We interview outbound sales development leaders so that you can learn directly from the people on the front lines.
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Predictablerevenue Podcasts
We interview outbound sales leaders so that you can learn directly from the people on the front lines. Our goal is to help our audience learn sales development, coaching, and prospecting best practices from people that are currently building or have built SDR teams.
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1
404: The Brutal Math of Product-Market Fit with Gil Quadros Flores
19:25
19:25
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19:25On the Predictable Revenue Podcast, host Collin Stewart sat down with Gil Quadros Flores, founder and CEO of CoGrader, to unpack the messy realities of building an EdTech startup. From identifying teachers’ deepest pain points to navigating long sales cycles, Gil’s story is a case study in how founder-led sales and an experimental mindset drive rea…
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1
404: The Brutal Math of Product-Market Fit with Gil Quadros Flores
19:25
19:25
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19:25On the Predictable Revenue Podcast, host Collin Stewart sat down with Gil Quadros Flores, founder and CEO of CoGrader, to unpack the messy realities of building an EdTech startup. From identifying teachers’ deepest pain points to navigating long sales cycles, Gil’s story is a case study in how founder-led sales and an experimental mindset drive rea…
…
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1
403: AI Startups Keep Forgetting This One Thing with Gemma Galdon Clavell
18:56
18:56
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18:56In AI, building great technology isn’t enough. You can solve a real problem and still struggle to gain adoption. Why? Because Product-Market Fit in AI isn’t just about function. It’s about trust. That was the central theme in a recent conversation with Gemma Galdon-Clavell, founder of Eticas AI, and Collin Stewart. Their insights highlight why foun…
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1
403: AI Startups Keep Forgetting This One Thing with Gemma Galdon Clavell
18:56
18:56
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18:56In AI, building great technology isn’t enough. You can solve a real problem and still struggle to gain adoption. Why? Because Product-Market Fit in AI isn’t just about function. It’s about trust. That was the central theme in a recent conversation with Gemma Galdon-Clavell, founder of Eticas AI, and Collin Stewart. Their insights highlight why foun…
…
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1
402: Sales Leaders Are Doing It All Wrong with Ajay Singh
23:51
23:51
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23:51In this episode of The Predictable Revenue Podcast, Ajay Singh, founder of Pepsales, joins Collin to break down how his team ran 200+ discovery calls before writing a line of code, and why that depth changed everything: their ICP, their positioning, even who they refused to sell to. But this isn’t just a story about Ajay. It’s a roadmap for any fou…
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1
402: Sales Leaders Are Doing It All Wrong with Ajay Singh
23:51
23:51
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23:51In this episode of The Predictable Revenue Podcast, Ajay Singh, founder of Pepsales, joins Collin to break down how his team ran 200+ discovery calls before writing a line of code, and why that depth changed everything: their ICP, their positioning, even who they refused to sell to. But this isn’t just a story about Ajay. It’s a roadmap for any fou…
…
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1
401: AI for Enhancement, Not Replacement with Jabeen Zaidi
22:13
22:13
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22:13When the AI wave hit, Jabeen Zaidi, founder of Spring AI, faced that exact storm. Competing against giants like Adobe and Canva, she sat down with Collin on an episode of the Predictable Revenue Podcast to discuss how Spring gained traction by starting small, earning user trust, and iterating with honest feedback instead of chasing hype. If you’re …
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1
401: AI for Enhancement, Not Replacement with Jabeen Zaidi
22:13
22:13
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22:13When the AI wave hit, Jabeen Zaidi, founder of Spring AI, faced that exact storm. Competing against giants like Adobe and Canva, she sat down with Collin on an episode of the Predictable Revenue Podcast to discuss how Spring gained traction by starting small, earning user trust, and iterating with honest feedback instead of chasing hype. If you’re …
…
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1
400: Risk, Revenue, Repeat with Paul Powers
17:56
17:56
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17:56Building a startup is chaos. The leap from idea to product-market fit rarely follows a straight line. On the Predictable Revenue Podcast, host Collin Stewart spoke with Paul Powers, founder and CEO of Physna, about how he turned a risky idea into a market-ready product. From spotting a costly, overlooked problem to betting everything on a live demo…
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1
400: Risk, Revenue, Repeat with Paul Powers
17:56
17:56
