Episodios

  • Enterprise Sales: Closing Deals in 9 Days, Not 9 Months | Briq

    Enterprise Sales: Closing Deals in 9 Days, Not 9 Months | Briq
    Dec 11 2025
    Bassem Hamdy closes enterprise sales deals in 9 days—not 6 months. After scaling Procore from $10M to $100M as EVP of Marketing, he built Briq to an 8-figure ARR by selling AI automation to CFOs in construction. In this episode, early-stage B2B SaaS founders will learn the enterprise sales playbook that bypasses long procurement cycles. Bassem breaks down exactly how to close enterprise sales fast by focusing on "vision and value" instead of product demos. You will learn why you should never do free POCs, how to identify when you're wasting time with "Innovation Teams," and the land-and-expand strategy that grew Briq from $15K deals to $100K+ contracts. In this episode, Bassem also shares why he made the controversial call to fire bad enterprise clients, and how partnering with industry associations gave Briq the social proof to earn trust with risk-averse CFOs before they had logos. This episode is brought to you by: 💖 Gearheart → Book a call + get the first 20 hours of development free 🔑 Key Lessons 🎯 Sell Vision and Value, Not Features: Bassem closes enterprise sales in 9 days by confirming vision alignment and ROI before ever demoing the product. 💰 Never Do Free POCs: Free work attracts time-wasters from innovation teams. Even a dollar creates commitment and filters for real buyers. 🤝 Land and Expand for Enterprise Sales: Start with a small paid implementation that proves ROI, then expand across departments. 🏢 Target the Economic Buyer: CFOs write checks; innovation VPs waste your time. Always qualify whether your contact controls budget. 📉 Fire Bad Enterprise Clients: Large companies can drag you into dark alleys with endless requests. Cut them loose to protect your resources. 🛠️ Partner for Early Credibility: Before you have enterprise logos, partner with trade associations to earn the social proof CFOs need. Chapters Why SaaS Founders Should Ignore Feature Requests Introduction & Welcome Is AI "Human Replacement" Software? The "Construction Data Cloud" Idea (And Why It Failed) Finding the Wrong ICP The "Agile" Trap: Why Most Product Teams Are Waterfall The Investor-Forced Pivot to Forecasting How to Close Enterprise Sales Deals in 9 Days Selling on "Vision & Value" vs. Features SaaS Pricing: Moving to Tokenization & Consumption First Price Was $15K—And It Was Too Cheap CFO Sales: Overcoming Risk Aversion Building Trust with Industry Associations Firing Bad Enterprise Clients Land and Expand Strategy Lightning Round 💌 Get weekly 5-minute SaaS insights: https://saasclub.io/email SaaS Club Programs Join the SaaS Club founder community: https://saasclub.co/plus Build your $10K MRR SaaS: https://saasclub.io/launch Scale from 6-figures to $1M ARR Faster: https://saasclub.io/mastermind Get 1:1 async coaching from Omer: https://saasclub.io/accelerate Resources Full show notes: https://saasclub.io/465 Subscribe to the podcast: https://saasclub.io/subscribe
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    50 m
  • Founder-Led Sales: How He Closed Instacart and LinkedIn | Nexla

    Founder-Led Sales: How He Closed Instacart and LinkedIn | Nexla
    Dec 4 2025
    Saket Saurabh closed Instacart by live-coding a fix during the pitch—and that "magical moment" became the foundation of his founder-led sales playbook. In this episode, early-stage B2B SaaS founders will learn how Saket closed the first 15 enterprise customers himself using a consultative founder-led sales approach. Saket breaks down exactly how to navigate complex corporate buy-cycles without a sales background. You will learn why he went "enterprise first" instead of starting with SMBs, how to overcome the "we can build it ourselves" objection by creating magical demo moments, and why founder-led sales is essential for connecting product, market, and customer needs. In this episode, Saket also shares the "zero salary" pivot that made Nexla cash flow positive before their Series A—and why founders must do sales themselves before hiring a team. This episode is brought to you by: 💖 Gearheart → Book a call + get the first 20 hours of development free 🚨 NordStellar → Book a demo and get 20% off with code blackfriday20 🔑 Key Lessons 🎯 Founder-Led Sales Connects the Dots: Unless founders sell deals themselves, they can't fully understand how product, market, and customer needs intersect. 