Bassem Hamdy almost killed his company with an investor-forced pivot before finding the strategy that saved it. In this episode, early-stage B2B SaaS founders will learn the founder-led sales playbook Briq uses to close enterprise deals in just 9 days.
Bassem breaks down the dangers of selling to "Innovation Teams" and why those deals often waste time and money. You will learn how to avoid building "Frankenstein products" from disparate feature requests, why revenue per employee is the efficiency metric that actually matters, and how to bypass long enterprise procurement cycles by delivering immediate, small-scale value.
In this episode, Bassem also shares the reality of "building the plane in the air," why he pivoted from a construction data cloud idea to forecasting, and the specific sales tactics founders need to earn trust with CFOs without relying on traditional product demos.
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Saket Saurabh defied standard SaaS advice by skipping SMBs and selling directly to enterprise giants like Instacart and LinkedIn from day one. In this episode, early-stage B2B SaaS founders will learn the "Enterprise First" strategy that helped Nexla become cash flow positive before raising a Series A.
Saket breaks down exactly how to navigate complex corporate buy-cycles without a track record. You will learn how to overcome the "we can build this ourselves" objection from technical buyers, why a "Zero Salary" founder pivot was necessary to reach profitability, and the "Critical Path" leadership advice he learned directly from Jensen Huang at Nvidia.
In this episode, Saket also shares the "Magic Moment" sales tactic where his co-founder live-coded a fix during a pitch meeting to close Instacart, and why consultative selling beats pitching when you are a technical founder.
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Ibby Syed accidentally built a consulting agency while trying to build software. In this episode, early-stage B2B SaaS founders will learn how Cotera escaped the "services trap" and pivoted to AI agents to hit $1M ARR.
Ibby breaks down why hitting $150k ARR in consulting revenue was actually a "local maxima" that nearly killed the startup. You will learn how his co-founder replaced months of data science work with a 100-line OpenAI API experiment, and the painful but necessary decision to fire legacy customers to focus on a scalable product.
In this episode, Ibby also reveals his "value-first" LinkedIn outbound strategy that books 25+ meetings a week, why horizontal AI platforms (like Cotera) will outlast narrow vertical tools, and how they transitioned from custom enterprise contracts to a product-led growth model.
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Bilal Aijazi turned a casual Slack polling bot into a serious enterprise platform used by millions. In this episode, early-stage B2B SaaS founders will learn how Polly became a multi-million ARR business on top of Slack.
Bilal breaks down the reality of building a multi-million dollar business on top of a major platform like Slack. You will learn the "Pain Tolerance" metric that validated his idea (80% completion on a 5-step install), how he pivoted from an $8/month fantasy football use case to 5-figure HR contracts, and the survival playbook for when a platform "Sherlocks" your core feature.
In this episode, Bilal also shares the exact mechanics of his 12% "Respondent to Creator" viral loop, why he forced a horizontal product into vertical use cases to reduce churn, and his "Just Don't Die" philosophy for technical founders navigating sales.
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James Ashford sold his bootstrapped B2B SaaS for an 8-figure exit to Sage. In this episode, early-stage B2B SaaS founders will learn the exact exit strategy he used to outperform competitors with $75M in funding.
James breaks down how he built a "sellable asset" from day one with zero external capital. You will learn how a $5,000 WordPress MVP beat enterprise-grade competitors, why "Customer Proximity" (speaking to an accountant every day) was his unfair advantage, and the "Extreme Onboarding" play that impressed acquirers.
In this episode, James also details the PATH sales method (Pain, Aspiration, Traps, How) that drove predictable growth, and the specific playbooks he implemented to ensure the business could run—and sell—without him.
This episode is brought to you by:
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Ryan Wang launched Assembled on the exact day the WHO declared COVID-19 a pandemic. Momentum vanished, 25% of demos no-showed, and it took 8 months to earn their first dollar. In this episode, early-stage B2B SaaS founders will learn the growth strategy that turned a stalled launch into an AI platform doing tens of millions in ARR.
Ryan breaks down the pivotal "Eureka" moment of finding Product-Market Fit when he discovered the exact same color-coded scheduling spreadsheet at Stripe, Grammarly, and Casper. You will learn why usage-based pricing with no minimums nearly killed the company, and the data-driven ICP exercise that finally unlocked growth from 10 to 50 customers.