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17:56Building a startup is chaos. The leap from idea to product-market fit rarely follows a straight line. On the Predictable Revenue Podcast, host Collin Stewart spoke with Paul Powers, founder and CEO of Physna, about how he turned a risky idea into a market-ready product. From spotting a costly, overlooked problem to betting everything on a live demo…
…
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1
399: Relationships Over Features with Chris Brunner
19:03
19:03
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19:03In this episode of the Predictable Revenue Podcast, our host Collin Stewart, sat down with Chris Brunner to unpack what it really took to build Authvia in a complex industry. The slow work of building relationships, the discipline of not solving the wrong problems, and why product-market fit isn’t a milestone. It’s a moving target. For founders nav…
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1
399: Relationships Over Features with Chris Brunner
19:03
19:03
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19:03In this episode of the Predictable Revenue Podcast, our host Collin Stewart, sat down with Chris Brunner to unpack what it really took to build Authvia in a complex industry. The slow work of building relationships, the discipline of not solving the wrong problems, and why product-market fit isn’t a milestone. It’s a moving target. For founders nav…
…
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1
398: From Confusion to Clarity with Dan Sahar
20:46
20:46
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20:46This week on the Predictable Revenue podcast, Collin Stewart sat down with Dan Sahar, co-founder of Guidde, to unpack the messy path to product-market fit. This isn’t a highlight reel, it’s a real-world breakdown of what actually worked: from narrowing focus and charging early, to finding pull from unexpected places and riding the AI wave at just t…
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1
398: From Confusion to Clarity with Dan Sahar
20:46
20:46
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20:46This week on the Predictable Revenue podcast, Collin Stewart sat down with Dan Sahar, co-founder of Guidde, to unpack the messy path to product-market fit. This isn’t a highlight reel, it’s a real-world breakdown of what actually worked: from narrowing focus and charging early, to finding pull from unexpected places and riding the AI wave at just t…
…
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1
397: Validate by Doing with Carolyn Sloan
23:15
23:15
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23:15In our latest episode of The Predictable Revenue Podcast, Collin sat down with Carolyn Sloan, founder of TeachMeTV. They unpacked exactly how she had found it, and scaled real traction in a market that resists disruption. Highlights include: Reflective Practice in Education (08:43), Building the Product and Initial Feedback (13:27), Identifying the…
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1
397: Validate by Doing with Carolyn Sloan
23:15
23:15
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23:15In our latest episode of The Predictable Revenue Podcast, Collin sat down with Carolyn Sloan, founder of TeachMeTV. They unpacked exactly how she had found it, and scaled real traction in a market that resists disruption. Highlights include: Reflective Practice in Education (08:43), Building the Product and Initial Feedback (13:27), Identifying the…
…
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1
396: Validation is Overrated with Jason Fletcher
20:22
20:22
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20:22Collin Stewart interviewed Jason Fletcher, founder of DevPipeline, a software apprenticeship program training overlooked talent in rural Utah. Jason didn’t build with funding, marketing, or a roadmap. He built by doing. The result: a sticky, mission-driven business with real product-market fit and zero ad spend. The way Jason built it holds lessons…
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1
396: Validation is Overrated with Jason Fletcher
20:22
20:22
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20:22Collin Stewart interviewed Jason Fletcher, founder of DevPipeline, a software apprenticeship program training overlooked talent in rural Utah. Jason didn’t build with funding, marketing, or a roadmap. He built by doing. The result: a sticky, mission-driven business with real product-market fit and zero ad spend. The way Jason built it holds lessons…
…
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1
395: How to Sell Before You Build with Patrick Zelaya
19:12
19:12
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19:12In this episode of the Predictable Revenue Podcast, we spoke with Patrick Zelaya, founder of HeavyConnect, about one of the cleanest early traction stories we’ve heard. He didn’t start with code. Or funding. Or even a finished product. He pitched a room full of farmers with nothing but a pain point, and walked out with 15 checks and two years of ru…
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1
395: How to Sell Before You Build with Patrick Zelaya
19:12
19:12
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19:12In this episode of the Predictable Revenue Podcast, we spoke with Patrick Zelaya, founder of HeavyConnect, about one of the cleanest early traction stories we’ve heard. He didn’t start with code. Or funding. Or even a finished product. He pitched a room full of farmers with nothing but a pain point, and walked out with 15 checks and two years of ru…