🪄 Create "Magical Moments" in Demos: Saket's co-founder live-coded a fix during the Instacart pitch—solving problems on the spot closes enterprise deals. 🏢 Go Enterprise First: Architecting for SMBs first prevents you from understanding enterprise-grade complexity. Nexla went straight to Fortune 500. 🤝 Consultative Founder-Led Sales Builds Trust: Don't pitch—listen. Saket's first goal in meetings was to understand if the prospect saw the same problem. 📉 The "Zero Salary" Pivot: Saket and his co-founders cut salaries to zero to reach cash flow positivity before their Series A. 💰 Price Against Internal Cost: Calculate what it costs the prospect to solve the problem internally, then price at a fraction. Chapters Introduction & The "Profit" Quote What is Nexla? (Solving the Data Fragmentation Problem) The Origin: From Ad Tech to Data Infrastructure The Contrarian Strategy: Why "Enterprise First"? Landing the First Customer (Instacart) The "Live Code" Founder-Led Sales Demo Strategy Figuring Out Enterprise Pricing & POs Founder-Led Sales: Closing the First 15 Customers Overcoming the "We Can Build It Ourselves" Objection The Pivot: Going "Zero Salary" to Hit Cash Flow Positive The Impact of AI on Data Engineering Lightning Round: Best Advice & Productivity Tools 💌 Get weekly 5-minute SaaS insights: https://saasclub.io/email SaaS Club Programs Join the SaaS Club founder community: https://saasclub.co/plus Build your $10K MRR SaaS: https://saasclub.io/launch Scale from 6-figures to $1M ARR Faster: https://saasclub.io/mastermind Get 1:1 async coaching from Omer: https://saasclub.io/accelerate Resources Full show notes: https://saasclub.io/464 Subscribe to the podcast: https://saasclub.io/subscribe
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    42 m
  • AI SaaS Pivot: From Consulting Trap to $1M ARR | Cotera

    AI SaaS Pivot: From Consulting Trap to $1M ARR | Cotera
    Nov 27 2025
    Ibby Syed built his AI SaaS to $150K ARR—then realized he'd accidentally built a consulting business. Customers weren't logging in. They'd call with questions, get answers, and disappear. In this episode, early-stage B2B SaaS founders will learn how Cotera escaped the services trap and pivoted to an AI SaaS agent platform to hit $1M ARR. Ibby breaks down exactly how to recognize you're stuck in a consulting trap and escape it. You will learn why his co-founder's 100-line OpenAI experiment outperformed months of data science work, and the painful decision to fire legacy customers to focus on building a real AI SaaS product. In this episode, Ibby also reveals his "value-first" LinkedIn outbound strategy that books 25+ meetings a week, why AI SaaS products need ongoing utility (not one-time insights), and how teaching customers to build their own AI agents made the business scale. This episode is brought to you by: 💖 Gearheart → Book a call + get the first 20 hours of development free 🚨 NordStellar → Book a demo and get 20% off with code blackfriday20 🔑 Key Lessons 🚨 Early AI SaaS Revenue Can Be a Trap: Ibby hit $150K ARR but customers weren't logging in. The business looked like software but operated like an agency—a dangerous signal he almost ignored. 🔄 The Consulting Trap Kills AI SaaS Scalability: When every customer needs custom work, you're not building a product. If customers call for answers instead of logging in, you've built a services business. 💡 Let API Breakthroughs Trigger Your Pivot: Ibby's co-founder solved a customer problem with 100 lines of OpenAI code that outperformed a complex data science solution. That contrast made the AI SaaS opportunity obvious. 