

The SaaS Podcast - AI, Growth & Product-Market Fit for SaaS Founders
Omer Khan
Every week, SaaS founders share how they found product-market fit, got their first customers, scaled to $1M+ ARR, and navigated pricing, sales, churn, and AI.
Host Omer Khan has interviewed 500+ founders and coached 150+ through revenue milestones. Whether you're bootstrapping to $10K MRR or scaling past $1M+ ARR, The SaaS Podcast delivers proven growth strategies - not theory.
Join 5,000+ founders at SaaS Club. New episodes weekly.
Host Omer Khan has interviewed 500+ founders and coached 150+ through revenue milestones. Whether you're bootstrapping to $10K MRR or scaling past $1M+ ARR, The SaaS Podcast delivers proven growth strategies - not theory.
Join 5,000+ founders at SaaS Club. New episodes weekly.
Episodes
Mentioned books

Oct 28, 2020 ⢠44min
Niche SaaS: 450 Interviews Before Writing One Line of Code
Shruti Ghatge sent 2,500 cold emails and got zero replies. She and her co-founder spent eight months building InVision prototypes for their niche SaaS without writing a single line of code - and customers never knew it was not a real product.
Zomentum validated a niche SaaS opportunity in IT managed service providers - an underserved market processing $200B in services - through 450+ customer interviews before writing code. Once launched, half of all prospects who saw the product signed up, a 50% conversion rate built on deep niche market SaaS research.
In this episode, Shruti reveals why she abandoned a $50K contract in Southeast Asia, how virtual events became the growth engine for her vertical SaaS, and the playbook that took Zomentum to multiple six figures in ARR and $4M in funding.
š Key Lessons
šÆ Validate your niche SaaS with prototypes, not code: Zomentum spent eight months on InVision mocks that customers could not distinguish from a real product.
š Zero cold email replies is a channel problem: 2,500 emails got zero responses, but one-on-one conversations through Reddit and Facebook groups generated all early traction.
š Abandon non-repeatable markets even with revenue: Zomentum walked away from a $50K contract because every customer had different problems.
š¤ Ask about problems, never about solutions: Not being from the IT industry was an advantage - fresh eyes led to better niche SaaS product decisions.
š Deep customer research drives high conversion: 450+ interviews gave such precise understanding that 50% of prospects sign up on first demo.
Chapters
Introduction
Shruti's favorite quote on preparation and luck
What Zomentum does: go-to-market platform for IT MSPs
Shruti's background in venture capital at Accel
Validating the niche SaaS idea through Reddit and Facebook
Eight months of InVision prototypes without writing code
Finding the low-friction entry point into the market
Building the product after eight months of mocks
Landing a customer in Southeast Asia at Cloud Expo
Abandoning Southeast Asia despite a $50K contract
Sending 2,500 cold emails with zero responses
Why mass outreach fails but one-on-one works
Team size: 30 people, multiple six figures ARR
Virtual events as a level playing field for startups
Lessons from the journey: trust your gut and act fast
Lightning round
Resources
Full show notes: https://saasclub.io/269
Join 5,000+ SaaS founders: https://saasclub.io/email

