Live Chat with Jen Weaver

This podcast is sponsored by Supportman, which connects Intercom to Slack and uses AI to give agents feedback and surface problems in real time. The holidays don’t look the same for everyone. Some teams shut down for a week, while support teams have to keep the queue moving. On global teams, there are even more calendars to juggle, and not everyone experiences this season as joyful. In this episod...

This podcast is sponsored by Supportman , which connects Intercom to Slack and uses AI to give agents feedback and surface problems in real time. What does it take to turn everyday customer conversations into insights that guide the whole business? In this episode of Live Chat with Jen Weaver , I sit down with Andrew “Coach” Rios , a veteran support operations leader with more than 25 years of exp...

This podcast is sponsored by Supportman , which connects Intercom to Slack and uses AI to give agents feedback and surface problems in real time. What happens when budgets shrink, layoffs ripple across the industry, and leaders are asked to do more with less?  This week on Live Chat , I sat down with   Alisha Joseph , founder of Savvy Service Pro and creator of the upcoming AI coaching tool Savvy...

This podcast is sponsored by Supportman which connects Intercom to Slack and uses AI to give agents feedback and surface problems in real time. Ever leave a virtual meeting wondering why it felt flat, even though the content was solid? In this episode, I’m joined by Anders Boulanger , founder and CEO of Engagify and author of Engage First (coming October 7). Anders is a magician-turned-keynote spe...

This podcast is sponsored by Supportman , which connects Intercom to Slack and uses AI to give agents feedback and surface problems in real time. “Consistent quality review, I think, is better than no quality review.”  That’s the principle that guided Stacy Justino, Product Support Manager at PetDesk, when she launched a brand-new QA program for veterinary support in just weeks. Drawing from her e...

If your QA process is just a checklist, you are wasting time, money, and customer trust. Today, I’m talking with Chloé Koers-Bourrat, Process and Productivity Manager, Support Operations at Smartly, who built a prevention-first QA program that turned a fast-growing ad tech team into a 97 percent-plus CSAT powerhouse. Chloé’s approach is simple but powerful. She focuses on catching problems before...

"I'm not here to catch your mistakes, I'm trying to get customers to stop yelling at you." - Amanda Drws That’s how Amanda Drws thinks about QA, and it’s a big reason her teams trust the process instead of fearing it. In this episode, we dig into how Amanda built a QA approach that actually makes life easier for agents and more valuable for the whole company. She shares why she...

AI isn't something you turn on like flipping a switch. Chances are, your team is already using it. That chatbot pilot you ran and the sentiment analysis humming along in your stack, those are AI at work. The challenge isn't adoption, it's making it work for you instead of against you. This week, I’m joined by Jen McCorkle, a data-driven leader with 25+ years of experience in revenue...

Ever feel like your to-do list is calling the shots? Elyse Mankin has been there, and she figured out how to take back control. As Head of Support at Attio, Elyse knows firsthand how hard it is to shift from individual contributor to team lead without drowning in tasks. In this episode, she gets real about the habits that don’t scale, the ones that do, and what it takes to rebuild your time manage...

Let’s face it, support roles don’t always get the credit they deserve. Too often, people see them as just a pit stop on the road to something “better.” But what if it could be both a launchpad and a place worth landing? In this episode, I talk with Alex Plasket, one of those rare leaders who makes people want to stay. His team isn’t just high-performing; they genuinely like being there. And it’s n...

No matter what industry you're in, everyone’s talking about AI. In support, it’s either the shiny new tool that’s supposed to fix everything or the thing causing confusion, pressure, and a lot of “what now?” moments for team leads.  But what does a realistic AI strategy actually look like? This week on Live Chat with Jen Weaver, I’m joined by Craig Stoss, VP of Partner Solutions at Kodif, for...

Support teams are swimming in data, but how much of it actually helps you make better decisions? In this episode, I’m joined by Craig Stoss, VP of Partner Solutions at Kodif, to talk about the two biggest data mistakes support teams keep making and how to fix them. Craig’s been in the CX and support world for over 25 years, and he’s walking us through his 5-step system to simplify metrics. We get...

