Conversionaid: The Saas Podcast, Startups, Growth Hacking & Traction

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.

Saket Saurabh defied standard SaaS advice by skipping SMBs and selling directly to Enterprise giants like Instacart and LinkedIn from day one. Here is the "Enterprise First" strategy that allowed Nexla to become cash flow positive with multiple 7-figures in revenue before their Series A. In this episode, Saket (Co-founder & CEO of Nexla) breaks down exactly how to navigate complex corporate buy-cycles without a track record. Learn how he used "consultative selling" to close 6-figure contracts, the "Magic Moment" live-coding tactic that won Instacart, and the painful "Zero Salary" pivot the founders took to save the company and hit profitability.

Ibby Syed spent 18 months building a customer analytics product that hit $150K ARR—only to realize he'd accidentally built a consulting business, not a software company. Then his co-founder wrote 100 lines of code using the OpenAI API, and everything changed. In this episode, Ibby shares how he and his co-founder pivoted from a struggling analytics tool to building Kotera, an AI agent platform that crossed 7-figures in ARR. He explains why most vertical AI startups will grow fast and die, and how teaching customers to build their own agents created a more scalable business. You'll learn: How to use LinkedIn outbound with an 8-10% response rate to book 25+ customer interviews per week Why early revenue can trap you in a "local maxima" and make pivoting harder How 100 lines of API code outperformed a bloated data science solution and triggered a pivot Why sending prospects actual value (like leads) beats generic pitches in today's saturated market Why building horizontal tools may be more defe

Bilal Aijazi built one of the first Slack apps ever created. The install process was so clunky it required five manual steps of copying and pasting tokens. Yet 80% of people completed it anyway. That's when he knew Polly was solving something people desperately wanted. Today, Polly serves millions of monthly active users across Slack, Teams, Zoom, Google Meet, Google Slides, and PowerPoint, generating multiple seven figures in ARR with just 20 people. But the journey from that first $8/month fantasy football customer to enterprise deals wasn't obvious—and platform risk nearly derailed everything when Slack launched competing features. You'll learn: How Bilal discovered that only 12% of Polly users would ever become creators and why that was actually a good thing for the business Why their first paying customer at $8/month for fantasy football led them to HR teams who now pay five-figure deals How adding simple demo booking hooks throughout Polly enabled hundreds of customer conversations that reve

James Ashford built GoProposal, a pricing and proposal platform for accountants, on a $5,000 WordPress multisite. Five years later, he sold it to Sage for eight figures with just 12 people on the team. But the path to that exit wasn't about raising money or building fancy tech. It was about moving faster than well-funded competitors, staying closer to customers than anyone else, and building systems that made the business sellable from day one. James picked off the top customers of a competitor with $75 million in funding by publishing helpful content daily, running weekly webinars, and speaking to an accountant every single day just to learn. You'll learn: How James built and launched his MVP for $5,000 on WordPress and why that helped him get to market quickly without funding Why going deep on one ICP for years gave him clarity, focus and traction in a crowded market How publishing useful content quickly, instead of polished content slowly, became his biggest differentiator and drove conversion

Ryan Wang is the co-founder and CEO of Assembled, an AI platform for customer support that helps companies manage both human and AI agents more efficiently. Today, Assembled is an 8-figure ARR company with about 120 people, serves several hundred customers, and has raised $71 million. But getting there was brutal. Ryan and his co-founders spent two years building before launching in March 2020—the same day the WHO declared COVID a global pandemic. About 25% of demos didn't show up. It took them 8 months to earn their first dollar of revenue. When they finally got customers on usage-based pricing with no minimums, usage flatlined during the pandemic. They thought it was their fault before realizing it was macro-related. So they stopped chasing growth and focused on the customers getting value, meeting them in person and building what actually mattered. You'll learn: How Ryan knew he had a real business when he discovered that Stripe, Casper, and Grammarly had all built similar color-coded spreadsheets

Sam Darawish sold his first startup for $50M, then invested a few hundred thousand of his own money into Everflow. He didn't pay himself for two years. Most founders would never show screenshots at a trade show instead of a working product, but that's exactly what Sam did — and it landed his first customers. Today, Everflow generates nearly $30M ARR with 1,200 customers and a 120-person team across four continents. They've done it all without raising a single dollar of outside funding, proving that capital efficiency beats hypergrowth for building sustainable SaaS companies. You'll learn: Why showing screenshots at a trade show led to their first paying customers How narrowing to a tiny $70M TAM helped them reach $1M ARR faster What happened when they expanded to a bigger market that looked similar but wasn't Why spending only $400K to start forced them to focus on what really mattered How to maintain 25-30% growth while staying profitable from day one Full show notes → saasclub.io/459

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. Instead of pivoting to chase revenue, he focused obsessively on fixing one metric: day-one ROI. Today, Read AI generates 8-figures in ARR, adds a million accounts monthly, and spends virtually nothing on marketing. David discovered that in the age of AI, the companies that win aren't the ones with the biggest models — they're the ones that solve real problems instantly. You'll learn: How David validated his idea by calling Zoom's founder directly and getting instant clarity Why focusing on day-one ROI instead of revenue led to 81% retention How to build viral loops that drive 1M+ monthly signups without marketing spend Why giving away your product for free can be your best growth strategy How to compete when Microsoft, Google, and Zoom enter your market Full show notes → saasclub.io/458 This episode is brought to you by:

