BFF, your CS soulmate? Only to have them use that trust against you?

...no?  Well, then you haven't quite fucked up like we have.

In this episode, we welcome a very special guest to tell you how to trust but verify:

00:00:00 - Intro

00:02:20 - When champions become obstacles

00:05:00 - Red flags in champion relationships

00:08:40 - Trust issues with champions

00:11:15 - Strategies to bypass gatekeeping

00:14:30 - Building trust early on

00:18:10 - Personalizing customer interactions

00:21:30 - Overcoming personality mismatches

00:25:50 - Key takeaways from the episode

00:28:00 - Wrapping up the menage a trois

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

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We Fucked Up...and burned out03 Jun 202500:28:35

Have you ever forgotten to care about yourself, and how you feel, and how your job MAKES you feel?

...no? Well, then you haven't quite fucked up like we have.

In this episode, we break down the topic everyone's talking about...burnout:

00:00:00 - Leadership is the problem

00:02:02 - Fresh perspectives at a new job

00:04:28 - Recognizing hidden burnout

00:05:40 - Global pressure and job insecurity

00:08:19 - Health insurance and overachievement

00:11:20 - Speed versus substance

00:15:28 - Losing your voice at work

00:17:19 - Leadership double standards

00:19:39 - Keep your options open

00:24:12 - Take responsibility for your happiness

00:26:52 - You’re making someone else rich

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

We Fucked Up...and didn't know our numbers27 May 202500:40:55

Have you ever gotten through most of your presentation to the board before you realize your numbers were wrong?

...no? Well, then you haven't quite fucked up like we have.

In this episode, we're joined by Anika Zubair to chat knowing your numbers:

00:00:00 - The boardroom disaster

00:03:34 - Peeing yourself in front of the board

00:05:40 - What went wrong with the metrics

00:08:13 - Living in spreadsheet hell

00:10:09 - Getting help with your data

00:12:06 - Ask for help, not a miracle

00:15:01 - When the data doesn’t exist

00:18:00 - The CS leader as CSM to the team

00:23:27 - Weekly rituals that save your ass

00:26:57 - You don’t get a safety net

00:34:23 - Why CSMs should know their numbers

00:38:56 - Leading with kindness and humility

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

We Fucked Up...and baked our documentation halfway13 May 202500:33:21

Have you ever answered the same question over and over? When you could have taken a bit of extra time to write it down to avoid redoing your work?

...no? Well, then you haven't quite fucked up like we have.

In this episode, we discuss all things documentation:

00:00:00 - The horror of half-written SOPs

00:01:21 - Reunion in Mississauga

00:04:04 - Margarita mayhem and ketchup chips

00:06:24 - New job, new role, new challenges

00:07:58 - The cost of half-baked process sharing

00:10:26 - Documentation as onboarding lifeline

00:14:35 - How to document without losing your mind

00:19:03 - Holding your team accountable to SOPs

00:24:57 - From “I think” to “I know”: Building trust

00:29:08 - When you finally experience product value

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.

Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

Sign up for the Lifetime Value newsletter: https://lifetimevalue.link/subscribe

We Fucked Up...and let the customer drive the bus | Episode 1608 Apr 202500:33:28

Have you ever let the client tell you they're a special little flower? That your standard processes simply canNOT apply to them?

...no? Well, then you haven't quite fucked up like we have.

In this episode we welcome Mick Weijers, Founder of Customer Success Snack, to chat how to overcome a know-it-all customer:

00:00:00 - Intro

00:03:30 - When the customer takes the wheel

00:05:59 - Even senior leaders fall for it

00:07:49 - Holding your ground in tough calls

00:09:06 - The client who knew better (but didn’t)

00:12:13 - Faking confidence vs. building trust

00:17:08 - When big accounts push too hard

00:25:59 - Which outcome framing works best?

00:29:22 - Key takeaways

And hey, we want to hear from you! What topics do you want us to tackle next? Reach out and let us know. Remember, we’re here to share how We Fucked Up So You Don’t Have To.