🎯 Deliver Value Upfront in Outbound: Instead of pitching, Ibby sends actual leads from a Reddit monitoring agent. "If you actually show value, people go crazy for it." 📉 Analytics Products Lack Stickiness: Dashboards answer questions, but once answered, there's no reason to return. AI SaaS products need ongoing utility, not one-time insights. 🛠️ Teach Customers to Build, Don't Build for Them: After the pivot, Cotera stopped doing custom implementations. They showed customers how to build their own AI agents—that's what made the AI SaaS business scale. Chapters Introduction Favorite Quote & Mindset What is Cotera? Ideal Customer & Revenue Snapshot Founding Story & YC Entry Early Product & Customer Interviews Outbound Strategies on LinkedIn Effective Outbound Today Common Mistakes with AI Outreach Realizing the Need to Pivot OpenAI API "Wake Up" Moment Transitioning to AI SaaS Agent Builder Product Differentiation & Competition Prompt-Based Workflow Approach Traction Before & After Pivot Evolving Pricing Model How to Contact Ibby 💌 Get weekly 5-minute SaaS insights: https://saasclub.io/email SaaS Club Programs Join the SaaS Club founder community: https://saasclub.co/plus Build your $10K MRR SaaS: https://saasclub.io/launch Scale from 6-figures to $1M ARR Faster: https://saasclub.io/mastermind Get 1:1 async coaching from Omer: https://saasclub.io/accelerate Resources Full show notes: https://saasclub.io/463 Subscribe to the podcast: https://saasclub.io/subscribe
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    57 m
  • Freemium SaaS: From $8/Month to 7-Figure ARR | Polly

    Freemium SaaS: From $8/Month to 7-Figure ARR | Polly
    Nov 20 2025
    Bilal Aijazi built a freemium SaaS to millions of monthly active users—but struggled to convert free users to paid. Then he discovered that most users would never pay, and the real buyers were hiding in plain sight. In this episode, early-stage B2B SaaS founders will learn the freemium SaaS playbook that took Polly from $8/month to 7-figure ARR. Bilal breaks down exactly how to identify buyers in a sea of free users. You will learn the "Pain Tolerance" metric that proved demand (80% completion on a 5-step install), how to separate "pollinators" from paying customers, and why attaching to expensive company rituals drives sticky freemium SaaS conversion. In this episode, Bilal also shares how Slack building a competing feature forced him to diversify to Teams, Zoom, and Google Slides—and why creator-based pricing works better than workspace pricing for horizontal products. This episode is brought to you by: 💖 Gearheart → Book a call + get the first 20 hours of development free 🚨 NordStellar → Book a demo and get 20% off with code blackfriday20 📡 Signal House → Learn more and get a demo 🔑 Key Lessons 🚀 Pain tolerance signals demand: 80% of users completed a 5-step manual install—proving massive demand before Slack even had an app store. 💰 Freemium SaaS conversion requires separating users from buyers: Most free users picking lunch spots will never pay. The buyers are running company all-hands and sales kickoffs. 🔄 Surviving platform risk means diversifying: When Slack built Workflow Builder, Polly expanded to Teams, Zoom, Google Slides, and PowerPoint. 🎯 Hook conversations into the product: Every signup triggers an email asking for feedback—these conversations reveal which use cases convert to paid. 💡 Creator pricing works for horizontal freemium SaaS: Charge poll creators, not every user. Enterprise tiers shift to monthly active users. Chapters The "Punch in the Face" Reality of Startups What Polly Does and Who It Serves Scaling to Millions of Monthly Active Users The Origin: Messaging Platforms Meet Enterprise Launching on Slack Before the App Store Existed The First Product: Polls in Slack The 5-Step Onboarding Nightmare (That Worked) Product Hunt Viral Moment Transitioning from Viral Bot to Real Company The Freemium SaaS Strategy The Fantasy Football Customer: First $8/Month Finding Buyers in a Sea of Free Users Free-to-Paid Conversion Challenges What Goes Behind the Paywall Horizontal vs. Vertical Approach Building Polly Workflows When Slack Built a Competing Feature Managing Platform Risk Why Technical Founders Must Learn Sales Building on Multiple Platforms Today Would You Start Horizontal Again? Lightning Round 💌 Get weekly 5-minute SaaS insights: https://saasclub.io/email SaaS Club Programs Join the SaaS Club founder community: https://saasclub.co/plus Build your $10K MRR SaaS: https://saasclub.io/launch Scale from 6-figures to $1M ARR Faster: https://saasclub.io/mastermind Get 1:1 async coaching from Omer: https://saasclub.io/accelerate Resources Full show notes: https://saasclub.io/462 Subscribe to the podcast: https://saasclub.io/subscribe
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    57 m
  • Bootstrapped SaaS to 8-Figure Exit (No VC, No Problem) | GoProposal

    Bootstrapped SaaS to 8-Figure Exit (No VC, No Problem) | GoProposal
    Nov 13 2025
    James Ashford built a bootstrapped SaaS for £4,000 on WordPress and sold it to Sage for 8 figures—without raising a single dollar of outside funding. In this episode, early-stage B2B SaaS founders will learn the bootstrapped SaaS playbook that beat competitors with $75M in funding. James breaks down exactly how to build a sellable asset from day one. You will learn why he printed logos of potential acquirers on his wall before getting his first customer, the "market like a celebrity chef" strategy that made his content go viral, and the "shock and awe" onboarding that impressed acquirers during due diligence. In this episode, James also shares how trading 10% of his software for 10% of an accounting firm gave him instant credibility as an outsider, and why skipping conferences to hire a videographer was the smartest bootstrapped SaaS marketing decision he made. This episode is brought to you by: 💖 Gearheart → Book a call + get the first 20 hours of development free 📡 Signal House → Learn more and get a demo 🚨 NordStellar → Book a demo and get 20% off with code blackfriday20 🔑 Key Lessons 🚀 Small tech, big exit: James built an 8-figure bootstrapped SaaS on a £4,000 WordPress plugin MVP—proving you don't need massive funding. 📚 Market like a celebrity chef: Give away your methodology for free. People still buy because they want it done faster. 🎯 Built to sell from day one: Before his first customer, James calculated his exit number and printed acquirer logos on his wall. 💡 Bootstrapped SaaS forces creativity: When conferences cost £25K, he hired a videographer instead and dominated online. 📋 Playbooks enable premium exits: Every process documented. Acquirers pay more when they see exactly how the business runs. Chapters The "Don't Wish It Were Easier" Philosophy What GoProposal Does for Accountants Characteristics of the Solution: Close in 15 Minutes From Business Consultant to SaaS Founder The £4,000 WordPress MVP That Scaled Why Not Knowing Tech Was an Advantage Trading Equity for Credibility Writing a Bestselling Book in 2 Weeks Getting the First 100 Customers The Bootstrapped SaaS Marketing Playbook Outpacing Competitors with Speed Creating Content Without Being an Expert The Power of Proximity to Customers The PATH Method: Pain, Aspirations, Traps, How Onboarding: The Shock and Awe Approach Growing to 1,100+ Customers Why He Skipped Conferences for a Videographer Preparing for Exit from Day One The M&A Process and Due Diligence Why He Never Raised Money Life After Exit: The Crash and Recovery Small Tech, Big Exit: The New Project Lightning Round 💌 Get weekly 5-minute SaaS insights: https://saasclub.io/email SaaS Club Programs Join the SaaS Club founder community: https://saasclub.co/plus Build your $10K MRR SaaS: https://saasclub.io/launch Scale from 6-figures to $1M ARR Faster: https://saasclub.io/mastermind Get 1:1 async coaching from Omer: https://saasclub.io/accelerate Resources Full show notes: https://saasclub.io/461 Subscribe to the podcast: https://saasclub.io/subscribe
