
How to Win podcast with Peep Laja
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 competiti
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Business
Entrepreneurship
Marketing
Announcement: Summer Break 2023
With summer around the corner, How to Win will be ta...
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May 24 2023 50 sec
Cross-company collaboration with Pluralsight's Lindsay Bayuk
Summary:This week on How to Win: Lindsay Bayuk, CMO ...
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Apr 11 2023 25m
Cultivating a growth practice with Mural's Lauren Schuman
Summary:This week on How to Win: Lauren Schuman, VP ...
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Mar 12 2023 30m
Laying the foundation for long-term company alignment with Salsify's Rob Gonzalez
Summary:This week on How To Win: Rob Gonzalez, co-fo...
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Feb 27 2023 33m
Fostering a learning mindset in your company culture with Quantive's Casey Carey
Summary:This week on How To Win: Casey Carey, CMO at...
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Feb 13 2023 32m
Creating a high-quality customer experience with vFairs' Muhammad Younas
Summary:This week on How To Win: Muhammad Younas, CE...
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Feb 7 2023 27m
Building a brand from the ground up with Oyster HR's Kevan Lee
Summary:This week on How To Win: Kevan Lee, Senior V...
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Jan 30 2023 31m
Reassessing your metrics with Earl Grey Capital's Matt Sornson
This week on How To Win: Matt Sornson, co-founder of...
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Jan 23 2023 25m
Five steps to grow your business with Catalyst Software's Mark Kosoglow
This week on How To Win: Mark Kosoglow, B2B SaaS tho...
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Jan 16 2023 29m
Developing a long-term view with Userlytics Corporation's Alejandro Rivas-Micoud
Summary:This week on How To Win: Alejandro Rivas-Mic...
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Jan 9 2023 21m
Identifying your company's leverage with SmartAsset's Brian Bourque
Summary:This week on How To Win: Brian Bourque, SVP ...
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Dec 13 2022 25m
Getting inside your ideal customer's limited consideration set with Peep Laja
Summary:This week on How To Win: I'm taking the oppo...
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Nov 29 2022 35m
Six tips for building your business with Jellyfish's Kyle Lacy
Summary: This week on How To Win: Kyle Lacy, Chief M...
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Nov 21 2022 28m
Feedback loops and free product offerings with PandaDoc's Mikita Mikado
Summary:This week on How To Win: Mikita Mikado, CEO ...
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Oct 31 2022 25m
Diversifying your product offering with Kovai.co's Saravana Kumar
Summary:This week on How To Win: Saravana Kumar, CEO...
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Oct 24 2022 26m
Content, community, and customer acquisition with Mutiny's Jaleh Rezaei
Summary:This week on How To Win: Jaleh Rezaei, CEO a...
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Oct 10 2022 26m
Identifying the ICP with the greatest need with Aircall's Jonathan Anguelov
Summary:This week on How to Win: Jonathan Anguelov, ...
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Oct 3 2022 26m
Making the jump to a 'professional CEO' with Maxio's Randy Wootton
Summary:This week on How to Win: Randy Wootton, CEO ...
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Sep 26 2022 29m
Chapter 1 2 mins
Randy talks about the merger that formed MaxioChapter 2 2 mins
Randy breaks down the art of choosing companies for a mergerChapter 3 1 min
I weigh in on the uniqueness of every merger with a quote from Seismic's Doug WinterChapter 4 1 min
Randy talks about the experience of being a 'professional CEO'Chapter 5 1 min
I explore the differences between a founder and professional CEOChapter 6 2 mins
Randy maps out Maxio's strategyChapter 7 1 min
I lay out some of the key aspects of a successful strategy with a quote from Roger MartinChapter 8 2 mins
Randy describes how he shares his strategic vision with his leaders and teamsChapter 9 1 min
I break down the V2MOM with a quote from Salesforce's Marc BenioffChapter 10 1 min
How is Maxio going to win?Chapter 11 2 mins
A quote from Clayton Christensen about his theory of non-consumptionChapter 12 2 mins
Randy reflects on the importance of understanding client growth stagesChapter 13 1 min
I discuss how having a core focus is linked to resilienceChapter 14 2 mins
What are the strategic trade-offs that Maxio is making?Chapter 15 1 min
Wrap up
Engineering the product mindset with 3Pillar Global's David DeWolf
Summary:This week on How to Win: David DeWolf, Presi...