Oct 21, 2020 ⢠47min
SaaS Without Funding: A $20K Pre-Sale Built Chili Piper to $5M
Nicolas Vandenberghe told his first potential customer he could build them a solution for $20,000. They paid upfront. That pre-sale launched Chili Piper's journey to build a SaaS without funding that reached cash positive in 10 months and $5M ARR before raising a dollar.
Nicolas shares how companies lose over 50% of inbound leads between form submission and sales follow-up because nobody owns the handoff. Chili Piper doubles conversion rates by qualifying, routing, and connecting prospects in real time. Building SaaS without funding forced discipline - he ran a no-discount pricing policy because the product has zero direct competition.
He reveals why his $60M exit collapsed during the dot-com crash, how the "bullseye strategy" targeted Square and Segment first, and why bootstrap to profitability discipline created leverage to later raise $18M on favorable terms.
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Key Lessons
š° Pre-sell before building to grow SaaS without funding: Nicolas got $20K upfront from his first customer before writing any code, proving the problem was worth solving while funding the initial build.
šÆ Own the blind spot between marketing and sales: Companies lose 50%+ of inbound leads because nobody owns the handoff. This gap was invisible to existing tools.
š¤ Target influential logos first when building SaaS without funding: The "bullseye strategy" prioritized Square, Segment, and Greenhouse because their adoption created word-of-mouth pressure across SaaS.
š Never discount when you have no competition: Chili Piper maintains a strict no-discount policy. Nicolas warns that discounts offered once can never be taken back.
š Bootstrap to profitability creates fundraising leverage: By reaching $5M ARR as a bootstrapped SaaS, Chili Piper rejected unfavorable VC terms and waited until market conditions produced $18M on their terms.
Chapters
Introduction
Nicolas's favorite quotes on boldness and persistence
What Chili Piper does: inbound revenue acceleration
How the idea came from customer conversations
The $20K pre-sale that launched Chili Piper
Why scheduling is more complex than it looks
No competitive pressure enables a no-discount policy
Bootstrapping SaaS without funding to $5M ARR
Nicolas's background: Steve Jobs, Stanford, and four startups
The $60M exit that collapsed during the dot-com crash
How four startups shaped the bootstrap approach
The bullseye strategy for targeting influential logos
Cash flow management as the core bootstrap challenge
Why Nicolas waited to raise funding
How COVID flipped the fundraising market in 90 days
Lightning round
Wrap up
Resources
Full show notes: https://saasclub.io/268
Join 5,000+ SaaS founders: https://saasclub.io/email

Oct 14, 2020 ⢠46min
Customer Success: How Gainsight Created the Category to $156M
When Nick Mehta joined Gainsight in 2013, customer success as a category did not exist. There were no tools, no job titles, no conferences. He did not just have to sell software - he had to convince the entire SaaS industry that customer success was a thing worth investing in.
Nick shares the four-question framework for creating a new category: why anything, why technology, why now, and why us. Most SaaS founders only address the last question. He explains why Gainsight found its first customer success buyers among early adopters of other innovative products like Box, Zuora, and Anaplan.
Nick reveals how community events became Gainsight's primary customer acquisition channel, why reducing churn requires six diagnostic questions, and how he grew the company to 700+ employees and $156M in funding by educating buyers before selling to them.
Sponsored by Typeform: Create friendly surveys and forms. Start a free trial and get 20% off: saasclub.io/typeform
Key Lessons
šÆ New categories require answering four customer success questions: Most founders only address "why us" but category creators must answer "why anything," "why technology," and "why now" first.
š¤ Build community before pipeline for customer success: Gainsight's events attracted professionals isolated in their companies but similar across companies, creating a natural pool of early adopters.
š Avoid discounting to create customer success urgency: Nick warns discounts never get rolled back. Quantify the daily cost of SaaS churn delay instead.
š¢ Target early adopters of other innovative products: Companies buying Box and Zuora were naturally innovative and also likely to buy customer retention technology.
š° Six diagnostic pains qualify customer success buyers: Are you surprised by churn, failing at adoption, lacking visibility, throwing people at problems, delivering fragmented experiences, or missing expansion?
Chapters
Introduction
Nick's favorite quote from Albert Einstein
What Gainsight does and who it serves
Nick's background: from on-premise software to SaaS
Joining Gainsight as CEO with a beta product
The biggest challenge: creating a new customer success category
Four questions buyers ask in new categories
Finding early adopters among innovative SaaS companies
The four-question framework: why anything, why tech, why now, why us
Answering "why anything" through content and influencers
Answering "why now" with ROI, goals, and implementation dates
The danger of discounting to create urgency
Community and events as customer acquisition channels
Customer success 101 for early-stage SaaS companies
Six diagnostic pains that signal you need CS technology
Lightning round
Wrap up
Resources
Full show notes: https://saasclub.io/267
Join 5,000+ SaaS founders: https://saasclub.io/email

Oct 7, 2020 ⢠57min
Founder-Led Sales: $40K Grant to 8,000 Customers via PatSnap
Founder and CEO of PatSnap, Jeffrey Tiong, shares his journey of overcoming challenges and growing his innovation intelligence platform. The discussion includes insights on targeting customers in various industries, reflections on product development strategy, early sales challenges, navigating leadership as a first-time founder, and exploring outside passions like space and deep-sea exploration.

