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PODCAST

Revenue Rewired

Jay Feitlinger and Sarah Shepard

Reimagine how you approach marketing, sales, and revenue growth with the Revenue Rewired podcast. Hosted by StringCan Interactive’s CEO Jay Feitlinger and COO Sarah Shepard, this podcast dives into the biggest challenges mid-market B2B companies face. Weekly this dynamic duo breaks down complex strategies into actionable insights to help you align your business, maximize ROI, and drive measurable growth. No jargon (ok maybe a lil), but mainly just straight talk to fuel your revenue engine. Tune in

business marketing

All Episodes

00:01:32

AI Ep 36: The Future of Meetings Is AI-Mediated

Revenue Rewired ·

2026/02/03

AI is already sitting in your meetings. It’s taking notes. Summarizing conversations. Sending follow ups.On paper, that sounds like a win. In reality, behavior shifts the moment people know they’re being recorded.They choose words more carefully. They soften opinions. They hold back half formed ideas.One client told me their brainstorms lost energy once AI joined the call. Not because the tech failed, but because the transcript felt permanent.AI note takers can be powerful, but only if psychological

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00:30:07

Ep 45: Why Raising Revenue Targets May Cost You More...

Revenue Rewired ·

2026/01/29

Raising revenue targets sounds like progress. Until deals slow down, morale drops, and your strongest people quietly start disengaging.In this episode of Revenue Rewired, Jay Feitlinger and Sarah Shepard unpack why increasing revenue goals without changing the system behind them often costs far more than it delivers. Sparked by a real story from inside a sales organization, the conversation moves past quotas and pressure and into what actually breaks when leaders ask for more without addressing

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00:01:26

AI Ep 35: When AI Becomes Office Politics

Revenue Rewired ·

2026/01/27

In some organizations, the person using AI most often suddenly looks like the smartest person in the room. Their emails are crisp. Their decks are clean. Their reports read like they came from a consultancy.Meanwhile, the person asking harder questions, flagging risks, or thinking two steps ahead can fade into the background.Why? Because AI optimizes for presentation, not depth.I’ve watched leaders reward the polish without realizing the real value is coming from the strategic thinking happening

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00:29:26

Ep 44: The Difference Between Tactic Failure and...

Revenue Rewired ·

2026/01/22

You’ve hit the wall before. The campaign isn’t working. The leads feel off. The data says one thing, your gut says another, and everyone’s telling you to try something new.In this episode, Jay and Sarah slow the moment down and ask a harder question: what if the tactic isn’t the problem at all?Using real examples from recruiting, demand generation, client work, and internal decision-making, they unpack why leaders so often blame the channel, the platform, or the campaign, when the real issue lives

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00:01:50

AI Ep 34: Simulate Someone Smarter Than You

Revenue Rewired ·

2026/01/20

If you want better strategic input from AI, don’t ask it what you should do. Ask it what someone smarter, tougher, or more skeptical than you would do.We use this constantly with our marketing team. Instead of “Write a blog about AI,” we’ll say, “Act like our most skeptical client, what’s your take on this trend?” Or, “You’re our smartest competitor. How would you position this better?”That shift matters because it forces perspective, not preference. You’re no longer reinforcing your own bias,

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00:32:12

Ep 43: What Over-Servicing Really Means

Revenue Rewired ·

2026/01/15

You’ve heard the term over-servicing before. It usually sounds like a client problem. Or an agency problem. Or something no one wants to name out loud.In this episode, Sarah is joined by Steve DePuys, Director of Client Services and Strategy at StringCan, to unpack what over-servicing actually means — and why it quietly erodes revenue, margins, momentum, and trust on both sides of the relationship. What starts as “just helping” often turns into blurred scope, inflated hours, missed expectations, and

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00:01:43

AI Ep 33: Stop Prompting. Start Programming.

Revenue Rewired ·

2026/01/13

If you’re still prompting AI with, “Write this in my tone of voice,” you’re already behind.There’s a hard ceiling on clever prompting. You can tweak words all day, but eventually the returns flatten. The real leverage doesn’t come from better prompts, it comes from better systems.Think custom GPTs. Reusable workflows. Zapier automations. Even light scripting. The people seeing real ROI from AI aren’t babysitting prompts, they’re designing repeatable processes.Instead of asking ChatGPT to clean up

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00:23:45

Ep 42: Where Does Marketing Stop and Sales Start

Revenue Rewired ·

2026/01/08

You’ve seen sales and marketing clash. You’ve lived the messy handoffs. And you’ve probably wondered who should actually own what inside your revenue engine.In this episode, Sarah and Jay unpack the real friction point between marketing and sales, where one ends, the other begins, and why the line between them is a lot gooier than anyone wants to admit. From cold email debates to personalization rabbit holes to the “who writes what” showdown that sparked this episode, they pull apart the blurry

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00:01:48

AI Ep 32: The Myth of the All-Knowing Model

Revenue Rewired ·

2026/01/06

Let’s reset the narrative for a second. Large language models don’t actually know things. They aren’t pulling from a live database. They don’t check facts in real time. What they do exceptionally well is predict language.So when you hear someone say, “ChatGPT sounded confident, so it must be right,” that should raise a red flag.These tools generate answers based on patterns, not certainty. There’s no internal meter saying, “I’m pretty sure this is accurate.” They’re optimized to sound authoritative

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00:01:43

AI Ep 31: Make AI Think Like Your Enemy

Revenue Rewired ·

2025/12/30

Use AI not just to align with your thinking, but to challenge it. Prompting AI to write from a critical perspective, like a competitor or a tough stakeholder, can reveal unexpected insights and blind spots.This practice forces you to anticipate objections and shows where your messaging, assumptions, or pitch might be weak.Key takeaway: Make AI your sparring partner. Purposefully prompting it to disagree is the fastest way to strengthen your ideas and find your next breakthrough.Contact Us:Email:

