Marketing Dilemmas

Marketing Dilemmas

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Marketing Dilemmas episodes

  • The Comfort Trap Dilemma with Michael Maximoff

    Too many marketing teams fall into the comfort trap - sticking with what’s “always worked” and avoiding change until results dip.

    In this episode, Michael challenges that mindset head-on. He shares why waiting for a downturn before testing new channels or formats is a risky move, how to run small experiments alongside BAU, and the mindset shift needed to keep performance growing in a fast-changing market.

    50 min
  • The new market penetration dilemma with Adina Apachitei, Global Director of Best Practices Programme

    Adina, Global Director of Best Practice Programs at AVEVA, joins Marketing Dilemmas to unpack one of the hardest challenges in enterprise marketing: how do you effectively penetrate new markets when you’re juggling long sales cycles, complex portfolios, and competing internal priorities? From thought leadership to funnel strategy and outbound alignment - this episode breaks down the real blockers to driving growth in new segments.

    54 min
  • The innovator’s dilemma: Risking a successful product to chase new heights with Maura Rivera, CMO at Qualified

    What do you do when AI creates both your biggest opportunity and your biggest risk? In this episode, Maura Rivera, CMO at Qualified, shares how her team made the bold decision to pivot away from their successful flagship product and reposition entirely around an AI-powered SDR agent. It’s a story of product bets, internal resistance, and how to go all in - before the market catches up.

    49 min
  • Marketing the marketing team with Florian Frese, Marketing Director at Wire

    In this episode of Marketing Dilemmas, Liam is joined by Florian Frese, Marketing Director at Wire. Together, they unpack a challenge every marketer faces but few talk about: internal marketing. From building trust across teams to avoiding the dreaded “marketing in a silo” trap, Florian shares candid insights into what it really takes to get internal buy-in, show marketing’s value, and foster cross-functional alignment. Plus, how sharing updates on LinkedIn can double as your best internal comms hack.

    43 min
  • Trapped by the Ideal Customer Profile with Ben Smith, Marketing Director at Reachdesk

    In this episode of Marketing Dilemmas, Liam sits down with Ben Smith, Marketing Director at Reachdesk to tackle a growth challenge many scale-ups face: what to do when you’ve nailed your ICP but are starting to hit a ceiling.

    They unpack how Reachdesk refined their targeting, improved win rates, and now face the next big question - how to expand without losing focus. Expect insights on ABM signals, scrappy tactics, first-party data, and the true power of gifting in B2B.

    49 min
  • The Demand Gen Marketer’s Call to Product Marketing Arms with Tas Bober, Founder of The Scroll Lab

    B2B marketing isn't just campaigns and channels - it's understanding your product like a PMM.

    In this episode, Tas Bober (Founder at Scroll Lab) shares how realising her weakest link - product marketing - led her to build a lightweight, scalable framework every demand gen marketer can use to bridge the gap, run faster, and never rely on a last-minute slide again.

    She breaks down:

    • Why most campaigns fail from a lack of product context
    • How she built a mini-PMM process from scratch
    • Why this framework will save you (and your sales team) hours

    Whether you’re in-house or agency-side, this is your blueprint for becoming a deeper generalist - and making better marketing decisions.

    58 min
  • The art of nurturing: When is a prospect really ready? With Steffen Hedebrandt, CMO at Dreamdata

    In this episode, Liam is joined by Steffen, CMO and co-founder of DreamData, to unpack one of B2B marketing’s trickiest challenges: how to bridge the gap between awareness and sales readiness without jumping the gun.

    They dive into the dilemma of where marketing should focus its energy in the funnel - top, middle, or bottom - and explore what it really takes to turn passive awareness into high-intent engagement.

    From AI-led outreach to benchmark reports and one-to-one dinners, it’s a conversation about timing, touchpoints, and finding the sweet spot before the demo.

    51 min
  • Evolving an ABM strategy that actually works, with Cognism’s Tim Hughes and Liam Collins

    In this episode of The Loop, Tim and Liam reunite six months after their first ABM deep dive to share how their program at Cognism has matured into a high-performing machine.

    From refining their ICP and working hand-in-hand with sales to building an account prioritisation engine and embracing out-of-the-box 1:1 tactics, this conversation is packed with actionable insights for any team trying to scale ABM without overspending on tools.

    33 min
  • How Cognism is scaling upmarket with Cognism’s VP of Paid Acquisition, Liam Collins

    In this episode of The Loop, Joe McLaughlin sits down with Liam Collins, VP of Paid Acquisition at Cognism, for an inside look at how the marketing team is driving Cognism’s shift into the mid-market and enterprise space.

    From laying strong strategic foundations to aligning sales and marketing around a single North Star, Joe and Liam unpack the planning, data modeling, messaging evolution, and ABM initiatives behind the move. A must-listen for marketers looking to scale smart and go upmarket with impact.

    32 min

About Marketing Dilemmas

From the publisher's feed

It’s like therapy—for B2B marketers. On Marketing Dilemmas, host Liam Bartholomew unpacks one big marketing headache at a time—with help from leaders who’ve been there, failed, and figured out what…