Revenue Rewired

When sales blames marketing and marketing blames sales, who's right? Jay Feitlinger and Sarah Shepard share how StringCan Interactive has used secret shopping for 16 years to find the friction that drains revenue before anyone spots it. You'll hear how one call to a client’s competitor changed their view of their entire sales process, why fresh eyes catch what your team stopped seeing long...

Bringing a blank page to AI is one way to use it. Bringing your best thinking and asking AI to pick it apart is a much better one. In this episode of Two-Minute AI Tips, Sarah explains why the session that starts with your own formed position consistently produces more useful output. In this episode, you'll learn: Why AI defaults to average when you give it nothing to work with What it looks l...

The excitement around your AI rollout will fade. In this episode of Two-Minute AI Tips, Sarah talks through why month three is where most rollouts quietly lose momentum and what the second phase of adoption actually needs to look like. In this episode, you'll learn: Why curiosity-driven adoption has a natural ceiling What changes between phase one and phase two of a real rollout How to plan fo...

Sixteen years into running StringCan Interactive, Jay Feitlinger and Sarah Shepard get candid about why so many agency-client relationships fall apart and how agencies help cause it. They trace nearly every breakdown back to two culprits: communication and alignment. You’ll hear how a rushed sales handoff sets up failure, why clients quietly expect their agency to read minds, and how a strategic p...

The people reviewing your content already believe in it. Your audience doesn't. In this episode of Two-Minute AI Tips, Sarah shares the pre-publish audit she runs on every piece of content at StringCan Interactive and why it keeps catching things internal review misses entirely. In this episode, you'll learn: Why the people closest to your content are the least qualified to spot its gaps How to us...

You paid for the booth, the flights, and the hotel, so why does the trade show still feel like a write-off? Jay Feitlinger just got back from supporting a client at a Las Vegas conference, and he and Sarah Shepard break down what separates an event that builds pipeline from one that drains your budget. They walk through the prep that should start weeks out, why marketing and sales alignment decide...

AI-assisted work is getting harder to distinguish from original thinking, and that's creating a real problem inside teams. In this episode of Two-Minute AI Tips, Sarah gets into the credit and attribution question that leaders haven't figured out how to talk about yet. In this episode, you'll learn: Why output quality is no longer a reliable signal of contribution How AI is changing wh...

What if your next big win is already sitting in your CRM? In this episode of Revenue Rewired, Jay Feitlinger and Sarah Shepard dig into closed lost, the pipeline stage where deals quietly go to be forgotten. Jay shares how reviewing hundreds of closed lost deals in a client's HubSpot account showed roughly 70% were lost to timing, which reshaped their entire budget plan. If you lead mid-market...

A sharp AI-assisted proposal won the deal. Then the delivery team opened it. In this episode of Two-Minute AI Tips, Sarah talks through what happens when the sales process uses AI without looping in the people who actually have to execute it, and the simple step that fixes it. In this episode, you'll learn: Why AI-built proposals create gaps that show up after the contract is signed What the d...

Picture a buyer comparing two software platforms, and the one with the stronger features loses because the sales experience felt slow and inconsistent. Jay Feitlinger and Sarah Shepard use a real client situation to explore how feelings and features both shape a purchase, and how a few days of silence can undo great marketing. You'll hear how to treat early friction as a single data point inst...

Your AI pilot worked perfectly. So why did it fall apart the moment you tried to scale it? In this episode of Two-Minute AI Tips, Sarah explains the hidden dependency that makes small AI wins hard to repeat, and what to document before rolling anything out wider. In this episode, you'll learn: Why a successful pilot can hide a single point of failure What's actually behind early AI wins th...

What happens when a web agency stops fearing AI and starts building with it? Sarah Shepard talks with Jon Coss, founder of Wawai Partners, who runs a US web company from Malang, Indonesia. Jon explains how his team cut build times from six weeks to one, and how he now edits client sites through Claude Code without being a developer. He also calls static dashboards the headphone jack of software. S...