In this episode, Ryan also shares his framework for judging custom enterprise deals (the "Generalization Filter"), how to fix broken onboarding to scale, and the "Seeds vs. Harvest" mindset that helped him survive the zero-revenue desert.
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Sam Darawish sold his first company for $50M and then bootstrapped Everflow to $30M ARR with zero outside funding. In this episode, early-stage B2B SaaS founders will learn his rare playbook for capital-efficient growth.
Sam breaks down the philosophy of SaaS Capital Efficiency and how six months of rigorous prospect validation allowed him to sell screenshots before building the product. You will learn why focusing on a tiny TAM first helped them hit $1M ARR quickly, and the major product challenges that arise when executing a "Niche to Mainstream" strategy by expanding from affiliate networks to serving major brands.
In this episode, Sam also details the financial discipline needed to scale without venture capital, why engineers hate selling "janky" products (and why you should do it anyway), and the core founder mindset required to live with uncertainty.
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David Shim sold his first startup for $200M, but when he started Read AI in 2021, he built something that failed spectacularly — 5% retention after 30 days. In this episode, early-stage B2B SaaS founders will learn the Product-Led Growth playbook that turned that failure into 8-figure ARR.
David breaks down how he increased retention from 5% to 81% by focusing obsessively on "Day-One ROI" instead of chasing revenue. You will learn the $0 ad spend strategy behind acquiring 1 million new accounts monthly, and why building "bridges" between platforms like Zoom and Microsoft is the secret to competing with tech giants.
In this episode, David also reveals how to design viral loops into your product (like auto-shared meeting notes), why analyzing body language gave them the edge over generic AI wrappers, and the "Multiplayer Mode" tactic that turns every user into a salesperson.
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Kevin Wagstaff and his brother Michael turned a $5,000 investment into a $27 million ARR home inspection software business—without raising venture capital for the first six years. In this episode, early-stage B2B SaaS founders will learn the "Serve Before Selling" strategy that beat well-funded incumbents.
Kevin breaks down how he spent 12 months building an SEO moat before launching, creating an "unfair advantage" in a skeptical market. You will learn his "Agency Wedge" tactic (building websites manually to sell software), the specific pricing psychology needed to move an old-school industry to SaaS subscriptions, and why he stepped down as CEO at the peak of growth.
In this episode, Kevin also reveals the "6 AM Sunday Demo" that unlocked their biggest growth wave, how to use community engagement to sell without pitching, and the "Secondary Offering" exit path that lets founders take money off the table while staying in the game.
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Back in 2011, Sergiy Korolov's team accidentally sent 20,000 test billing emails to real customers—a complete disaster. They built a simple internal tool to prevent it from happening again, shared it with the Ruby on Rails community, and it exploded. Fast forward to today: Mailtrap generates seven-figure ARR with 100,000+ monthly active users.
In this episode, Sergiy Korolov (Co-founder of Mailtrap) reveals the SaaS Pricing Strategy behind converting a massive free user base into paid customers. Learn his controversial "Mandatory Survey" tactic that unlocked deep customer insights without hurting conversion, how he used a "Fake Door" test to validate a massive product pivot before writing code, and the specific challenges of expanding from a simple testing sandbox into a full-scale Email API platform.
In this episode, Sergiy also explains why simplifying onboarding didn't increase conversions (and what that revealed about developers), the "Eat Your Own Dog Food" strategy that fueled their initial growth, and how to compete with giants like SendGrid by focusing on developer experience.
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Jonathan Kazarian built Accelevents to $10 million ARR working nights and weekends for five years while keeping his hedge fund day job. But when COVID hit just as he went full-time, every event worldwide got canceled and revenue dropped to zero – forcing him to borrow $75,000 from his father's retirement to survive.
In this episode, Jonathan reveals the reality of bootstrapping a global platform without quitting your day job. He shares the brutal truth about hiring remote developers (firing 21 Upwork contractors to find one good one), the "19-Second Support" strategy that wins enterprise deals, and how they survived their entire revenue stream vanishing overnight during COVID by pivoting to virtual events.
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