SaaS Interviews with CEOs, Startups, Founders

Nathan Latka

Podcast

Episodes

Latest Episodes

Selling Check for $400M, Now Building a $1.5M ARR AI Startup

5/6/2026 • 24 min

How do you build a $1.5 million ARR enterprise AI platform after previously selling a fintech startup for nearly $400 million? Ahikam Kaufman is the CEO of SafeBooks AI, an agentic data automation platform for the office of the CFO. You'll learn: - How to charge $125,000 ACVs by pricing against the cost of an accounting headcount. - Why the company raised a … Play episode

How Flossy Reached $4M ARR With AI Dental Receptionists
Flip Reaches $12M ARR with AI Voice Support for 250 Brands
Kadence Reaches $15M ARR Managing Hybrid Work for Revolut & Boeing
How Buildern Reached $2M Revenue With 300 Customers | Hmayak Tigranyan
How Allo Reached $10M Revenue With 5,000 Customers
How TitanX Hit $9.7M ARR After Buying IP for $200K
How TeamSupport Reached $10M–$25M ARR With 1,000 Customers | Grant Stanis
From $7M to $70M Revenue: How RealDefense Scaled Through Acquisitions | Ga…
How Ledge Reached $1M ARR with 24 Customers Paying $3K/Month | Tal Kirsche…
From $187M Ecommerce to $5M ARR SaaS: Spresso's Post-Bankruptcy Pivot to E…
He Turned Pickleball Software into a $3M/yr SaaS
Bootstrapping to $50M ARR in Vertical SaaS | Vantaca's HOA Software Playbo…
How to Scale to $12M ARR: The Serial Founder Playbook for Vertical SaaS an…
How Dresma Hit $2M ARR With Usage-Based Pricing & AI-Powered E-Commerce Im…
Bootstrapping to $5M ARR: How Kukun Scales SaaS for Banks and Fintechs
Bootstrapped to $15M ARR: How Flipsnack Scaled Digital Publishing with SEO…
How He Scaled a Niche SaaS to $14M/Year With No Funding
From $500K to $1.5M ARR: Bootstrapping VR SaaS for Trade Skills
Founder uses Genius Playbook to hit $1M revenue with no employees
Bootstrapping Through War to $6M ARR: A SaaS Founder Story
From $5K to $10M ARR: The ArcAds Founder's Playbook
From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook
Bootstrapped to $82M: How Callum Mckeefery Built Reviews.io from His Kitch…
$3M+ from AI-Generated Children's Books: DreamStories.ai Founder Ricardo S…
Lemlist Revenue: CEO Explains $40M ARR Growth and $25M Claap Acquisition
Woah! Unicorn Founder Quits Unicorn During $213M Raise, Launches Something…
He Makes $20m/Yr Selling Digital Robots to Companies
How This 25 Year Old College Kid Built a $500K/Month App Empire
My Agent Army Brings Me $500,000 Per Month (Exploding SaaS)
AI Tool Hits $3.2m Revenue in 18 Months Using 7 Growth Tactics (Copy!)
Mobile App King: 2 Lines of Code Make Him $3.6 Million Per Year
How I Built It: $6M/Year Email AI Platform (Bootstrapped)
Bootstrapper Hits $3.5m, 0 Team Members using new 3x Growth Formula
How I Built my AI Tool SubMagic to $667k/Month With a Tiny Team and No Fun…
18 Year Old Got Paid $2.9m Last Month for New AI Mobile App
GTM Fund gets better deal flow than you because they think like a Growth T…
Scaling Smarter: 3 Lessons Learned From Scaling to $30m/yr in revenue in 2…
I spent $1m on Linkedin Ads and Added $3m of new Revenue, Paragon CMO
This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO
3 Product-Led Strategies I Used to Generate $1B In Self-Serve Revenue For …
Capacity Acquires $5m ARR Bootstrapped YouCanBookMe To Build AI Support Me…
Frame.io COO Shares How they Built Product to Hit 1m Users and Exited to A…
These are the AI SEO Secrets that Clickup, Airbase, and Freshworks are usi…
While Zapier Gets all the Press, Celigo Just Doubled Revenue to $95m, CEO …
NYSE: PAR CEO Savneet Singh Shares How He Great from $200m/yr to $400m/yr
3 Strategies I Used To Scale SecurityScorecard to $70M ARR, 1,700 Customer…
Here's how I added $10m revenue over the last 18 months, HiFello CEO
Private, Bootstrapped, & Profitable: How Rajesh Jain Scaled to Over $100M …
Pavilion Breaks $10m Revenue using New Growth Playbook, CEO Sam Jacobs

SaaS Interviews with CEOs, Startups, Founders RSS Feed

Share: Twitter • Facebook • Embed

Copy embed code: