13 episodes

Conversations on Marketing, Technology, and Content.

Cuppa Press Paperflite

    • Business

Conversations on Marketing, Technology, and Content.

    A Beginner's Guide to Sales Enablement

    A Beginner's Guide to Sales Enablement

    What does a hip nightclub have to do with Sales Enablement?

    Are you calling yourself an Enablement team when you're in fact a Marketing team?

    What does success look like in Sales Enablement?

    Melissa Madian, founder of TMM Enablement Services and author of Enabler? I Hardly Know Her joined us on Cuppa Press recently to answer all of this and more.



    Time Stamp:



    00.46 - Sales enablement as an everyday concept

    02.37 - The sales enablement equation

    04.34 - Key traits of a sales enablement leader

    07.32 - Sales enablement in an SMB vs an enterprise

    09.03 - The need for a dedicated sales enablement team

    10.54 - Getting started with sales enablement and the three pillars of sales enablement

    12.38 - Common mistakes in sales enablement

    14.37 - What success looks like in sales enablement

    17.56 - A common misconception about sales enablement

    19.11 - Helpful sales enablement resources

    • 21 min
    Differentiation Hot Takes

    Differentiation Hot Takes

    If asked about trashy differentiation tricks that are touted as best practices, most people might hold back.

    But Peep Laja is not most people. Having spearheaded brands such as CXL and Wynter, Peep steamed out hot takes one after the other, without holding back.

    "Differentiation has somehow become something you can sprinkle on top. So you're a SaaS company. And then you turn to your marketer or your copywriter and say, ‘Hey, can you add some differentiation on top?’ That doesn't work.

    Differentiation is not a line of copy.

    It starts with your actual DNA of what your company is about and how it behaves,” he started.

    Makes sense, but how do you do that?

    What factors can you differentiate on? Are there upsides if you choose to differentiate on brand over pricing? What about customer experience and features? Not to forget messaging and personal brand of key stakeholders.

    And don’t even get us started on category creation.

    In a tech world with differentiation strategies aplenty, how do you ensure you don’t end up becoming yet another commodity product or service?

    Tune in to the latest episode on Cuppa Press to find out!



    Time Stamp



    0.38 - Commonly touted advice on differentiation that is trash

    1.49 - Affiliation before differentiation?

    10.56 - Feature differentiation

    12.28 - Customer experience differentiation

    14.31 - Price differentiation

    16.22 - Brand differentiation

    19.17 - Personal brand (of founders and key stakeholders) differentiation

    22.04 - Messaging differentiation

    24.17 - Gripe with general storytelling advice

    26.12 - Testing for message-market fit

    28.20 - A personal messaging failure

    29.35 - What shouldn’t be included in messaging

    31.27 - Brands standing out with messaging

    32.34 - Category Creation

    33.25 - About Wynter



    Previously on Cuppa Press


    Content Strategy for Dummies

    Stories, Vulnerability, and Binge-Worthy Content

    How to Build Your Marketing Superhero Suit

    A Beginner's Guide to Newsletters

    Decoding Presales and Product Management

    Selling in This Digital Economy

    Content Marketing Playbook for SMBs

    LinkedIn, Quora, and Personal Branding

    All things Branding

    Brand Storytelling for Millennials


    Find us on Youtube and Spotify.

    • 35 min
    Live streaming as part of your outreach strategy

    Live streaming as part of your outreach strategy

    B2B brands have toppled the podcast bandwagon with a new podcast launching every 8.9 minutes (that’s a completely made up stat, but you get the idea).

    They create these podcast episodes, cross their fingers, shut their eyes tight in prayer, and hope their listenership magically increases at the blink of an eye.

    If this is you, you’re probably nodding your head now, especially if you’re just starting your podcast from scratch. And if you’re even remotely involved in content, you know this approach is every content creator’s Achilles heel.

    But what if there indeed WAS a way to increase your listenership? No, we’re not talking growth hacking or throwing away dollars.

    What if brands can leverage the audience base they’ve created across their social networks over the years? Genius, right? That’s where live streaming comes into the picture.

    Peanut Butter: Jelly:: Live Streaming: Podcasting


    We discuss all of this and more on this episode of Cuppa Press where Christoph Trappe, Content strategist at Voxpopme joined us. He’s also the Chief Content and Strategy Officer at the Authentic Storytelling Project and an avid podcaster.



