83 episodes

Hear how successful B2B SaaS companies and agencies compete - and win - in highly saturated categories. No fluff. No filler. Just strategies and tactics from founders, executives, and marketers. Learn about building moats, growing audiences, scaling businesses, and differentiating from the competition. New guests every week. Hosted by Peep Laja, founder at Wynter, Speero, CXL.

How to Win podcast with Peep Laja Peep Laja

    • Business
    • 4.9 • 19 Ratings

Hear how successful B2B SaaS companies and agencies compete - and win - in highly saturated categories. No fluff. No filler. Just strategies and tactics from founders, executives, and marketers. Learn about building moats, growing audiences, scaling businesses, and differentiating from the competition. New guests every week. Hosted by Peep Laja, founder at Wynter, Speero, CXL.

    Differentiation: How To Stand Out & Keep It That Way

    Differentiation: How To Stand Out & Keep It That Way

    In this new style of "How To Win", Peep Laja discusses the importance of differentiation in today's highly competitive B2B SaaS market. He explores various strategies for standing out, such as focusing on brand, taking a polarizing stance, being radically transparent, and leveraging personal brands. Laja emphasizes that differentiation is a CEO-level problem and that companies must build their vision around being unique rather than simply copying competitors.
    Chapter Markers: 
    00:00:00 - Introduction 00:01:00 - MarTech landscape and sameness 00:02:30 - Differentiating beyond features 00:05:00 - Competing to be unique 00:07:15 - Limited consideration sets 00:09:00 - Commitment to differentiation 00:10:15 - Three types of standout brands 00:13:00 - Eight traits of commodity brands 00:15:00 - Personal brands for differentiation 00:17:30 - Strategies from "Differentiate or Die" 00:20:15 - Jillion down on what works 00:20:45 - Differentiation as a CEO problem
    My links:
    X: https://twitter.com/peeplaja
    LinkedIn: https://www.linkedin.com/in/peeplaja/
    Personal site: https://peeplaja.com/
    Wynter: https://wynter.com/
    Speero: https://speero.com/
    CXL: https://cxl.com/

    • 21 min
    The Secret Sauce to $80M Bootstrapped - with AppSumo's Noah Kagan

    The Secret Sauce to $80M Bootstrapped - with AppSumo's Noah Kagan

    This week on How To Win: Noah Kagan of AppSumo, a platform for digital marketplace deals focusing on software aimed at entrepreneurs and small businesses. They have bootstrapped to over $80 million in revenue. You’ll hear insights on scaling business by focusing on what works, the importance of staying true to your core values, and the strategy behind AppSumo's success. Discover how AppSumo thrived where others didn't and why focusing on the customer always pays off. Find out how AppSumo navigates competition and continues to grow by doubling down on effective strategies​​.
    Key Points:
    [00:03:36] "How does AppSumo compete with lower prices?"[00:08:33] "How did strategic choices evolve with growth?"[00:10:57] "How does focusing on what works help?"[00:14:42] "Do cheaper products lead to higher sales?"[00:15:18] "Why focus on solopreneurs despite challenges?"[00:19:30] "Key to AppSumo's successful marketing strategy?"
    Mentioned:
    Noah Kagan
    AppSumoNoah Kagan's X
    My Links:
    Twitter / X
    LinkedIn
    Website
    Wynter
    Speero
    CXL

    • 22 min
    From Zero to Unicorn: Factorial HR's Strategic Success - with Factorial HR's Bernat Farrero

    From Zero to Unicorn: Factorial HR's Strategic Success - with Factorial HR's Bernat Farrero

    This week on How To Win: Bernat Farrero of Factorial HR, sharing insights on revolutionizing HR for SMBs. You’ll hear about the importance of simplifying complex HR processes for small and medium businesses, Factorial HR's strategic approach to scaling internationally while addressing localized needs, and how they navigated the challenges of rapid growth and product development to meet the diverse needs of their global clientele.
    Key Points:
    [00:01:21] Why start as an all-in-one from day one?[00:02:24] Does diversification improve SMB retention?[00:03:36] Was targeting SMBs your initial customer profile?[00:10:03] Time from 1 million to 10 million in revenue?[00:12:09] How has prioritizing growth changed for you?[00:14:15] How closely do you watch competitors?[00:15:54] Why expand beyond HR into finance?[00:17:24] Do all added products boost revenue and retention?[00:18:00] What are the trade-offs of expanding your product?[00:18:54] Why has Factorial HR succeeded in a competitive market?[00:20:24] Top three lessons for B2B SaaS founders?