Have you ever felt like your support dashboard is just a bunch of numbers no one really connects with? In this episode, Jen sits down with Mario Guisado to talk about building dashboards that actually tell a story. Mario walks through his six-step process for making data useful: how to choose the right metrics for the right audience, resonate with your leadership, and build something that supports...

What actually changes when you become head of support? In this episode, Jen sits down with Idit Matas—a global support leader with experience at Datadog and Firebolt—to unpack the first 90 days of head-of life. From auditing global coverage and designing on-call rotations, to redefining escalation paths and collaborating cross-functionally, Idit offers a real-world blueprint for scaling support th...

What does it actually take to build a psychologically safe, people-centered support org? Alex Armstead will share with us 5 solid strategies you can start implementing now. With nearly a decade at Clever (a unicorn in the tech world 🦄) and roots in both teaching and support, Alex shares exactly how they’ve built internal systems that support retention, cross-functional visibility, and real profes...

What do you do when your highest-revenue customers need (and expect) more than your basic support offering? If you're Miles Goldstein, you create a Premier Support program that delivers real relationships and real retention. With 20+ years leading global support orgs at B2B SaaS companies, Miles joins our us to unpack how to design and launch a Premier Support offering that actually works—wit...

What do you do when 1:1 product demos become unsustainable? If you're Alison Groves, you scale—strategically, efficiently, and with a whole lot of heart. Alison, Customer Education Lead at Help Scout, joins Jen to break down how she turned live classes into a high-converting, one-to-many program. With a background in support and onboarding at places like Zapier, Highrise, and Customer.io, Ali...

How do you keep a support team sounding human, helpful, and on-brand as it grows? When scaling, tone drift can turn great support into inconsistent and robotic interactions. Priscilla Brooke , Head of Podcaster Success at Buzzsprout , joins us to share how her team created a Tone Document that ensures every interaction stays clear, friendly, and aligned with their brand . In this episode, we cover...

Steph Hardy, Customer Solutions Engineer at Guru, wanted to become even more efficient with her colleagues—so she borrowed a playbook from engineering and brought Agile sprints to CX. In this episode, Steph shares how she adapted the sprint framework to fit her team’s workflow, helping them stay focused, reduce redundant work, and increase feature adoption. She walks us through: ✅ How being curio...

Starting as the first (or only) support hire at a growing company? Brittany Ferguson has been there—many times. Instead of feeling overwhelmed, she’s built a process that helps support teams thrive, even when it’s just one person. 🎥 Watch on YouTube   📑 Download the step-by-step guide This podcast is brought to you by Supportman.io , providing instant QA and conversation management from Intercom...

Support teams juggle way too many manual tasks —from sending training invites to formatting reports and tracking progress. But what if you could automate it all with the tools you already have? In this episode, Rob Dwyer from Happitu shares how he used VBA inside Microsoft tools to eliminate repetitive work, saving hours every week on training, onboarding, and QA. You’ll learn: ✅ How to identify...

I'm delighted to share episode 3 with Conor Pendergrast of CustomerSuccess.cx! In this episode, Conor shares how as the Senior Leader of Customer Success at Expensify, he handled the customer backlash after some contentious executive decisions. We talk about: The Turning Point: How Conor identified the need for an escalation process and brought senior leadership into the fold. Automation in A...

Effortless product launches are possible! In this episode of Live Chat with Jen Weaver , we sit down with Ashley Gutierrez-Seiler from YNAB to uncover her proven strategy for preparing support teams for fast-paced feature releases. As a Product Support Liaison, Ashley bridges the gap between customers and product teams, ensuring smooth communication, up-to-date training, and a seamless customer ex...

Connect With Us: Subscribe to get episodes over email ! Meet Meg Palazzolo , a customer success leader with 15 years of experience building and scaling customer-facing teams. Currently at a stealth-mode startup, Meg is using AI to manage multiple hats and streamline workflows in early-stage operations. AI as a Second Brain: Meg shares how she leverages tools like Claude and ChatGPT for everything...