SaaS Interviews with CEOs
Daily 15-minute interviews with SaaS founders, exploring the data behind today’s fastest-growing SaaS companies. Hear how SaaS CEOs launched their startups and grew them into real businesses – from bootstrapped MVPs to 10,000 customers, pre-revenue to pre-IPO.
Kadence Reaches $15M ARR Managing Hybrid Work for Revolut & Boeing
In this episode, Dan Bladen, co‑founder and CEO of Cadence, discusses how his company helps large enterprises like Revolut, Boeing, and Rolls‑Royce manage hybrid workspaces through a people‑centric booking platform priced at $48‑$80 per user per year. He recounts pivoting from his previous IoT venture, Chargify, to Cadence during the pandemic, leveraging a $22 trillion U.S. corporate real‑estate market and achieving roughly $15 million ARR. Dan also shares insights on fundraising challenges, cap‑table restructuring, and the emerging demand for AI‑driven space‑operations tools.
How TeamSupport Reached $10M–$25M ARR With 1,000 Customers | Grant Stanis
In this episode, Grant Stanis, CEO of TeamSupport, discusses how his company turned support ticket data into revenue-generating insights, scaling to over 1,000 customers and $10‑$25M ARR. He explains TeamSupport’s unique product that links support conversations to retention and upsell...
From $7M to $70M Revenue: How RealDefense Scaled Through Acquisitions | Gary Guseinov
In this episode, Gary Guseinov, CEO of RealDefense, recounts how he grew the company from a $7M ARR acquisition in 2017 to $70M in revenue and $25M EBITDA today, primarily through a disciplined acquisition strategy that adds synergies, reduces CAC,...
How Ledge Reached $1M ARR with 24 Customers Paying $3K/Month | Tal Kirschenbaum
In this episode, Tal Kirschenbaum, co‑founder and CEO of Ledge, explains how his AI‑native financial close platform reached $1M ARR by serving roughly 24 mid‑market enterprise customers at an average of $3,000 per month. He details Ledge’s focus on automating...
From $187M Ecommerce to $5M ARR SaaS: Spresso's Post-Bankruptcy Pivot to Enterprise Software | Jared Yaman
In this episode, Jared Gaiman, co‑founder of Boxed and current CEO of Spresso, recounts the rise of Boxed from a $187 M e‑commerce business to its Chapter 11 filing and subsequent pivot to a $5 M ARR SaaS model focused on enterprise software...
Bootstrapping to $50M ARR in Vertical SaaS | Vantaca's HOA Software Playbook
In this episode, Ben Currin, CEO of Vantaca, explains how the company bootstrapped a vertical SaaS platform for HOA management from under $1M ARR to $50M ARR, first reaching $5–10M without external funding and then scaling tenfold after a minority...
Founder Uses Genius Playbook to Hit $1M Revenue with No Employees
In this episode, Andrew Fennell, founder of Standout CV, shares how he turned a freelance CV service into a bootstrapped SaaS that now attracts 18 million organic visitors, generates $30K MRR and over $1 million in lifetime revenue—all without venture funding. He...
Bootstrapping Through War to $6M ARR: A SaaS Founder Story
Vlad Malanin, a surgeon‑turned AI scientist, details how SpeedSize grew from $400K to $6M ARR by leveraging AI‑driven media compression, a usage‑based enterprise pricing model, and a partnership‑first go‑to‑market strategy with AWS and IBM. He explains the land‑and‑expand sales motion...
Bootstrapped to $82M: How Callum Mckeefery Built Reviews.io From His Kitchen Table
In this episode, bootstrapped founder Callum McKeefery details how he and his wife grew Reviews.io to $12 M ARR and sold it for $82 M without outside funding, emphasizing a SEO‑driven viral loop, high revenue per employee, and a non‑equity compensation model...
He Used AI to Generate $6m Revenue at Dreamstories by Selling Childrens Books
In this episode, Ricardo, founder of DreamStories.ai, explains how he built an AI‑driven personalized children’s‑book studio that has generated over $3 M in sales and acquired more than 100,000 paying customers using profit‑positive Facebook ads. He details his acquisition strategy—keeping customer...
Lemlist Revenue Hits $40M: CEO Charles Breaks Down $25M Claap Acquisition Deal
In this episode, Lemlist CEO Charles Tenot reveals that the company has surpassed $40 million in revenue and outlines a strategic plan to reach $100 million by 2028. He breaks down the $25 million acquisition of Claap, explaining how the deal was financed...