
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 competition. New guests every week. Hosted by Peep Laja, founder at Wynter, Speero, CXL.
Latest episodes

Oct 4, 2021 • 30min
How Colin Nederkoorn doubled down on innovation to grow Customer.io
Key PointsHow Colin and Customer.io broke into their category (01:22)My thoughts on product-based differentiation (03:03)What game Customer.io is trying to win (04:34)How Colin is trying to differentiate Customer.io (05:47)Colin's thoughts on building and running a distributed company (09:06)My view on new ways of management (10:53)How Colin thinks about moats (12:40)Colin's take on the big players in his category (16:12)How Customer.io attracts tech-savvy buyers (20:30)My thoughts on competing through innovation (21:22)My advice on building a personal brand (25:35)Wrap up (28:27)Mentioned:TeslaLucidDriftIntercomMy Links:TwitterLinkedInWebsiteWynterSpeeroCXL

Sep 27, 2021 • 34min
How Ross Hudgens focused on high quality clients, content and services to grow Siege Media
Key points:Why Ross originally decided to lean into content marketing (2:07)My thoughts on developing a strong brand (3:50)How Siege chooses high quality clients (7:21)How Siege attracts the best people to work for them (8:17)My take on the war for talent (9:14)How Siege's marketing strategy has evolved (15:13)My thoughts on how to become a top name in your industry (16:38)Why people want to follow people, not brands (20:45)How Ross thinks about creating moats (25:00)Why my view on "hiring for talent, training for skill" has changed (29:29)What strategies Siege are doubling down on (30:30)Wrap up (32:35)Mentioned:Content and Conversations PodcastSeth GodinDave GerhardtMy Links:TwitterLinkedInWebsiteWynterSpeero

Sep 20, 2021 • 26min
How Patrick Campbell plans to take Profitwell to $100 million+ in revenue
Key Points:My thoughts on the agency business model (2:14)How Profitwell's original mission evolved (3:32)One of the best pieces of advice Patrick can give (4:17)My take on keeping your brand focussed (5:38)Key bets Profitwell made that didn't work out (6:49)The highest ROI campaigns Profitwell have run (8:58)My take on using standard playbooks (10:37)Patrick on the fine art of throwing shade at competitors (11:48)How Profitwell educates potential customers (12:40)My thoughts on having strong opinions (15:19)How Patrick thinks about building moats (18:20)The big bets Profitwell is making for the future (23:35)Wrap up (24:55)Mentioned:Pricing Page TeardownBoxed OutConvertKitMy Links:TwitterLinkedInWebsiteWynterSpeeroCXL

Sep 13, 2021 • 33min
How Guy Yalif helped Intellimize grow and raise $30 million in Series B funding
Key points:How Intellimize thinks about competing (1:56)Two key ways Guy thinks about differentiation (4:45)My thoughts on "job to be done" boxes (5:10)The third way Intellimize thinks about differentiation (9:07)How Intellimize's competitive strategy has evolved (10:51)What I think is the most power moat a business can have (14:45)How Guy thinks about building moats (15:52)My view on the power of having a narrow focus (18:20)What competitiveness really means (22:24)How often Guy thinks about the competition (24:00)My take on the best way to deal with competitors (25:30)Wrap up (31:34)Mentioned:Hot JarHubspotBernadette JiwaTeslaProfitwellMy Links:TwitterLinkedInWebsiteWynterSpeeroCXL

Sep 6, 2021 • 36min
Tamara Grominsky on how Unbounce are pairing marketer and machine to create a new category and fend off the competition
Listen and learn:The problem Unbounce was originally trying solve (1:14)My take on the risks of competing on features (3:30)How their industry became a race to the bottom (5:30)Why you should aim to be unique, instead of being the best (6:42)How Unbounce thinks about the competition (11:10)My thoughts on taking a differentiated position in the market (15:18)What category Unbounce are trying to create (20:54)My take on the power of category creation (21:14)What Unbounce are betting their entire business model on (24:47)Unbounce's secret sauce (31:17)Wrap up (33:44)Mentioned:UnbounceAnimalzMichael PorterChristopher LochheadMy Links:TwitterLinkedInWebsiteWynterSpeeroCXL

Aug 30, 2021 • 26min
Chris Walker on using personal brand and LinkedIn to scale demand gen experts Refine Labs
Listen and learn:How Chris knew Refine Labs was going to win as an agency (1:45)How I built CXL using inbound marketing (2:50)My thoughts on creating strategic narratives (5:00)How Chris used LinkedIn to land Refine Labs' first clients (7:24)What I mean by being "the best" (10:12)Why Chris focusses on brand, rather than being transactional (13:50)My take on building personal brands (14:20)Refine Labs' vision for the future (17:25)How agencies can differentiate (18:15)Refine Labs' plan to take on industry giants (20:47)How Chris thinks about building moats (24:05)Wrap up (24:20)Mentioned:Refine LabsState of Demand Gen PodcastMy Links:TwitterLinkedInWebsiteWynterSpeeroCXL

Aug 23, 2021 • 19min
How Devin Bramhall helped Animalz scale from $1m to $16m ARR... by doing the unscalable
Listen and learn:Animalz's two biggest pain points (2:02)How the Animalz team found a vision for the future (3:10)The biggest strategic bet that Animalz placed (3:56)One of the hardest things to do in business (4:48)How Animalz elevated the perception of their brand (5:48)My thoughts on the power of market penetration (6:05)What I call "The Kim Kardashian Strategy" (8:50)What Devin's mentor taught her about using leverage (10:42)How doing the unscalable helped Animalz scale (12:54)My thoughts on doubling-down on your key differentiators (13:21)Animalz's strategy for the next 3-5 years (15:37)Mentioned:Animalz's BlogHubspot's BlogMy Links:TwitterLinkedInWebsiteWynterSpeeroCXL

Aug 16, 2021 • 21min
How Nathan Barry bared all to take ConvertKit from $0 to $2 million MRR
Listen and learn:The best advice Nathan Barry has received in business (1:44)How ConvertKit differentiates from the competition (3:54)The specific marketing campaigns that helped ConvertKit go from $2000 to $100 000 MRR in a single year (5:27)How feedback from a high-profile customer helped ConvertKit position themselves in the market (08:26)My take on playing the features game (09:40)A killer feature on ConvertKit that I think is f***king brilliant (13:36)How ConvertKit uses storytelling in their marketing campaigns (14:20)Why ConvertKit is committed to radical transparency as a business (15:27)How Nathan thinks about creating moats (17:04)The single biggest bet ConvertKit is making to reach $100 million ARR (18:22)Mentioned:Pat Flynn / Smart Passive IncomeKatie Wells / Wellness MamaConvertKit's BaremetricsTim GrahlSquarespaceTeachableNerdyDataBuiltWithMy Links:TwitterLinkedInWebsiteWynterSpeeroCXL

Jul 7, 2021 • 1min
Introducing How to Win
How to Win is launching Monday 12th July.Hear how successful B2B SaaS companies and agencies compete - and win - in highly saturated categories.