A lot of leaders use AI to justify decisions they've already made. In this episode of Two-Minute AI Tips, Sarah explains why that loop runs backward, and what flipping it does to the quality of every decision after. In this episode, you'll learn: Why using AI to validate after the fact is the costliest way to use it How to reverse the loop to stress-test decisions before committing What ch...

Not every tool with AI in the name has AI doing the actual work. In this episode of Two-Minute AI Tips, Sarah shares the three questions to ask any vendor before signing, so teams stop paying for branding and start paying for real capability. In this episode, you'll learn: How to spot AI branding versus AI that's actually built in Three questions that separate capable vendors from clever m...

Jay Feitlinger and Sarah Shepard take on a tool that nearly every b2b marketing strategy leans on and ask whether it's built to help or to hurt. Lead scoring promises to sort hot prospects from cold ones, but Jay shares a real story in which a negative score almost buried a lead that turned into a multi-million-dollar opportunity. They break down what strong sales pipeline management actually...

AI sounds current even when it isn't. In this episode of Two-Minute AI Tips, Sarah breaks down how knowledge cutoffs can corrupt market research and competitive analysis, and what to check before any AI output shapes a real decision. In this episode, you'll learn: What a knowledge cutoff actually is and why it matters How outdated AI output sneaks past teams that move fast The verification...

Jay Feitlinger and Sarah Shepard sit down for one of their longest-running arguments: should your pricing live on your website? Jay walks through the two fears that keep most founders from publishing a single number, and explains why he sees pricing transparency as a filter that strengthens sales pipeline management rather than a risk. Sarah pushes back from the buyer's seat, sharing how price...

The best prompt isn't a prompt. In this episode of Two-Minute AI Tips, Sarah breaks down why a context document beats any single prompt, and how building one changed the consistency of everything her team produces with AI. In this episode, you'll learn: What goes into a context document Why starting cold kills quality in AI workflows How to build it once and roll it out across a whole team...

Your leadership team has talked about AI. Have they asked the question that actually matters? In this episode of Two-Minute AI Tips, Sarah names the strategic conversation a lot of teams are avoiding, and why it decides whether AI helps you or levels you. In this episode, you'll learn: The question that turns an AI tools discussion into a strategy discussion How to spot which parts of your edg...

Revenue doesn't always break in obvious places. Sometimes it leaks 15 minutes at a time, hidden inside a calendar nobody's tracking. In this episode, Sarah Shepard breaks down why time tracking matters so much for B2B marketing strategy and revenue operations, even for the founders who'd rather do anything else. She walks through how StringCan built a low-pressure pilot system, why sal...

More AI output doesn't mean more business progress. In this episode of Two-Minute AI Tips, Sarah explains why AI-heavy teams often end up busier than before, and the constraint habit that actually moves decisions forward. In this episode, you'll learn: Why AI shifts the busy work instead of removing it How unlimited generation can stall decisions The pre-prompt habit that separates real pr...

Jay Feitlinger and Sarah Shepard open with a split screen a lot of B2B teams will recognize. The LinkedIn numbers looked flat. Twenty-four hours later, the text messages started arriving from people who loved the content. Same week, two completely different stories, and only one of them shows up in a report. This conversation gets into why public engagement dried up, what happens when social media...

What if you knew the pushback before the client gave it? In this episode of Two-Minute AI Tips, Sarah shares the ten-minute AI prep routine she runs before every important client call to walk in with a sharper read on the room. In this episode, you'll learn: How to simulate client resistance with AI before a meeting What to ask to surface concerns nobody says out loud Why this level of prep ch...

Should sales and marketing live under one leader, or stay separate? Jay Feitlinger and Sarah Shepard dig into one of the toughest calls a growing company makes: which role to hire first, and whether combining both into a single seat ever really works. They walk through the warning signs of an overloaded department, the case for a rev ops hybrid, and why a fractional hire can clear the runway befor...

Most people are still prompting AI one ask at a time. The leaders pulling ahead have moved on. In this episode of Two-Minute AI Tips, Sarah breaks down what it actually means to write a loop, why loops that learn beat loops that just run, and how to build your first one today. In this episode, you'll learn: Why prompting AI one turn at a time is leaving leverage on the table The three ingredie...