    Mentioned:
    Bernat Farrero
    Factorial HRBernat Farrero's X
    My Links:
    Twitter / X
    LinkedIn
    Website
    Wynter
    Speero
    CXL

    • 24 min
    Scaling Beyond $100M and Creating New Categories - with Pendo's Todd Olson

    Scaling Beyond $100M and Creating New Categories - with Pendo's Todd Olson

    This week on How To Win: Todd Olson of Pendo, revealing the secrets behind building a product-led growth company. You’ll hear how Pendo's focus on product experience revolutionized customer interaction, the importance of integrating customer feedback into product development for sustained growth, and the strategic approach to scaling a software company beyond traditional boundaries.
    Key Points:
    [00:03:15] "What propelled your initial revenue growth?"[00:06:42] "Challenges in transitioning to enterprise clients?"[00:10:58] "Impact of product decisions on company scale?"[00:15:24] "Strategies for expanding product functionality?"[00:18:37] "Approach to building a scalable team?"[00:19:12] "Strategy behind bowling pin model?"[00:22:45] "Insights on maintaining company culture?"

    Mentioned:
    Todd Olson
    PendoTodd Olson's X
    My Links:
    Twitter / X
    LinkedIn
    Website
    Wynter
    Speero
    CXL

    • 26 min
    Building a $180M PR Powerhouse with MuckRack's Gregory Galant

    Building a $180M PR Powerhouse with MuckRack's Gregory Galant

    This week on How To Win: Gregory Galant of Muck Rack, discusses the journey of transforming a podcasting venture into a leading software solution for public relations professionals. You’ll hear insights on the importance of building strong journalist relationships, the strategic pivot from service to software, and the value of slow, deliberate growth in the tech industry.
    Key Points:
    [00:04:21] "Time to first million in revenue?"[00:05:51] "Early days buyer understanding?"[00:07:12] "Shift to sales-led approach?"[00:09:36] "Product and sales balance for growth?"[00:10:12] "Changes post-$10 million revenue?"[00:13:48] "Market size doubt at $10 million?"[00:18:09] "Reasons for outlasting competitors?"[00:20:24] "Top advice for B2B founders?"

    Mentioned:
    Gregory Galant
    Muck RackGregory Galant's X
    My Links:
    Twitter / X
    LinkedIn
    Website
    Wynter
    Speero
    CXL

    • 24 min
    Disrupting the B2B Marketplace -- with TrustRadius's Vinay Bhagat

    Disrupting the B2B Marketplace -- with TrustRadius's Vinay Bhagat

    This week on How To Win: Vinay Bhagat of TrustRadius, revolutionizing B2B software buying with in-depth user reviews. You’ll hear how TrustRadius overcame the challenge of creating a trusted review platform in a saturated market, the strategic decisions that led to successful monetization, and the importance of focusing on quality over quantity to cater to both software vendors and buyers.
    Key Points:
    [00:02:30] - Inspiration behind your business model?[00:03:15] - Tackling initial cold start problem?[00:04:00] - Scaling outreach effectively?[00:05:15] - Competitive landscape at inception?[00:08:45] - Monetization through content syndication?
    [00:10:00] - No initial go-to-market strategy?[00:13:30] - Differentiation strategy in sales?[00:14:15] - Building a differentiated audience?
    [00:15:00] - Creating a buyer-centric platform?
    [00:18:00] - Strategy for targeting large tech companies?
    [00:18:45] - Focus on thought leadership and content?
    [00:19:45] - Advice for B2B founders?[00:20:15] - Balancing bootstrap with funding?
    [00:24:30] - TrustRadius's keys to winning?

    Mentioned:
    Vinay Bhagat
    TrustRadius.comVinay Bhagat's X
    My Links:
    Twitter / X
    LinkedIn
    Website
    Wynter
    Speero
    CXL

    • 25 min

Customer Reviews

4.9 out of 5
19 Ratings

19 Ratings

Rich_k111 ,

Useful format

The format really helps translate the conversation from noise to actual signals that you can use in your business. Bravo.

@aboundlessworld ,

A joy to listen to

There are a lot of “business podcasts” out there, but very few that deliver the goods. Really enjoy this show, and love the fresh take on all things biz.

TrackGeekMTL ,

Real-World Wins, No Fluff Case Studies

This tightly edited ~30 minute podcast is packed full of strategyand actionable insights. No rambling interviews or emojis here, Peep serves up valuable takeaways with a clear, direct approach. If you work in the digital realm of marketing or SaaS, How To Win is a must listen, each & every week.

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