Sep 30, 2020 ⢠1h 2min
SaaS Branding: How Redefining Your Category Grew This to $5M ARR
Rob Loewenthal walked away from running a radio network to build a podcast platform in one of the most crowded markets in SaaS. His SaaS branding strategy: stop thinking about hosting and start solving for engagement. While competitors focused on file storage and Apple distribution, Whooshkaa built transcription, cloud editing, and smart home integrations into one platform.
Rob reveals how this competitive differentiation in SaaS branding grew Whooshkaa to 9,000 podcasts and nearly $5M ARR. He explains how enterprise customers like Atlassian adopted the platform for private internal podcasts, why branded web players created product-led virality, and how bronze-level event sponsorships with HubSpot automation generated 5-10 demos per week.
He also shares why News Corp nearly derailed the product roadmap, and why a great product without SaaS branding and marketing is invisible to the market.
Key Lessons
šÆ SaaS branding starts with how you define your category: Rob positioned Whooshkaa as an engagement platform rather than hosting, opening doors to enterprise use cases competitors never pursued.
š Big early clients can distort your roadmap: News Corp provided credibility but treated Whooshkaa like an internal team, pulling engineering toward irrelevant features instead of the core product differentiation.
š Product-led virality beats paid acquisition: Branded web players on thousands of websites created organic discovery as podcast fans clicked through to Whooshkaa.
š¢ Solve for privacy to win enterprise SaaS branding deals: Enterprise buyers wanted internal podcasts but refused public exposure. Building private distribution with no app downloads unlocked a new market.
š° Bronze sponsorships plus email automation generate pipeline: Rob buys attendee lists from niche HR events and runs targeted email sequences with industry-matched testimonials through HubSpot.
Chapters
Introduction
Rob's favorite quote from Charlie Munger
What Whooshkaa does and who it serves
From accountant to radio CEO to SaaS founder
Building the first version of the product
Identifying opportunities in a crowded market
How SaaS branding shapes the product you build
Landing News Corp as a first enterprise client
Why big early clients can derail your roadmap
The shift to enterprise and internal podcasts
Business size: 9,000 podcasts, 17 staff, near $5M ARR
Word of mouth and product-led growth
Event marketing strategy for customer acquisition
Landing enterprise logos like Atlassian and Cloudera
Building an end-to-end platform vs. best of breed
Lightning round
Wrap up
Resources
Full show notes: https://saasclub.io/265
Join 5,000+ SaaS founders: https://saasclub.io/email