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Sep 19 2022 29m
Chapter 1 2 mins
How David created his own software product niche based on client satisfactionChapter 2 4 mins
I share my thoughts on innovating for customer value with a quote from Nest's Tony FadellChapter 3 1 min
David breaks down the problem of commoditization in software development and how 3Pillar Global sets itself apartChapter 4 1 min
I discuss what makes a great product team with a quote from the Silicon Valley Product Group's Marty CaganChapter 5 2 mins
How 3Pillar Global communicates its market nicheChapter 6 3 mins
I stress why you should always be generous with your knowledge with a quote from Seamless.AI 's Brandon BornancinChapter 7 1 min
David talks about some of the strategic trade-offs that 3Pillar Global has madeChapter 8 1 min
I explain why to be successful, you need to understand your obstaclesChapter 9 2 mins
David discusses how he managed to scale to over 2000 employeesChapter 10 2 mins
I weigh in on hiring people that can solve your business's problems with a quote from Scaling Up's Verne HarnishChapter 11 3 mins
How David has positioned himself and 3Pillar Global as thought leadersChapter 12 1 min
Wrap up
Going after greenfield opportunities with FullStory's Scott Voigt
Summary:This week on How to Win: Scott Voigt, founde...
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Sep 12 2022 32m
Chapter 1 4 mins
How FullStory pivoted on their original marketing tool when they caught sight of a stronger opportunityChapter 2 1 min
I weigh in on the advantages of changing up your strategy when you're not seeing the growth you wantChapter 3 2 mins
Scott describes FullStory's initial, highly personalized outbound strategyChapter 4 3 mins
How FullStory's shift upmarket influenced their strategyChapter 5 2 mins
My take on why to consider going after enterprise clients early, with a quote from Seismic's Doug WinterChapter 6 1 min
How FullStory made the leap to become more than just a point solutionChapter 7 1 min
I explain how to develop messaging that will serve you now, and as you growChapter 8 2 mins
Why FullStory's flywheel hinges on its user experienceChapter 9 2 mins
I define the term "flywheel effect," with a quote from Jim CollinsChapter 10 2 mins
My thoughts on why repetition is essential to any marketing strategy, with a quote from Dan KennedyChapter 11 5 mins
How FullStory is maintaining their lead on clonesChapter 12 1 min
Wrap up
Focus-fueled growth with Seamless.AI's Brandon Bornancin
Summary:This week on How to Win: Brandon Bornancin, ...
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Sep 6 2022 29m
Chapter 1 2 mins
Seamless.AI's early days as a list building agencyChapter 2 4 mins
I weigh in on the benefits of starting a SaaS company by offering a manual service, and the model I've used to grow from thereChapter 3 1 min
Brandon describes the competitive landscape Seamless entered into, and why they weren't afraid to compete in a big categoryChapter 4 1 min
I share my thoughts on the advantages of tapping into pre-existing demand, with a quote from Drift's David CancelChapter 5 2 mins
Brandon explains how staying focused led to early success for SeamlessChapter 6 1 min
My advice on winning through relentless focus, with a quote from Qualtrics' Ryan SmithChapter 7 3 mins
Brandon takes us through Seamless' main competitive advantageChapter 8 1 min
How a robust content marketing strategy has been key to Seamless' successChapter 9 42 sec
My thoughts on creating demand and awareness through thought leadershipChapter 10 6 mins
Brandon unpacks Seamless.AI's targeted outbound sales strategyChapter 11 1 min
Wrap up
Industry experience as a competitive advantage with Spryker's Alexander Graf
Key Points:
How Alexander and his co-founder got the...
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Jun 6 2022 29m
Chapter 1 3 mins
How Alexander and his co-founder got their start with SprykerChapter 2 3 mins
How Spryker adjusted to marketing to multiple decision makers after they passed the $1M ARR markChapter 3 1 min
My advice on managing your marketing while addressing a large stakeholder base, with a quote from Ismail MadniChapter 4 1 min
Alexander discusses Spryker's different competitive strategies for addressing incumbent companies vs. up-and-comersChapter 5 1 min
How Spryker is competing on brand to become the "Tesla of the commerce industryChapter 6 1 min
I weigh in on the importance of branding, with a quote from Lattice's Alex KracovChapter 7 1 min
Alexander explains why experience and years in the industry are such a powerful moat for SprykerChapter 8 2 mins
Alexander discusses how difficult it is to pin down which sales efforts are working most effectivelyChapter 9 4 mins
I explain why it is nearly impossible to identify the causal factors of success, with a quote from Les BinetChapter 10 2 mins
Alexander explains why Spryker benefitted from getting their start in GermanyChapter 11 3 mins
My advice on how to hire the best team membersChapter 12 1 min
Wrap up
Developing a distinctive marketing tone with CB Insights' Anand Sanwal
Key Points:
How CB Insights got its start (01:13)
An...
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May 30 2022 32m
Chapter 1 2 mins
How CB Insights got its startChapter 2 1 min
Anand explains when he realized the target market for CB Insights had shiftedChapter 3 1 min
My thoughts on the transient nature of the market, and why successful companies should be prepared to adapt with a quote from Bridgefy's Jorge RiosChapter 4 2 mins
Anand explains CB Insights' unique approach to content marketingChapter 5 49 sec
I discuss the need for more creativity and more hard work in marketingChapter 6 2 mins
Anand describes the competitive landscape CB Insights in playing inChapter 7 2 mins
Why Anand believes experience and pain tolerance gives them a competitive advantageChapter 8 1 min
I explain how excellence and mediocrity are both habits that are developed over timeChapter 9 2 mins
Anand explains why figuring out your priorities as a company is key to successChapter 10 2 mins
My take on the importance of knowing where to focus resources, with a quote from Steve JobsChapter 11 1 min
Anand talks through the moats CB Insights is developingChapter 12 1 min
I describe the law of increasing returns with a quote from Prof. Brian ArthurChapter 13 1 min
Anand explain how content is still the anchor of CB Insights' marketing strategyChapter 14 2 mins
Why a personalized newsletter from Anand tested better than a more generic optionChapter 15 2 mins
Anand's advice for other founders and CEOsChapter 16 1 min
Wrap up
Getting more accurate customer feedback with Attentive's Brian Long
Key Points:
How Brian got started with Attentive (01...
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May 23 2022 30m
Chapter 1 1 min
How Brian got started with AttentiveChapter 2 1 min
My thoughts on the advantages of being vertical-specific with a quote from Steve BlankChapter 3 1 min
Brian explains the competitive landscape Attentive was playing in at the startChapter 4 44 sec
Why selling should start with identifying the major problems facing your target customersChapter 5 1 min
I discuss how to identify your customer's pain points and use that knowledge to outsell your competitorsChapter 6 3 mins
Brian shares how Attentive saw early success with their outbound sales effortsChapter 7 3 mins
My thoughts on staying relevant to your customersChapter 8 1 min
How Attentive is approaching a competitive landscape that is changing faster than ever beforeChapter 9 4 mins
I explain the importance of keeping up with an ever-evolving competitive landscape with a quote from LinkedIn's Jeff WeinerChapter 10 3 mins
Brian explains his strategy for getting accurate customer feedbackChapter 11 2 mins
I unpack why customer feedback is so important in the era of saturated markets with a quote from Databox's Peter CaputaChapter 12 1 min
Brian describes Attentive's website messaging strategy, and where he thinks others go wrongChapter 13 1 min
My advice on choosing your website messaging strategy, and why you should test your messagingChapter 14 1 min
Brian's advice for other founders and CEOsChapter 15 1 min
Wrap up
Winning in a large target market with Cognism's James Isilay
Key Points:
James explains how his trading backgroun...
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May 16 2022 29m
Chapter 1 1 min
James explains how his trading background led him to founding CognismChapter 2 1 min
Cognism's first major pivotChapter 3 2 mins
My thoughts on early pivots with a quote from Eric RiesChapter 4 53 sec
James describes how Cognism's market size meant there was plenty of growth opportunity, despite competitionChapter 5 1 min
I explain the advantage of starting your business outside the hyper-competitive US market with a quote from Jean-René BoidronChapter 6 1 min
James talks through why friendly, warm relationships with your early customers is keyChapter 7 2 mins
My opinion on networking and why you should begin marketing efforts years before your product is availableChapter 8 59 sec
I unpack why even mediocre companies can succeed if they have excellent product-market fit, with a quote from Wealthfront's Andy RachleffChapter 9 52 sec
James discusses the importance of mentorshipChapter 10 2 mins
My advice on seeking out mentorsChapter 11 2 mins
Why Cognism did things in the early days that wouldn't scale, with a quote from Y Combinator's Paul GrahamChapter 12 5 mins
My thoughts on building out your brand narrative once you've identified your competitive edgeChapter 13 2 mins
James describes the moats Cognism is building for the futureChapter 14 1 min
Advice James would give to fellow SaaS foundersChapter 15 1 min
Wrap up