…
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1
394: What Most Founders Miss About the First $1M with Mike Zayonc
18:25
18:25
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18:25In this episode, Mike Zayonc, co-founder at Kodif, shares what finding real traction actually looks like: testing fast, selling early, and staying close to the problem. If you're still guessing at PMF, this conversation will help you stop guessing and start proving. Highlights include: Taking a Leap of Faith (01:00), Validating Your Next Role (03:3…
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1
394: What Most Founders Miss About the First $1M with Mike Zayonc
18:25
18:25
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18:25In this episode, Mike Zayonc, co-founder at Kodif, shares what finding real traction actually looks like: testing fast, selling early, and staying close to the problem. If you're still guessing at PMF, this conversation will help you stop guessing and start proving. Highlights include: Taking a Leap of Faith (01:00), Validating Your Next Role (03:3…
…
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1
393: You Don’t Need More Features, You Need Perspective with Jacob Bank
46:21
46:21
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46:21When we first spoke to Jacob Bank, founder of Relay.app, the product was ambitious, powerful, horizontal, flexible, but a bit challenging to grasp. It was early, and the clarity wasn’t quite there. Fast forward a year, and something’s changed. Jacob’s post caught fire on LinkedIn: customer love, sharp metrics, and unmistakable momentum. It was clea…
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1
393: You Don’t Need More Features, You Need Perspective with Jacob Bank
46:21
46:21
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46:21When we first spoke to Jacob Bank, founder of Relay.app, the product was ambitious, powerful, horizontal, flexible, but a bit challenging to grasp. It was early, and the clarity wasn’t quite there. Fast forward a year, and something’s changed. Jacob’s post caught fire on LinkedIn: customer love, sharp metrics, and unmistakable momentum. It was clea…
…
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1
392: Analytics Don’t Close Deals. Answers Do with Ajay Bam
19:37
19:37
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19:37Marketers didn’t have time to review their own content. Consumers clicked random thumbnails. And most of the videos, over 90%, never got watched. Vyrill was built to fix that. The insight wasn’t about creating better video. It was about making existing video useful by making it searchable. Highlights include: Imagine You're Buying a Car (02:20), We…
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1
392: Analytics Don’t Close Deals. Answers Do with Ajay Bam
19:37
19:37
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19:37Marketers didn’t have time to review their own content. Consumers clicked random thumbnails. And most of the videos, over 90%, never got watched. Vyrill was built to fix that. The insight wasn’t about creating better video. It was about making existing video useful by making it searchable. Highlights include: Imagine You're Buying a Car (02:20), We…
…
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1
391: Give the People What They Ask For with Walt Maclay
13:16
13:16
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13:16In the early days, it’s tempting to say yes to everything, especially if you’re in services and can technically do it all. But if you want to build a business people refer to, remember, and trust, saying “we do everything” is a fast track to being forgotten. Walt Maclay learned this the hard way. He didn’t start with a GTM strategy or customer pers…
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1
391: Give the People What They Ask For with Walt Maclay
13:16
13:16
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13:16In the early days, it’s tempting to say yes to everything, especially if you’re in services and can technically do it all. But if you want to build a business people refer to, remember, and trust, saying “we do everything” is a fast track to being forgotten. Walt Maclay learned this the hard way. He didn’t start with a GTM strategy or customer pers…
…
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1
390: Validating Without Burning Out with Jason Moolenaar
36:47
36:47
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36:47Founders overvalue revenue in the early days. The first 10 customers are about learning. Nothing you build next will matter if you don’t have a tight feedback loop. That’s how Jason Moolenaar approached the launch of Sentient. A tool that fixes one of the most expensive blind spots in B2B sales: the time lag between form fills and follow-ups. He kn…
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1
390: Validating Without Burning Out with Jason Moolenaar
36:47
36:47
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36:47Founders overvalue revenue in the early days. The first 10 customers are about learning. Nothing you build next will matter if you don’t have a tight feedback loop. That’s how Jason Moolenaar approached the launch of Sentient. A tool that fixes one of the most expensive blind spots in B2B sales: the time lag between form fills and follow-ups. He kn…