Sep 23, 2020 ⢠53min
Starting a SaaS: 3 Years to First Customers, Then 70 Countries
Three PhDs in Greece spent two years building a self-funded SaaS product in a bunker. When they emerged, nobody wanted to buy it. It took another full year before they found their first customers. Starting a SaaS during Greece's worst financial crisis meant European prospects questioned whether the company would survive.
Panos Siozos reveals how LearnWorlds broke through by targeting the US market where decisions took 4-5 days instead of 4-5 weeks, manually creating free trials for 3.5 years, and doing unscalable code customizations for the first 100 customers. Those customers taught them e-commerce lessons no PhD could - and starting a SaaS finally started paying off.
He shares how COVID accelerated growth to 15% month-over-month, why building a SaaS in a bunker cost them a year of learning, and why personal availability at 2 AM builds more trust than polished marketing when starting a SaaS.
Key Lessons
šÆ Target the US market early when starting a SaaS: LearnWorlds wasted months on European customers who took 4-5 weeks to decide. US customers made decisions in 4-5 days and cared about product quality.
š° Co-founders funding each other enables self-funded SaaS survival: Two founders kept day jobs and paid the third's salary for over two years, keeping the product alive without outside investment.
š Building in a bunker for 2 years costs learning when starting a SaaS: Panos admits they should have shown the product to customers much earlier. PhD expertise did not teach e-commerce and selling.
š ļø Do unscalable customizations until your bootstrapped SaaS hits 100 customers: LearnWorlds modified code in individual instances. The merge nightmares were worth the product lessons from real users.
š¤ Personal availability builds trust when starting a SaaS: Panos gave customers his personal phone number and took calls at 2-3 AM for US time zones. A four-person team appearing "always on" converted skeptical prospects.
Chapters
Introduction
Panos' quote - getting better every single day
What LearnWorlds does - Shopify for online courses
Multi-seven-figure business, bootstrapped with 1M euro raised
10 years of PhD research before starting a SaaS business
Three co-founders in a bunker - two years building the platform
Two founders paid the third's salary from day jobs
Two years without talking to customers - the bunker mistake
Launching into Greece's financial crisis
Pivoting to the US market where decisions take 4-5 days
One year to find first customers after launch
Overcoming objections - product love vs. startup skepticism
Personal phone numbers and 2 AM support calls
Manual trial creation for 3.5 years
Unscalable customizations for the first 100 customers
COVID as an accelerator - 15% month-over-month growth
Lightning round
Where to find Panos and LearnWorlds
Resources
Full show notes: https://saasclub.io/264
Join 5,000+ SaaS founders: https://saasclub.io/email

Sep 16, 2020 ⢠49min
Self-Serve SaaS: The New Customer Journey by the PLG Coiner
Blake Bartlett did not just study product-led growth - he coined the term. As a partner at OpenView, he has invested in companies like Calendly, Datadog, and Expensify that define what self-serve SaaS looks like in practice.
Blake breaks down the new customer journey where the product leads and sales follows. In the old model, sales led through SDRs and demos over 30-90 days. In self-serve SaaS, users find and adopt the product through product-led growth before a salesperson ever makes contact. He explains why delivering value before requesting value is non-negotiable for PLG.
Blake walks through how HubSpot transitioned to self-serve SaaS by launching a "startup within a startup," why Upkeep proves PLG works in traditional industries, and how growth teams differ from product teams in a product-led SaaS company.
Key Lessons
šÆ Self-serve SaaS inverts the customer journey: In PLG, users adopt through self-service first and sales comes later for expansion - changing everything about how you build and sell.
š° Deliver value before requesting value in self-serve SaaS: End users expect to try before they buy, just like consumers with Netflix. Free trials or freemium are nearly essential.
š¢ Transition with a separate product, not a retrofit: HubSpot launched Sidekick/Signals as a PLG "startup within a startup" rather than bolting self-service onto their existing marketing suite.
š ļø Build self-serve SaaS for end user annoyance, not executive ROI: Calendly succeeds because it removes scheduling pain felt by individual reps, not because a VP calculated meeting efficiency ROI.
š Growth teams own activation in self-serve SaaS: Unlike product teams that ship features, growth teams accelerate users from signup to the aha moment in the product-led growth journey.
Chapters
Introduction
Blake's quotes - be contrarian and right, be yourself
What OpenView does - expansion-stage SaaS investing
Blake coined the term product-led growth
Defining product-led growth
PLG is not new - SurveyMonkey and Atlassian pioneered it
The new customer journey vs. the old one
Why free is nearly essential for self-serve SaaS
PLG is not anti-sales - sales comes later
How a sales-led CEO should start the PLG transition
The mistake of just adding a signup form
HubSpot's startup within a startup PLG transition
Building for end users vs. executives
Can PLG work in any SaaS market and industry
Growth teams - what they are and where they sit
Upkeep proves PLG works in traditional industries
Lightning round
Where to find Blake - OpenView and LinkedIn
Resources
Full show notes: https://saasclub.io/263
Join 5,000+ SaaS founders: https://saasclub.io/email