    Topics covered:




    3.22 - Clubhouse: Podcast’s Friend or Foe?

    4.55 - What makes a good podcast

    8.11 - Outreach strategy and where live streaming fits within it

    10.27 - When live streaming works best and what kind of audience you need for it

    12.32 - Live streaming and content strategy

    17.45 - Authenticity and live streaming

    19.09 - Ensuring your content is audience-centric

    21.42 - What makes a good story and why you need to repeat your story over and over again

    24.29 - Why aren’t a lot of brands live streaming?

    • 29 min
    Content Strategy for Dummies

    Content Strategy for Dummies

    Posting content on every social media platform, every single day works for people with an extensive team dedicated just for this.

    But will it work for you?

    Making you ponder on this is Kris Hughes, a content strategist with over a decade’s experience. Kris has worked in multiple domains ranging from sports to SaaS. He’s also building the Leapfrog Collective, a community for emerging professionals to build their personal brands by leveraging content!

    He breaks down everything related to content strategy in the newest episode of Cuppa Press.

    Time Stamp:

    2.41 - Why content calendar is not equal to content strategy and what content strategy really means for companies at various stages

    4.08 - The steps to devise a content strategy

    5.49 - How the steps differ for small, scrappy teams and larger teams

    7.24 - When it's time to stop leaning on freelancers and make your first full-time content hire

    9.16 - The most common reason people fail to succeed in content strategy

    11.24 - One thing that non-experts believe to be true when in reality it's not

    13.39 - What beginners should know about content strategy

    15.27 - LinkedIn, content, and leveraging personal brands on LinkedIn

    17.19 - Interesting trends in the content space post-Covid

    19.06 - What success in content strategy looks like after 30-60-90-120 days

    21.36 - Tools Kris cannot live without

    • 24 min
    Stories, Vulnerability, and Binge-Worthy Content

    Stories, Vulnerability, and Binge-Worthy Content

    As the camera started rolling, a sense of comfort settled in on her face as if to reveal she was always meant to do this; as if she was home.

    Hailing from the beautiful city of Uppsala, Sweden, Synne Lindén joined us in the recent episode of Cuppa Press.

    A strong advocate of stories and creative writing, she helps brands identify cornerstones that set them apart and map out a course for content to ensure it reaches the audience in the right way.

    In this episode, we explored the length and breadth of storytelling, empathy in creative writing, and creating a binge-worthy content experience for your audience.

    Time Stamp

    2.44 - Creative writing as a source of inspiration for business writing

    4.44 - Significant detail in content creation

    5.59 - Getting started with significant detail

    7.10 - Why stories are the most powerful way of creating a true connection between a business and its customers

    8.37 - How all stories cannot and should not be fit into a narrative structure

    10.27 - How being vulnerable is a superpower in marketing and sales

    14.02 - Identifying your voice and personality as a brand

    17.21 - Making communication evocative, captivating, and interesting

    19.16 - Creating a binge-worthy content experience

    21.33 - One brand that does storytelling exceptionally well

    • 22 min
    How to Build Your Marketing Superhero Suit

    How to Build Your Marketing Superhero Suit

    "It's never about what we deserve. It's about what we believe." - Wonder Woman

    What happens when you believe you can truly make a difference?

    You become a Superhero.

    Marketers are nothing short of being superheroes to the organization and the audience they seek to serve.

    So, how do you go ahead with building a marketing superhero suit for yourself?

    Join us in our conversation with Juinn Tan, the Head of Marketing at Supahands, an Olympic weightlifter, and an AI enthusiast, to learn how.

    Time Stamp

    3.11: Why a superpower is essential for every marketer

    5.35: Most desirable superpowers

    8.15: Importance of being concise

    10.22: Hardest skill for marketers to attain (hint - it's not technical)

    14.15: Coaching your team

    18.17: Building a LEGO city

    20.20: Responsibilities that come with the power of marketing

    24.18: On believing in your product or service

    25.53: Future of marketing creatives

    29.39: Learning when to say no

    31.04: Key superpowers to build your superhero squad

    33.21: Approaching marketing with a scientific mindset

    • 35 min

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