…
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1
389: Avoid the “Jack of all trades” Syndrome with Noah Berk
28:59
28:59
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28:59“You either crush it and they don’t need you anymore, run out of leads, or just don’t get the results. Every cold email engagement has an expiration date.” That was the reality for Noah Berk and his co-founder in 2016. Their business, built on cold outbound, worked at first. But behind the early wins was a model that couldn’t hold. Highlights inclu…
…
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1
389: Avoid the “Jack of all trades” Syndrome with Noah Berk
28:59
28:59
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28:59“You either crush it and they don’t need you anymore, run out of leads, or just don’t get the results. Every cold email engagement has an expiration date.” That was the reality for Noah Berk and his co-founder in 2016. Their business, built on cold outbound, worked at first. But behind the early wins was a model that couldn’t hold. Highlights inclu…
…
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1
388: Get the Story Right or Die Trying with J Ryan Williams
58:01
58:01
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58:01J. Ryan Williams spent years leading sales at high-growth startups. Then he quit. Not because he lost faith in sales, but because he realized most founders were doing it backwards. Product-market fit starts with message-market fit. Say it simply. Say it like an insider. Say it on camera. Then watch everything else get easier. Highlights include: Th…
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1
388: Get the Story Right or Die Trying with J Ryan Williams
58:01
58:01
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58:01J. Ryan Williams spent years leading sales at high-growth startups. Then he quit. Not because he lost faith in sales, but because he realized most founders were doing it backwards. Product-market fit starts with message-market fit. Say it simply. Say it like an insider. Say it on camera. Then watch everything else get easier. Highlights include: Th…
…
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1
387: Build It Free. Prove It Fast. Then Charge.
28:35
28:35
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28:35The best startup ideas don’t start with brainstorming. They start with frustration. Anirudh Ganesh didn’t invent a new market. He spotted an obvious, painful inefficiency: boutique hotels had outdated, unusable websites, losing up to 30% of revenue to online travel agencies (OTAs). Startup ideas don’t need to be revolutionary. They need to fix some…
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1
387: Build It Free. Prove It Fast. Then Charge.
28:35
28:35
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28:35The best startup ideas don’t start with brainstorming. They start with frustration. Anirudh Ganesh didn’t invent a new market. He spotted an obvious, painful inefficiency: boutique hotels had outdated, unusable websites, losing up to 30% of revenue to online travel agencies (OTAs). Startup ideas don’t need to be revolutionary. They need to fix some…
…
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1
386: Enterprise Tech, Built Like a Startup with Thomas Kircheis
50:23
50:23
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50:23Product-market fit doesn’t always start with innovation. Sometimes, it starts with frustration. That’s exactly how Pulpo WMS began: not as a genius idea in a boardroom, but as a real-world pain point inside a medical warehouse. Highlights include: Has Anyone Actually Tried This? (03:53), Where did Rebillia’s First Customer Come From? (09:33), The P…
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1
386: Enterprise Tech, Built Like a Startup with Thomas Kircheis
50:23
50:23
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50:23Product-market fit doesn’t always start with innovation. Sometimes, it starts with frustration. That’s exactly how Pulpo WMS began: not as a genius idea in a boardroom, but as a real-world pain point inside a medical warehouse. Highlights include: Has Anyone Actually Tried This? (03:53), Where did Rebillia’s First Customer Come From? (09:33), The P…
…
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1
385: Built from Frustration with Moran Mizrahi
18:31
18:31
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18:31When Moran Mizrahi joined us on the Predictable Revenue Podcast, the conversation started with something every founder can relate to: the moment you hit a wall using a tool that clearly wasn’t designed for people like you. For Moran and Rebillia, that moment came in the subscription billing space. After years running retail and eCommerce businesses…
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1
385: Built from Frustration with Moran Mizrahi
18:31
18:31
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18:31When Moran Mizrahi joined us on the Predictable Revenue Podcast, the conversation started with something every founder can relate to: the moment you hit a wall using a tool that clearly wasn’t designed for people like you. For Moran and Rebillia, that moment came in the subscription billing space. After years running retail and eCommerce businesses…