Sep 9, 2020 ⢠45min
Launching a Marketplace App: From Failed B2C to 6-Figure MRR
Baskar Agneeswaran spent two years building a price comparison app that failed. His team's core strength was mobile development, not backend data infrastructure. When they aligned their skills to the Shopify SaaS marketplace - building mobile apps for e-commerce stores - traction came quickly. Launching a marketplace app on Shopify changed everything.
Baskar reveals how Vajro priced at $25/month initially to drive installs and reviews on the app marketplace, creating a compounding organic growth loop. Then COVID hit - and instead of cutting costs, he doubled team size after data showed mobile sessions jumping from 50% to 80%. Revenue tripled.
He shares why founder-market fit matters more than the idea, how validating on a small platform before launching a marketplace app on Shopify reduced risk, and what Bain research says about companies that invest during recessions.
Key Lessons
šÆ Founder-market fit determines success when launching a marketplace app: Baskar's price comparison app failed because backend data was not his strength. Vajro aligned to mobile development on the Shopify marketplace and found traction fast.
š° Price low initially to win SaaS marketplace visibility: Vajro started at $25/month to accumulate installs and reviews. Higher ratings created a compounding organic growth loop without paid acquisition.
š Invest during downturns when data supports launching a marketplace push: Vajro doubled team size during COVID after mobile sessions jumped from 50% to 80%. Revenue tripled while competitors cut costs.
š Fail fast on B2C if you are bootstrapped: Baskar spent two years on a B2C app before admitting it needed resources they could not afford. B2B on an app marketplace was a better fit.
š ļø Validate on a small platform before launching a marketplace app at scale: Vajro tested on Cart Rocket (a few hundred stores) before entering Shopify (1.5M+ stores), getting validation with lower stakes.
Chapters
Introduction
Baskar's philosophy - obsession as the key to success
What Vajro does - no-code mobile apps for Shopify stores
Fully native apps with 200+ features and 50+ integrations
The PriceApp failure - two years on the wrong idea
Three co-founders and their complementary strengths
Two years on PriceApp before admitting failure
Pivoting to Vajro - founder-market fit realization
Validating on Cart Rocket before Shopify
Launching on the Shopify SaaS marketplace
Launch day - $25/month pricing strategy for reviews
Marketing beyond the marketplace - Facebook groups and affiliates
Live video selling as a product innovation driver
COVID strategy - doubling team size during the pandemic
Three factors behind the calculated risk
Lightning round
Where to find Baskar and Vajro
Resources
Full show notes: https://saasclub.io/262
Join 5,000+ SaaS founders: https://saasclub.io/email