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    1 h y 17 m
  • SaaS Pricing Trap: Usage-Based With No Minimums Nearly Killed This Startup | Assembled

    SaaS Pricing Trap: Usage-Based With No Minimums Nearly Killed This Startup | Assembled
    Nov 6 2025
    Ryan Wang made a SaaS pricing mistake that nearly killed his company. As CEO of Assembled—a workforce management platform for support teams—he chose usage-based pricing with no minimums. The result? Eight months without a single dollar of revenue while burning through runway. In this episode, early-stage B2B SaaS founders will learn the brutal reality of SaaS pricing mistakes and how to fix them. Ryan breaks down exactly how he fixed his SaaS pricing model after the initial failure. You will learn why usage-based pricing needs guardrails, how he convinced Stripe to become his first paying customer, and the "shadow org chart" approach to enterprise sales. In this episode, Ryan also shares why Assembled hired senior leaders earlier than most startups recommend, and how his background at Stripe shaped his approach to building enterprise software. This episode is brought to you by: 💖 Sprinto → Book a demo and get 10% off + your first pentest FREE 💖 Gearheart → Book a free consult and get the first 20 hours free 📡 Signal House → Get featured on 150+ podcasts in your niche 🚨 NordStellar → Book a demo and get 20% off 🔑 Key Lessons 💰 SaaS pricing without minimums is dangerous: Usage-based models need floors to ensure revenue predictability—Ryan learned this after 8 months of zero revenue. 🏢 Hire senior leaders earlier than feels comfortable: They bring playbooks and credibility you can't build alone. 🗺️ Build the "shadow org chart": Map decision-makers and influencers before pitching to close enterprise deals faster. 🎯 Your first customer shapes your product: Choose someone who represents your ideal future customers—Stripe set the standard for Assembled. 🤝 Trust compounds in enterprise sales: Early champions become references for future deals. Chapters Introduction and Ryan's background at Stripe The pain point that led to Assembled Why usage-based SaaS pricing with no minimums failed Eight months without revenue—surviving the runway crisis How Ryan fixed the SaaS pricing model Landing Stripe as the first paying customer The shadow org chart approach to enterprise sales Hiring senior leaders early Scaling to 8-figure ARR Lessons learned and advice for founders 💌 Get weekly 5-minute SaaS insights: https://saasclub.io/email SaaS Club Programs Join the SaaS Club founder community: https://saasclub.co/plus Build your $10K MRR SaaS: https://saasclub.io/launch Scale from 6-figures to $1M ARR Faster: https://saasclub.io/mastermind Get 1:1 async coaching from Omer: https://saasclub.io/accelerate Resources Full show notes: https://saasclub.io/460 Subscribe to the podcast: https://saasclub.io/subscribe
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    54 m
  • Bootstrapped SaaS to $30M ARR: Why Scarcity Forces Focus | Everflow

    Bootstrapped SaaS to $30M ARR: Why Scarcity Forces Focus | Everflow
    Oct 30 2025
    Sam Darawish sold his first company for $50 million—then bootstrapped his next SaaS to $30M ARR without a dollar of outside funding. In this episode, bootstrapped SaaS founders will learn why capital constraints actually force better decisions. Sam breaks down exactly how scarcity of capital forced Everflow to focus on what mattered. You will learn how he landed his first customers at Affiliate Summit with nothing but screenshots, why he only invested $400K after a $50M exit, and how Everflow hit profitability at just $1M ARR with 10 people. In this episode, Sam also shares the bootstrapped SaaS mindset that led him to not pay himself for two years, and why moderate 25-30% growth beats aggressive VC-fueled expansion. This episode is brought to you by: 💖 Sprinto → Learn more and book a demo today 📡 Signal House → Learn more and get a demo 🚀 SaaS Club Launch → Build your SaaS to $10K MRR 🔑 Key Lessons 💰 Scarcity forces focus: Sam invested only $400K after a $50M exit because limited capital forces you to get things right quickly—no room for multiple directions. 