Reach out to Melanie: https://www.linkedin.com/in/melanie-faye/

Reach out to Stino: https://www.linkedin.com/in/stijn-smet-%F0%9F%90%B3-330435a9/

Sign up for the Lifetime Value newsletter: https://lifetimevalue.link/subscribe

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We Fucked up...the perception of the customer20 Jan 202600:29:33

As we welcome the new year, it's time to reflect on the lessons learned from the past and how they can shape our future. In the first episode of 2026 of "We Fucked Up So You Don't Have To Show," hosts Stino Smet and Melanie Faye share their experiences, insights, and a few laughs, emphasizing the importance of understanding customer perception in business.

Introduction:

Happy New Year! As we step into 2026, Stino and Melanie kick off the first episode with a lighthearted discussion about holiday traditions and personal reflections. But amidst the jokes and nostalgia, they dive into a crucial topic that affects every business: customer perception. This episode is packed with insights on how to handle customer feedback, especially when it doesn't align with the facts.


Section 1: The Holiday Hangover

Stino and Melanie reminisce about their holiday experiences, highlighting the common struggle of returning to work post-holidays. "It was just a slog last week, like getting back into it," Melanie shares, resonating with many listeners who feel the same way after the festive season. They discuss how the period between Christmas and New Year's can feel like a twilight zone, where energy levels are low, and everyone is trying to adjust back to reality.


Section 2: Diving into Customer Perception

The conversation quickly shifts to a recent experience Stino had with a customer complaint. After receiving an email expressing dissatisfaction with service, he meticulously checked the logs to ensure he understood the situation. However, he learned a valuable lesson when his boss pointed out that the customer’s perception was valid, regardless of the facts. Stino emphasizes, "The perception of the customer is always right, even if they are in the wrong." This insight is crucial for anyone in customer service, as it reiterates the need to listen and empathize with customers, rather than just defending the company's position.


Section 3: Handling Difficult Conversations

Melanie adds to the discussion by sharing her own strategies for managing difficult customer interactions. "I'll type out an email and then walk away from it," she admits, recognizing the importance of taking a step back to avoid emotional responses. This technique can help professionals respond more thoughtfully and effectively, turning potential conflicts into productive conversations.


Section 4: The Role of Communication

Both hosts agree that direct communication often resolves issues more effectively than email exchanges, which can easily be misinterpreted. Melanie suggests, "Talking about it is going to make it better than just emails going back and forth." This approach fosters a better understanding between the customer and the service provider, leading to improved relationships and outcomes.


Conclusion: Key Takeaways

In this engaging episode, Stino and Melanie remind us that while facts are important, understanding and addressing customer perceptions is crucial for success. As we enter 2026, let’s commit to listening to our customers, responding with empathy, and recognizing that their perceptions shape their experiences. By doing so, we can build stronger relationships and create a more positive impact in our professional lives.

We fucked up...202529 Dec 202500:39:20

In this episode, Melanie Faye and Stino Smet reflect on the tumultuous year of 2025, discussing the challenges posed by AI, the impact of social media on professional identity, and the importance of maintaining human connection in an increasingly automated world. They share personal experiences of over-servicing customers, hiring challenges, and therapeutic journeys, ultimately looking ahead to 2026 with a sense of preparedness and optimism.

Takeaways

  1. 2025 was a year of significant challenges and changes.
  2. AI has influenced how we approach change management.
  3. Social media can create unrealistic expectations for professionals.
  4. Maintaining a human connection is crucial in customer success.
  5. Over-servicing customers can lead to long-term benefits.
  6. Hiring processes require clear boundaries and objective criteria.
  7. Therapy can help in managing stress and anxiety.
  8. Learning from past mistakes is essential for growth.
  9. 2026 presents an opportunity to apply lessons learned from 2025.
  10. It's important to focus on what we can control moving forward.

We fucked up... Lessons from Generational Differences and AI18 Dec 202500:33:32

In a world where technology continues to reshape our workplaces, the emergence of AI tools like ChatGPT has sparked both excitement and concern, particularly among different generations in the workforce. In this episode of the ‘We Fucked Up So You Don’t Have To’ podcast, hosts Stino and Melanie delve into the challenges faced by customer success managers (CSMs) as they navigate these changes, especially with the influx of Gen Z into the job market.

