Omer Khan

The SaaS Podcast - Real Lessons on Growing Profitable SaaS

Business EN ↓ 497 episodes

Building software is easier than ever. Growing it into a profitable business is the hard part. Every week, a founder gets specific about what actually moved the needle: finding product-market fit, landing customers, pricing, defensibility, and durable growth. Host Omer Khan has interviewed nearly 500 software founders, from their first customers to real scale. You get what actually worked, not theory. Lately that includes the honest take on AI: what it changed about building and selling software, and what it didn't. New episodes every week.

Be sure to visit the podcast's website and support the creator: saasclub.io

Author

Omer Khan

Category

Business

Podcast website

saasclub.io

Latest episode

Oct 1, 2026

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Episodes

SaaS Lead Generation: Agency to 350K Users, Zero Ads 19.11.2014

Jim Belosic stopped paying his mortgage so he could make payroll. That bet turned a small design agency into ShortStack, a SaaS lead generation platform with 350,000 users and revenue approaching eight figures - with zero dollars spent on advertising. Jim shares how he spotted a repeatable pattern in agency client work, built an internal tool for SaaS lead generation campaigns, then opened it as a...

Self-Funded SaaS: $85K to Multi-Millions With Olark 16.11.2014

Ben Congleton built his first company in high school, pulling in $170,000 a year from a web hosting business before he could drive. His next act was even bigger - a self-funded SaaS that grew to multi-millions with only $85,000 in outside capital. Ben shares how Olark went from a side project he funded with consulting work to a self-funded SaaS live chat platform serving 5,000+ customers in 151 co...

Bootstrapped SaaS: From a $9.95 Spreadsheet to $5M 12.11.2014

Jesse Mecham built a budgeting spreadsheet in 2004 because he was too broke to pay rent. Nobody bought it at $9.95, but when he doubled the price to $19.95, his first sale came that same day. That bootstrapped SaaS spreadsheet became You Need a Budget (YNAB), now a profitable SaaS generating $5M a year. Jesse shares how he grew this bootstrapped SaaS by teaching first and selling second. A 9-day e...

Launching a Marketplace: The Playbook Behind 4 Wins 09.11.2014

Matt Mickiewicz built his first online marketplace at 15 years old, paying for his domain registration out of his allowance. By 30, he had used the same playbook for launching a marketplace four separate times - SitePoint, 99designs, Flippa, and Hired - and landed on the Forbes 30 Under 30 list. Matt reveals why every marketplace launch was born from watching user behavior inside an existing commu...

Niche SaaS: From a $300 PDF to Six-Figure Revenue 05.11.2014

Brecht Palombo had no technical background and no funding. He was a real estate auctioneer who saw an opportunity hiding inside public financial data from 14,000 banks. His first product was a PDF report he sold for $300. That niche SaaS bet turned into BankProspector, a six-figure business he runs from the road. Brecht shares why targeting a niche SaaS market too small for big competitors gave hi...

SaaS Go-to-Market: Tested 5 Ideas, Built the Winner 02.11.2014

Josh Ledgard and his co-founder had 50 business ideas. Their SaaS go-to-market approach was to build landing pages for each one, drive traffic, and let the data pick the winner. The winning idea got 2x more signups than anything else - and it was the landing page tool itself. KickoffLabs launched in 2011 and made just $8,000 in the first six months. But Josh executed a relentless SaaS go-to-market...

Bootstrapped SaaS Growth: Guest Blogging to $8M ARR 29.10.2014

Paras Chopra had a $1,000 per month salary and a goal to match it with his SaaS side project. Two months after quitting his job, Visual Website Optimizer brought in $4,000 in its first month - four times his target. This bootstrapped SaaS growth story took him from Delhi to $8M ARR. Paras shares how he achieved bootstrapped SaaS growth by writing educational guest posts for Smashing Magazine, runn...

Pricing Strategy That Went From $2.50 to 8 Figures 27.10.2014

Adam Schoenfeld once charged $2.50 for 48 hours of access to his SaaS product. Within two years, his pricing strategy shifted to a $500/month minimum and enterprise brands like Pepsi and Microsoft were paying far more. That pricing strategy evolution changed everything for Simply Measured. Adam reveals how he applied hard lessons from a failed startup to build an 8-figure social analytics business...

SaaS Content Strategy: 100K Customers, No Sales Team 22.10.2014

Chris Savage spent a full year building Wistia before landing a single customer. He lived in a 10-person house, worked 90-hour weeks, and considered getting a Starbucks job for health insurance. Then he discovered that SaaS content strategy could replace his entire sales function. Wistia grew from zero to over 100,000 customers without ever hiring a salesperson. Chris reveals how his SaaS content...

Freemium SaaS Playbook: From Free to 1M Users 18.10.2014

Kirk Simpson built a freemium SaaS product in a market where 70% of potential customers were still using spreadsheets and shoeboxes. Within three years, Wave had over a million users across 200 countries - all on a freemium model where the core product was completely free. Kirk reveals how a $5 Google Chrome Store listing drove 210,000 signups, why going free does not excuse a bad product, and the...