🎯 Start with a bootstrapped-friendly niche: Everflow targeted mobile affiliate networks first—a small TAM Sam knew intimately—before expanding to larger markets. 🚀 Sell screenshots before building: Sam got his first two customers at Affiliate Summit with nothing but screenshots. Engineers hate it, but early feedback beats isolation. 📉 Profitability at $1M ARR: With just 10 people and 25-30 high-value customers, Everflow proved bootstrapped SaaS can scale efficiently from day one. 🧠 Moderate growth beats aggressive expansion: Sam argues 25-30% annual growth is healthier than 50-60% with VC—fast growth often means customers outside your ICP. Chapters Introduction and favorite quote What Everflow does and who it is for Revenue, team size, and customer count Why Everflow is completely bootstrapped The Moola Media origin story Building the first mobile affiliate network Opera acquisition for $50 million How the Everflow idea was born Validating the idea with beta customers Why they invested only $400K after a $50M exit How scarcity of capital forces focus Defining the initial ICP: mobile affiliate networks Landing first customers at Affiliate Summit Getting customers with just screenshots Why engineers fear showing early products Differentiating in a crowded market How long it took to hit $1M ARR Expanding from niche to larger TAM Why moderate growth beats aggressive expansion Lightning round and book recommendation 💌 Get weekly 5-minute SaaS insights: https://saasclub.io/email SaaS Club Programs Join the SaaS Club founder community: https://saasclub.co/plus Build your $10K MRR SaaS: https://saasclub.io/launch Scale from 6-figures to $1M ARR Faster: https://saasclub.io/mastermind Get 1:1 async coaching from Omer: https://saasclub.io/accelerate Resources Full show notes: https://saasclub.io/459 Subscribe to the podcast: https://saasclub.io/subscribe
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    46 m
  • Product-Led Growth Playbook: 8-Figure ARR with $0 Ad Spend | Read AI

    Product-Led Growth Playbook: 8-Figure ARR with $0 Ad Spend | Read AI
    Oct 23 2025
    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. This episode is brought to you by: 💖 ⁠⁠Sprinto⁠⁠ → ⁠⁠Learn more and book a demo today 🚀 SaaS Club Launch → Build your SaaS to $10K MRR 🔑 Key Lessons 📉 From Failure to Fit: Why the first product failed with 5% retention and how focusing on actionable insights jumped it to 81%. 🚀 The $0 Ad Spend Model: How to build viral loops (like auto-shared meeting notes) that drive 1M+ signups without paid ads. 💡 Day-One ROI: Why prioritizing immediate value over revenue is the secret to PLG success in a crowded market. 🤖 The Multimodal Edge: How analyzing tone and body language (not just text) differentiated Read AI from generic GPT wrappers. ⚔️ Competing with Giants: How to survive when Microsoft, Google, and Zoom launch features that compete with you. 📖 Chapters Intro & The $200M Placed Acquisition The Read AI Origin Story (The ESPN Glasses Moment) Why Our First Product Failed (5% Retention Mistake) The Pivot: How Multimodal AI Beat Simple Summarizers The 81% Retention Strategy (The Key to Day-One ROI) The $0 Ad Spend PLG Playbook & Viral Loops Competing with Platform Features (Microsoft, Google, Zoom) Land and Expand without Salespeople The Future of AI Agents and Decision-Making Resources: Full Show Notes: saasclub.io/458 Subscribe to the Podcast: saasclub.io/subscribe Get weekly 5-minute SaaS insights: saasclub.io/email Join the SaaS Club founder community: saasclub.co/plus
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    57 m
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