Coffee Meets Cloud

This week on Coffee Meets Cloud, we start with chaos—flu season taking down entire households, a truck getting wedged in a parking garage (yes, really), and an unexpected pickleball injury that escalated quickly.

But underneath the laughs, we dig into something bigger: the rise of the “soft life” trend—and why it sounds good but doesn’t always hold up in the real world.

What starts as a conversation about boundaries turns into a de...

What do neighborhood conflict, AI agents, and teenage drivers have in common?

They all test your ability to respond instead of react.

In this episode, we unpack a real-world situation involving public conflict and personal boundaries—and what it reveals about leadership outside the workplace.

We also pull back the curtain on AI agent development: why what works in testing fails in production, the hidden complexity most teams ignore...

We grew up believing that if we worked hard, followed our passion, and did everything “right”… things would work out.

But what happens when you realize the rules you were taught don’t actually work anymore?

In this episode, we’re unpacking the biggest beliefs millennials were handed—from “work hard and you’ll be rewarded” to “you can have it all”—and where those ideas start to fall apart in real life.

More importantly, we’re gettin...

This week we’re throwing the agenda out the window and catching up.

From random life hacks that are saving us money, to the shows we’re currently hooked on, to a debate about what it really means to be a spoiled wife… this episode goes everywhere.

Somehow we even end up talking about Jerry Springer and the trash TV that speaks to us.

If you like the episodes where it feels like you’re sitting at the table with us having coffee and ...

Everyone says they want the village. But fewer people want to be a villager.

In this episode, we start with a catch-up on life with the kids and how wildly different childhood looks today compared to when we were growing up. From constant schedules to digital everything, the landscape of parenting and community has shifted more than we often realize.

We also talk about the rising trend of adult children going no-contact with family...

In this lively episode of Coffee Meets Cloud, the three musketeers dive into a whirlwind of fun and insightful discussions! They kick things off with a spirited debate about the last-minute surprise dress-up days at school, sharing tips for navigating the chaos of motherhood.

Next, they shift gears to tackle the ever-dreaded performance review season, dissecting the art of understanding feedback. The trio shares personal experience...

In this week’s episode of Coffee Meets Cloud, Cassandra and Rachel go “two amigos” style while welcoming their first guest in a couple of months — Brooke Brengartner. From breaking into the Salesforce ecosystem right out of college to navigating the real-world challenges of Marketing Account Engagement, this conversation is packed with honest insights, laughs, and a little builder therapy.

In this episode we cover: ✨ Brooke’s journ...

Rachel’s out taking care of family, so it’s just Caramie and Cassandra this week — running on fumes and saying the quiet parts out loud.

We unpack a week full of relentless “peopleing,” social batteries drained to 0%, losing our vehicles in Buckhead like exhausted millennials, and operating at energy levels somewhere around 10%.

Then we pivot to the bigger question: Is everyone hitting AI fatigue?

And more importantly — is Salesfor...

In this cozy yet chaotic episode of Coffee Meets Cloud, we dive into the unpredictable world of winter storms—what to do when the snow starts falling and the winds start howling! 🌨️ But wait, there’s more! Ever wondered what would happen if you slept nude and your house caught fire? We explore that cheeky scenario and what your neighbors might think! 😳 Plus, we share heartfelt updates on our little ones, from navigating the ADHD ...

Somehow we ended up talking about PTO mix-ups, first dance classes, DIY projects, skincare rabbit holes, and why one innocent scroll can convince you that you need a new routine, a new product, and a new personality.

This episode is a no-notes, real-life catch-up on being constantly influenced, mildly exhausted, and weirdly impressed by how much the internet seems to know about us. From half-baked DIY confidence to the subtle press...

In this episode of Coffee Meets Cloud, we’re joined by Sarah Margaret O’Brien, a Data Scientist at Southern Company, to discuss building a meaningful career in data, AI, and analytics.

Sarah shares her path from Girls Who Code to developing machine learning solutions in the energy industry, along with insights on mentorship, representation, and leadership without a formal title. We also explore how she balances ambition, mindfulnes...

The holidays were a whirlwind, and now it’s time to look forward! In this first episode of 2026, we dive into the art of prioritizing yourself as we set the tone for the new year. Join us for a friendly and fun chat about:

• Scheduling Less: Learn tips on creating a balanced schedule that allows for downtime and creativity, rather than endless meetings.
• Normalizing Work T...

Get ready for an episode that proves your dream life is closer than you think! This week on Coffee Meets Cloud, we're getting real with the one and only Salesforce Amy. We’re pouring up the truth on everything from meeting your significant other overseas to exploring new cultures and reframing how you view your job today. Amy shares golden nuggets on transforming your current role into a career you will genuinely love. Tune in for ...

In today’s episode, Cassandra briefly turns into a robot (technology humbles us all), and then we get into the real story.

Kassundra Evans shares how a carefully planned path toward law school gave way to a career in cybersecurity—and why that pivot wasn’t accidental, but catalytic. We talk about the Women in Tech Single Mothers program and how access to the right rooms, the right support system, and a network of powerhouse women c...

Friendship gets a glow-up in your 30s and 40s. On this episode of Coffee Meets Cloud, we’re getting real about the evolving nature of friendships - from finding your people while managing careers and kids, to outgrowing relationships that no longer fit, to the unexpected joy of deeper, truer connections.

We unpack why adult friendships feel different (and harder), how working moms build and maintain community, and the unspoken rule...

In this episode of Coffee Meets Cloud, we sit down with the incredibly talented Jonathan Riviere to explore the art of building lasting customer relationships. 🤝 Jonathan shares valuable insights on how the right turns of phrase can influence perceptions and clarify your intentions, helping to foster trust and connection.

We also delve into the fascinating intersection of performance theater 🎭 and professional growth, discu...