Section 1: Understanding the Generational Divide

The hosts kick off the conversation with a light-hearted yet honest discussion about their experiences as millennials working alongside Gen Z. Stino shares his thoughts on how Gen Z’s reliance on technology, particularly AI, contrasts starkly with the manual skills that millennials developed early in their careers. He emphasizes that while Gen Z may have access to advanced tools that can streamline workflows, they often lack the foundational experience needed to effectively engage with customers. For instance, Stino notes, "They have it quote unquote, maybe easier, but it also terrifies me. How are they going to drive value?" This sentiment highlights a growing concern: can a generation that has relied on AI truly understand the nuances of customer interactions?


Section 2: The Role of AI in Customer Success

As the discussion progresses, Melanie and Stino explore the role of AI in customer success, acknowledging its potential to enhance productivity. They agree that AI can be a powerful ally in preparing for customer calls, providing prompts and suggestions that can make conversations smoother. However, they also caution against over-reliance on these tools. Melanie points out, "As soon as that gets derailed, it's like, what do you do next? Help, I'm not prepared for this." This highlights a critical gap: while AI can assist with basic tasks, it cannot replace the strategic thinking and adaptability that comes from real-world experience.


Section 3: Learning from Mistakes

Throughout the episode, both hosts reflect on their own learning curves when it comes to integrating AI into their workflows. Stino recounts an instance where he blindly trusted AI to draft an email, resulting in a costly mistake. "I once promised a refund where I shouldn't have," he admits, illustrating the pitfalls of relying too heavily on technology without applying human judgment. Melanie echoes this sentiment, mentioning how inaccuracies in AI-generated notes can lead to confusion and miscommunication in customer interactions.


Section 4: Building a Balanced Approach

The conversation shifts towards the importance of striking a balance between leveraging AI and maintaining a human touch in customer success roles. Stino emphasizes the need for managers to train new hires effectively, ensuring they develop the necessary skills to think critically and engage authentically with customers. "I'd rather want you to spend six hours on it, using your logical brain in combination with ChatGPT," he advises, underscoring the value of personal input and creativity in customer interactions.


Conclusion: Key Takeaways

As Stino and Melanie wrap up their insightful discussion, they leave listeners with several key takeaways. First, while AI can significantly enhance efficiency, it's essential to remember the importance of human experience and intuition in customer success. Second, managers play a crucial role in onboarding new team members, ensuring they understand the balance between using technology and applying their own skills. Finally, fostering an environment where mistakes are viewed as learning opportunities can lead to greater growth and development in customer success roles.

We Fucked Up...and brought Xena Energy16 Sep 202500:26:24
Full Show Notes

We’re back, babes. Season 2 is here and we’re booked through the end of the year. In this episode, Stino and Mel debrief a spicy refund blow-up (yes, bank fees and all), why “being right” can still cost you credibility, and how to set boundaries when a customer’s tone crosses the line. We also talk about segmenting customers by personality fit, calling people in (not just out), and channeling your inner Canadian when the petty meter spikes.

What we cover
  • The lost, too-unhinged summer episode (RIP) and why this one’s the real S2 kickoff
  • When policy says “refund” but your pride says “absolutely not”
  • Xena Warrior Princess mode vs. credible CSM mode (and how to get back to center)
  • Using policies + facts to de-escalate (and when to escalate internally)
  • Personality-based account assignments (yes, that’s a thing—and it works)
  • Scripts to professionally call out rude behavior without lighting a match
  • Extra prep for “tooth-pull” customers: prompts, slides, and value-first agendas
  • Why some leaders clam up 1:1 and open up in a group (status anxiety is real)
  • Remember: you’re a value driver, not a doormat

The Playbook (steal these)
  • Policy First: Lead with written policies and timelines; emotion comes second.
  • Call It In: “This tone isn’t how we work best—can we reset?”
  • Personality Routing: It’s okay to reassign accounts for better fit.
  • Prep Like a Pro: Pre-write questions, add a slide, and make “value receipts.”
  • Escalate Early: Pull in a manager or peer to defuse status anxiety.
  • Credibility > Victory: Being right isn’t worth losing the room.

Housekeeping
  • We’re recording through the end of the year—weekly drops for Season 2.
  • Got a glorious workplace screw-up (or lesson) to share? Want to guest? Slide into our DMs.
  • Explicit language warning. Proceed with headphones if HR sits nearby.

“We Fucked Up So You Don’t Have To” is the no-fluff podcast where Stino & Mel turn real-life facepalms into repeatable playbooks. Subscribe, rate, and send this to the one colleague who needs to stop emailing like it’s a cage match. 💋

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