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00:01:42

AI Ep 30: Make AI Think Like Your Client

Revenue Rewired ·

2025/12/23

What if you could preview how your client will respond before you hit send? In this episode of Two-Minute AI Tips, Sarah shares how to structure AI to simulate client feedback, and why it’s one of the most underrated uses of generative tech.In this episode, you’ll learn:How to create a lightweight “client mode” for AIWhy simulating perspectives leads to stronger outputWhat to feed the model to sharpen empathy and performanceYour best prompt might not be about content, it might be about

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00:33:53

Ep 41: How to Ruin Your Website Investment

Revenue Rewired ·

2025/12/18

You’ve seen companies pour six figures into a website… only to let it decay the second it launches. You’ve watched teams treat a major brand asset like a “set it and forget it” project. And thanks to AI, you’re now watching websites become one of the most important signals in your entire revenue engine.In this episode, Sarah and Jay break down the fastest ways companies ruin their website investment, from outdated content that undermines credibility to neglected ADA issues, aging design, messy

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00:01:36

AI Ep 29: AI Can’t See the Org Chart

Revenue Rewired ·

2025/12/16

Ever get great output from AI, only to realize it won’t fly with your team? In this episode of Two-Minute AI Tips, Sarah unpacks why AI misses internal nuance, and how to prompt like a strategist, not just a taskmaster.In this episode, you’ll learn:Why AI doesn’t understand power dynamicsHow org charts and politics break good AI adviceWhat to add to your prompts to make output actually usableAI can’t navigate your team. That’s your job. Lead accordingly.Contact Us:Email:

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00:25:33

Ep 40: Where Does Marketing Stop and Sales Start

Revenue Rewired ·

2025/12/11

You’ve seen sales and marketing clash. You’ve lived the messy handoffs. And you’ve probably wondered who should actually own what inside your revenue engine.In this episode, Sarah and Jay unpack the real friction point between marketing and sales, where one ends, the other begins, and why the line between them is a lot gooier than anyone wants to admit. From cold email debates to personalization rabbit holes to the “who writes what” showdown that sparked this episode, they pull apart the blurry

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00:01:42

AI Ep 28: Are You Addicted to AI?

Revenue Rewired ·

2025/12/09

Not all overuse looks like overuse. In this episode of Two-Minute AI Tips, Sarah calls out the quiet addiction leaders are developing to AI, and how to tell when you’ve crossed from leverage into dependence.In this episode, you’ll learn:Why “too much AI” often looks productiveHow to recognize dependence disguised as delegationWhen to stop prompting and start decidingYour judgment isn’t optional. AI should support it, not substitute it.Contact Us:Email: podcast@stringcaninteractive.comWebsite:

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00:27:38

Ep 39: The Most Misunderstood Budget Item in the...

Revenue Rewired ·

2025/12/04

Ever looked at an agency proposal and thought, “Why am I paying for account management?”Account management shows up on nearly every agency proposal, but most people do not know what it actually includes. It looks vague. It looks optional. It looks like something you should not have to pay for.In this episode, Sarah and Jay explain the real purpose of the account management line item and why it is essential to keeping your marketing investment productive. They break down what is included in that

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00:02:02

AI Ep 27: AI Can’t Hold the Thread

Revenue Rewired ·

2025/12/02

ChatGPT forgetting what you said five prompts ago? In this episode of Two-Minute AI Tips, Sarah breaks down why AI struggles with long conversations, and what smart users do instead.In this episode, you’ll learn:Why LLMs lose context in longer threadsWhat “token limits” mean for your workflowHow to work with AI’s short memory, not against itDon’t expect it to follow the thread. Build the structure that keeps it on track.Contact Us:Email: podcast@stringcaninteractive.comWebsite:

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00:01:34

AI Ep 26: An AI Agent Isn’t a Chatbot

Revenue Rewired ·

2025/11/25

Not sure what makes an AI “agent” different from a chatbot? You’re not alone. In this episode of Two-Minute AI Tips, Sarah explains what separates talk from action, and why agents are the future of real AI productivity.In this episode, you’ll learn:What defines an AI agent (and what doesn’t)Why autonomy—not answers—is the game-changerHow to start thinking beyond conversation and into executionIf you want AI that actually does things, this is where it starts.Contact Us:Email:

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00:29:02

Ep 38: Why Are Businesses So Obsessed With Reddit

Revenue Rewired ·

2025/11/20

You want your message to stand out. Your audience just wants quiet. And somewhere in between, your buyers stopped listening.In this episode, Jay and Sarah unpack why so many teams are chasing attention in oversaturated channels, and how platforms like Reddit are quietly becoming the new places where real conversations (and buying signals) happen. They talk about the shift from noise to nuance, the fatigue of LinkedIn spam, and how decision-weary audiences are forcing brands to get clearer, simpler,

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00:01:57

AI Ep 25: Why AI Can’t Play Chess

Revenue Rewired ·

2025/11/18

Ever wonder why ChatGPT, Perplexity or Claude fall apart playing chess? In this episode of Two-Minute AI Tips, Sarah shares what happened when she relied on Claude mid-game, and why language models will never match a real chess engine.In this episode, you’ll learn:Why LLMs can’t calculate with precisionThe difference between pattern-matching and strategic depthWhat this teaches us about trusting AI in high-stakes decisionsIf you’ve ever mistaken confidence for competence, this episode is your

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