Sep 2, 2020 ⢠58min
Freemium SaaS: Why Free Users Killed Activation and Growth
Qwilr's freemium SaaS experiment looked perfect on paper - virality went up, signups surged, and the pipeline was full. Then the numbers told a different story: activation dropped 50%, the sales cycle ballooned from 14 to 60 days, and revenue growth fell from tripling to just 80% year over year. Free users mostly attracted more free users.
Mark Tanner breaks down exactly what went wrong with their freemium SaaS model, how they course-corrected by killing the cheap plan and doubling prices, and why moving up market to sales teams increased lifetime value 10-15x. He also explains why 14-day trial users spent 50% more time in the app than freemium SaaS users because the deadline created urgency.
Mark reveals Qwilr's "original sin" of building for freelancers too long, and why product-led growth and free trial conversion require different SaaS pricing strategies.
Key Lessons
š Freemium SaaS can kill activation through false comfort: Qwilr's 14-day trial users spent 50%+ more time in the app because the deadline created urgency. Free users left thinking they would return - most never did.
š° Free users attract free users in freemium SaaS: Paid customers at higher tiers referred prospects who converted at higher tiers. The freemium virality loop generated volume but not revenue.
šÆ Define your freemium SaaS activation metric clearly: Qwilr's activation was a third party viewing a created document. Without this milestone, optimizing free trial conversion becomes guesswork.
š¢ Moving up market multiplies lifetime value 10-15x: When Qwilr shifted from freelancers ($20/month) to sales teams (10-30 seats), customer lifetime value jumped dramatically and churn dropped.
š PMF operates like gears in a car: Mark describes product-market fit as successive gears. Most startups never click into first, but you cannot reach your destination staying there.
Chapters
Introduction
Mark's favorite quotes - Atlassian and Lemkin's 10 customers rule
What Qwilr does - web-based proposals for sales teams
Company stats - 45 people, 3,000 customers, $7.5M raised
Origin story - Dylan's frustration with proposal tools
Technical foundations and the Google Wave connection
Validating the idea in two months
Getting the first 10 customers through cold calling
The freemium SaaS experiment begins
Why activation dropped when freemium launched
Qwilr's activation metric - third party document view
Free users attract free users, paid attract paid
Turning freemium off and experimenting with pricing
Qwilr's original sin - building for freelancers too long
Turning the tanker - moving up market to sales teams
Lightning round
Where to find Mark and Qwilr
Resources
Full show notes: https://saasclub.io/261
Join 5,000+ SaaS founders: https://saasclub.io/email

Aug 26, 2020 ⢠46min
First SaaS Customers: 4 Failed Startups Then $1M ARR in One Year
Abdullah Alsaadi failed at four different startups over four years - a crypto app with no market, a Salesforce tool blocked for 18 months, a delivery company that could not scale, and a delivery management SaaS with impossible integrations. Then he pre-sold 5-year subscriptions to four restaurants before writing a line of code, and used that money to build Taker.
Abdullah shares how he got his first SaaS customers by targeting the 20 largest restaurant chains in Saudi Arabia, converting 15 of them. He explains why landing enterprise logos first created social proof that shortened his sales cycle from three months to two weeks, and how building for mobile (where 95% of orders happen) was the early traction breakthrough.
He reveals what he learned from each failure about getting first SaaS customers, and why focus on one segment matters more than a great idea.
Key Lessons
šÆ Focus on one segment to get your first SaaS customers: Abdullah's earlier startups failed partly because he scattered. With Taker, he focused exclusively on Saudi restaurants and landed 15 of 20 target chains.
š° Pre-sell to fund development without investors: Abdullah sold 5-year subscriptions to four restaurants before the product existed, using upfront capital to build Taker. All four are still active.
š¤ Land enterprise logos first for customer acquisition startup momentum: Taker targeted the biggest chains (20-30+ locations) knowing social proof would trigger word-of-mouth from smaller restaurants.
š Validate the ecosystem, not just the idea: Abdullah's delivery management SaaS had enthusiastic first customers but could not integrate with legacy POS systems. Great demand means nothing if tech blocks adoption.
š Build for how first SaaS customers actually buy: Data showed 90%+ of food orders came through mobile apps. Taker invested in native apps, and 95% of orders still come through mobile today.
Chapters
Introduction
Abdullah's favorite quote on fear of failure
What Taker does - Shopify for restaurants
First failed startup - crypto security app with no market
Second failure - Salesforce HR app blocked for 18 months
Third attempt - B2B last-mile delivery that could not scale
Pivoting from delivery management to Taker
Pre-selling 5-year subscriptions to fund development
Four pre-sold customers still active today
Targeting the 20 biggest restaurant chains first
Outreach strategy and finding champions inside organizations
Shortening the sales cycle from 3 months to 2 weeks
Why focus on mobile apps drove 95% of orders
Looking back - the importance of focus and segment selection
Lightning round
Where to find Abdullah and Taker
Resources
Full show notes: https://saasclub.io/260
Join 5,000+ SaaS founders: https://saasclub.io/email


