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  1. Embracing Marketing Mistakes
  2. EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard
EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes · May 19, 2026

Fractional CMO Lucy Woolfenden on turning messy growth into momentum, the Skype story, and the typo that ended up on a 96-sheet billboard.

B2B Products in a Slow Economy Must Be a 'Painkiller,' Not a 'Vitamin'

During economic downturns, buyers avoid 'nice-to-have' vitamin products. To secure a sale, B2B solutions must be a 'painkiller' that solves an urgent, demonstrable problem, as businesses require strong justification for any new spending.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago

Consumers Are Escaping Online Overload by Returning to In-Person Events

As online spaces become overwhelming, people are seeking refuge in real life. Marketers are seeing a resurgence in the effectiveness of in-person events and communities, which now serve as an escape from the digital world, not the other way around.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago

The Future of Fintech Isn't Super Apps, It's Hyper-Niche Solutions

The fintech market is fragmenting away from 'super apps' that do everything. The next wave of successful products will cater to highly specific user segments, like an app for parents of toddlers, offering tailored solutions instead of a one-size-fits-all approach.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago

A 12-Person Sign-Off Process Still Missed a Typo on a National Billboard

A glaring typo on a 96-sheet Land Rover billboard was missed despite being signed off by 12 people from both the agency and the client. This highlights the fallibility of review processes, where diffusion of responsibility can lead to major, public errors.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago

Startups Should Compete on ICP Connection, Not Features, Against Tech Giants

Startups can't out-feature incumbents like Microsoft. Instead, they should find their 'blue ocean' by focusing on a specific Ideal Customer Profile (ICP). Their key differentiator becomes a deeper connection and relational understanding, not a superior toolkit.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago

Marketers Gain Influence by Translating Metrics into Business Objectives

To move from a tactical to a strategic role, marketers must stop reporting on channel-specific metrics like CTRs. Instead, they must articulate how their activities directly ladder up to overall business growth and align with the goals of other departments.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago

Microsoft's Skype Acquisition Failed by Misjudging Its User Base

Microsoft bought Skype for its 300 million users to onboard them to Microsoft Office. The strategy failed because Skype's consumer user base was completely different from Microsoft's target business audience, demonstrating a critical user-base mismatch in an acquisition.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago

Forwarding Calendar Invites Can Expose Private Comments to the Original Sender

A cautionary tale for all professionals: forwarding a calendar invite can send your added comments back to the original event creator. This happened to the guest, who accidentally revealed a candid message about a 'grumpy' client directly to them.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago

Financial Regulations Act as a Moat Against the AI-Fueled 'SaaS Apocalypse'

The 'SaaS apocalypse'—where agile, AI-powered startups can quickly disrupt established players—is less of a threat in fintech. Strict regulatory bodies like the FCA create a significant barrier to entry, slowing down disruption and protecting incumbent companies.

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard thumbnail

EP 111: The Typo That Lucy Woolfenden Made It Onto a 96-Sheet Billboard

Embracing Marketing Mistakes·2 months ago