…
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1
384: Podcasts as a Growth Channel with Dr. Jeremy Weisz
49:40
49:40
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49:40Collin Stewart almost canceled this episode. Not because the guest wasn’t great, he was. Dr. Jeremy Weisz, co-founder of Rise 25, helped Collin get his podcast off the ground years ago. No, Collin hesitated because the strategy they were about to talk about… was working too well. “I don’t want everyone else to start doing this,” Collin admitted. “I…
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1
384: Podcasts as a Growth Channel with Dr. Jeremy Weisz
49:40
49:40
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49:40Collin Stewart almost canceled this episode. Not because the guest wasn’t great, he was. Dr. Jeremy Weisz, co-founder of Rise 25, helped Collin get his podcast off the ground years ago. No, Collin hesitated because the strategy they were about to talk about… was working too well. “I don’t want everyone else to start doing this,” Collin admitted. “I…
…
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1
383: From Messy Beginnings to Product-Market Fit with Ty Allen
27:29
27:29
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27:29After a serious spinal injury left him temporarily paralyzed, Ty had to navigate the healthcare system to find the right specialists, without reliable online information to guide those critical choices. On this episode of the Predictable Revenue Podcast, Ty Allen, founder of SocialClimb, shared the deeply personal story behind his company’s origin.…
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1
383: From Messy Beginnings to Product-Market Fit with Ty Allen
27:29
27:29
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27:29After a serious spinal injury left him temporarily paralyzed, Ty had to navigate the healthcare system to find the right specialists, without reliable online information to guide those critical choices. On this episode of the Predictable Revenue Podcast, Ty Allen, founder of SocialClimb, shared the deeply personal story behind his company’s origin.…
…
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1
382: Selling Something People Don’t Know They Need with Kathleen Egan
38:17
38:17
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38:17Sustainability in construction is no longer optional. It’s a business imperative. Large corporations and government agencies demand low-impact materials, pushing manufacturers and suppliers to adapt. However, the complexity of sustainability standards, scattered data, and inconsistent reporting slow adoption. Kathleen Egan, CEO of Ecomedes, appeare…
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1
382: Selling Something People Don’t Know They Need with Kathleen Egan
38:17
38:17
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38:17Sustainability in construction is no longer optional. It’s a business imperative. Large corporations and government agencies demand low-impact materials, pushing manufacturers and suppliers to adapt. However, the complexity of sustainability standards, scattered data, and inconsistent reporting slow adoption. Kathleen Egan, CEO of Ecomedes, appeare…
…
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1
381: Cutting The Cost of Acquiring Customers in Half with Brandon Healey
41:25
41:25
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41:25For years, conventional wisdom has said that outbound sales works in B2B but not B2C. The reason? Email. In business sales, you can source and validate work emails. In consumer sales, personal emails are difficult to find and even harder to verify, often leading to spam filters. Brandon Healy, VP of Sales & Growth at Hemlane, took on this challenge…
…
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1
381: Cutting The Cost of Acquiring Customers in Half with Brandon Healey
41:25
41:25
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41:25For years, conventional wisdom has said that outbound sales works in B2B but not B2C. The reason? Email. In business sales, you can source and validate work emails. In consumer sales, personal emails are difficult to find and even harder to verify, often leading to spam filters. Brandon Healy, VP of Sales & Growth at Hemlane, took on this challenge…
…
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1
380: Fail Fast, Pivot Smart with Paul Doerwald
28:46
28:46
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28:46Paul Doerwald set out to solve a problem he knew well. Helping small consultancies manage multiple projects without getting lost in Trello boards and Gantt charts. The idea made sense. It was solving a real issue. But when he brought it to his target audience, the response was clear: "I wouldn’t use it." Instead of defending his idea, Paul listened…
…
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1
380: Fail Fast, Pivot Smart with Paul Doerwald
28:46
28:46
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28:46Paul Doerwald set out to solve a problem he knew well. Helping small consultancies manage multiple projects without getting lost in Trello boards and Gantt charts. The idea made sense. It was solving a real issue. But when he brought it to his target audience, the response was clear: "I wouldn’t use it." Instead of defending his idea, Paul listened…
…
continue reading