Starting a SaaS: How Canva Hit 800K Users in Year One 15.10.2014

Melanie Perkins spent seven years turning a university side project into one of the fastest-growing design platforms ever built. Starting a SaaS from scratch, she bootstrapped a yearbook tool called Fusion Books, then used those lessons to launch Canva - which hit 800,000 users and 5.5 million designs in its first year. Melanie reveals how starting a SaaS with blogger outreach created a viral loop...

SaaS Marketplace Lessons From 15 People to $1B 12.10.2014

oDesk was manually screening every freelancer before they could join the SaaS marketplace. With a backlog of 5,000 workers and only 40 getting through per day, CEO Gary Swart realized the company was blocking its own growth. He killed the high-touch model, lowered prices, and let the SaaS marketplace mechanisms take over. The result: $1 billion in work through the platform, 10 million freelancers,...

Self-Serve SaaS: How Wrike Reached 6,000 Customers 07.10.2014

No sales team. No personal network. Strangers found it, tried it, paid for it. Andrew Filev deliberately avoided friends-and-family sales and let Wrike's self-serve SaaS model prove demand. A freemium SaaS approach and SaaS content marketing grew the platform to 6,000 paying customers across 50 countries. Andrew shares how he merged project management and collaboration into one product, why his bi...

SaaS Fundraising: How Sahil Lavingia Raised $8M for Gumroad 05.10.2014

Built in a weekend. 50,000 visitors on Monday. Zero dollars spent on marketing. Sahil Lavingia built the first version of Gumroad over a single weekend and posted it on Hacker News. Product-led growth did the rest - every creator sale exposed Gumroad to buyers who were creators themselves. Sahil shares how he went from Pinterest's 4-person team to SaaS fundraising $8M for his own creator economy p...

Freemium SaaS: How Peldi Built Balsamiq to $6M Solo 30.09.2014

Built alone in a kitchen. First sale before launch day. Peldi Guilizzoni coded Balsamiq Mockups from 8pm to midnight while working at Adobe. Four days after quitting, someone found the site through Google and bought his freemium SaaS product. Product-led growth took it from there - $2M in 18 months, $6M by year six. Peldi reveals why Balsamiq's sketchy mockup style turned every shared image into w...

SaaS SEO: From Side Project to 1500 Paying Customers 28.09.2014

Side project. Full-time job. Three fired developers. Ruben Gamez built Bidsketch while working as a web development manager, using SaaS SEO and SaaS content marketing to grow from zero to $7K MRR before quitting his day job. Blog posts, keyword-targeted content, and cold-emailing 30+ bloggers for reviews drove every early customer. Ruben reveals the exact content-led growth tactics that took Bidsk...

Bootstrapped SaaS: $10K to $80K/Month in 4 Months 24.09.2014

No web experience. No business background. No college degree. Brian Gardner was a project manager at an architectural firm when he launched his first premium WordPress theme. His bootstrapped SaaS journey went from $10,000 to $80,000 a month in just four months. Brian shares how giving away free themes built an audience of paying customers, why a cease-and-desist letter almost killed StudioPress,...

SaaS Sales Strategy: Pre-Sold $70K With No Product 21.09.2014

No product. No code. No technical skills. Nathan Latka was a 21-year-old college student when he started cold calling for SaaS customers on Facebook, selling $700 fan page tabs through pure founder-led sales. He collected $70,000 before writing a single line of code. Nathan reveals how his SaaS sales strategy of ego-driven cold calling landed his first 100 customers, how he taught himself to code...

Inbound Marketing SaaS: Neil Patel Built a $1M Blog 16.09.2014

$10,000 in ads. 10,000 email signups. Before the product even launched. Neil Patel used targeted CSS gallery ads to build Crazy Egg's pre-launch list, then turned inbound marketing SaaS into the growth engine behind KISSmetrics, QuickSprout, and a blog generating over $1 million a year. Neil reveals why inbound marketing SaaS replaced paid advertising as his primary growth channel, how he applied...

Startup Sales: How Jon Ferrara Built GoldMine to $125M 10.09.2014

$5,000. No venture capital. No sales team. Jon Ferrara cold-called every top Novell reseller in the country and turned them into his unpaid sales force. That startup sales playbook grew GoldMine CRM to $70 million in annual revenue and a $125 million exit. Jon shares the relationship selling tactics behind two successful companies, how guerrilla PR earned more press coverage than all CRM competito...

SaaS Positioning: One Decision Lifted Conversions 50% 09.09.2014

One SaaS positioning decision increased new paying customers by 50%. James Deer and his wife built GatherContent as a niche vertical SaaS tool to solve their own agency's content workflow chaos. When they stopped marketing to everyone and committed exclusively to agencies, conversions jumped from 50 to 80 new customers per month. James shares how he validated the idea through 30+ Skype calls with...

First Customers: How Wade Foster Got 800 Paid Beta Users 07.09.2014

$100 per user. Unfinished product. No venture capital. Wade Foster charged for Zapier's paid beta from day one and signed up 800 paying first customers in nine months. Founders will hear exactly how early traction came from hunting SaaS forums where posts converted at 50%+. Wade shares why charging from day one filtered out tire-kickers, how forum hunting on sites like Evernote and Wufoo delivered...

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