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. After nine months of customer research, they built Spectora by focusing on one philosophy: serve before selling. Kevin answered every support message within 60 seconds for five years, showed up daily in online communities without pitching, and even took a 6AM Sunday demo that unlocked their biggest growth wave. Today, Spectora serves 12,000+ inspectors while Kevin has stepped back from the CEO role, recognizing he was best suited for the zero-to-10 journey. You'll learn: How 9 months of field research revealed the workflow problem worth solving Why starting SEO content 12 months before launch created an unfair advantage The 6AM Sunday demo that opened doors to an exclusive mastermind group How building 200+ websites became an unexpected 10% revenue stream When to recognize you're a "zero-to-10 founder" and step asi

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. The journey wasn't easy. For five years, Mailtrap was just a free side project. When Sergiy finally monetized in 2016, growth was slow and methodical—it took four more years to hit $1M ARR. Then came the biggest challenge: pivoting from a tool that blocks emails to one that sends them in production. It meant rebuilding infrastructure, fighting brand confusion, and competing with giants like SendGrid and Mailgun. You'll learn: How making signup surveys required provided deep customer insights without hurting conversions How a fake "Email Campaigns" button validated product demand before building anything Why community trust and developer-first thinking beat f

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. Instead of waiting it out, Jonathan pivoted hard to virtual events and started pre-selling features they hadn't built yet. Within three months, they hit a million-dollar run rate and 10X'd revenue by year's end. But when the tech bubble burst in 2022, revenue got cut in half and he had to lay off more than half his 117-person team while rebuilding their reputation from scratch. You'll learn: Why maintaining 19-second response times 24/7 became Accelevents' secret weapon in the high-stakes events industry How hosting dinner events for event professionals generated better leads than cold outreach – without ever pitching the product What Jonathan learned from going through 21 Upwork contr

Richard Hollingsworth bootstrapped an executive assistant agency to $5M ARR, then pivoted to AI and grew from $1M to $18M ARR in just 8 months. Today, Fyxer serves thousands of professionals with their AI email assistant, and Richard's team has grown from 4 to 40 employees while raising over $40M. Richard and his brother Archie started with data from their EA agency, waited for the right technology moment with GPT-3, then moved to San Francisco to scale. Their focus on professional services over tech companies, combined with a land-and-expand strategy, helped them close a $1.2M deal in 7 days and build a thriving AI SaaS business. You'll learn: How to turn an agency into an AI SaaS company using existing customer data and insights Why targeting professional services instead of tech companies unlocked massive growth opportunities How a land-and-expand sales motion helped convert single users into a 5,000-seat enterprise deal worth $1.2M What mistakes nearly destroyed their customer success dur

Bernard Aceituno went from PhD research at MIT to founding StackAI, a no-code AI platform that's now generating 7-figures in ARR with over 100 enterprise customers and $16M raised. In this episode, Bernard shares how he pivoted from academia to entrepreneurship, why his first product wasn't solving the right problem, and how a perfectly-timed MVP launch on Hacker News created overnight demand. He explains the painful lessons of chasing too many customer segments before finding focus with enterprise IT teams. You'll learn: What signals showed Bernard it was time to pivot from dataset management to workflow automation Why chasing too many ICPs nearly derailed the company and how they found focus How posting a scrappy MVP on Hacker News created 20 customer meetings in just two days Why attempts at reseller channels failed and what Bernard learned from waiting too long to hire sales How focusing on enterprise IT unlocked large contracts and steady expansion inside customer accounts Full show n

Pat Kinsel went from years of painful struggle at Notarize to building Proof, a SaaS platform approaching $100M ARR with 230 employees and $260M raised. In this episode, Pat explains how a notary error during his first startup exit sparked the idea, why he validated demand with a simple landing page before building, how he endured years of slow traction and false signals, and what changed when he expanded beyond notarization to transaction security. You’ll learn: - How Pat validated demand with a landing page and Google ads - Why losing money on every transaction nearly killed the company - What really happened when COVID demand spiked 100x overnight - How he spent years pushing to make online notarization widely accepted - Why many COVID-era enterprise signups never activated and what that taught about real product-market fit Full show notes → saasclub.io/452 This episode is brought to you by:

Todd Olson went from two failed startups to building Pendo, a SaaS platform now generating $200M ARR with 880 employees and nearly $500M raised. In this episode, Todd reveals how early mistakes shaped his obsession with product-market fit, why he refused to hire salespeople until he validated the sales motion himself, and how creating an entirely new category forced him to abandon inbound marketing for manual outreach. You’ll learn: - Why Todd waited until $500K ARR before hiring salespeople - How raising prices 10x overnight changed Pendo’s trajectory - What two failed startups taught him about product-market fit - Why category creation required a bold go-to-market approach - The counterintuitive product strategy that made Pendo stand out Full show notes → saasclub.io/451 This episode is brought to you by:

Flo Crivello is the founder and CEO of Lindy, a no-code platform for building AI agents to automate workflows.

Richard White is the founder and CEO of Fathom, the #1 rated AI note-taking app that automatically captures and summarizes meetings.

Rob Woollen is the Co-Founder and CTO of Sigma Computing, a data analytics platform that lets business users analyze cloud-scale data without writing SQL.

Jared Siegal is the founder and CEO of Aditude a monetization platform that helps digital publishers maximize their ad revenue. Show Notes: https://saasclub.io/447 Join Email List: Get weekly SaaS learnings, new podcast episodes, and actionable insights right in your inbox: https://saasclub.io/email/ Join Community: SaaS Club is the community for early-stage SaaS founders and entrepreneurs: https://saasclub.co/join

David Zitoun is the co-founder and CEO of Submagica tool that helps creators and small businesses turn their videos into viral-ready shorts in just a few clicks. Show Notes: https://saasclub.io/446 Join Email List: Get weekly SaaS learnings, new podcast episodes, and actionable insights right in your inbox: https://saasclub.io/email/ Join Community: SaaS Club is the community for early-stage SaaS founders and entrepreneurs: https://saasclub.co/join