SaaS Interviews with CEOs, Startups, Founders

1448 He's Selling $1.4m ARR Company For How Much?

A 25-year advertiser sales and online media veteran. Starting in B2B in 1992 in NYC. In 1998 launch Lawyers.com for Lexis Nexus/Martindale Hubble. Recruited by InfoUSA to be President of IDEXEC with sales offices in New York and London. Promoted by the parent company to become the SVP of Sale Op's for InfoUSA with 125 sales reps and close to $1 billion in gross revenue. Hired by Kinder Hook, a NYC based VC to build and sell CPC Associates a New Mover data compiler. With a dramatic growth in just...

1447 $30m ARR Company Is POS For 4000 SMB's

I'm an entrepreneur by nature and an executive in practice. I founded ECRS in my early 20s, in 1989, with the simple vision that the microprocessor and software would transform retail, allowing local and regional retailers to not only compete, but win against their national competitors. I believe great companies are built one idea, one customer and one employee at a time. Like a great oak tree, it takes time to build a company that last, with deep cultural roots and consistent driving purpose an...

1446 Why Doesn't He Shut Down $2500/mo, 20+ year old business?

Born and raised in New Jersey, a graduate of Amherst College - I am the Founder and former CEO of People Productions - a digital marketing agency located in Boulder , Colorado. In 1999, I spun off a related SAAS business called UpSync to help our clients distribute, track and control the digital content we were creating for them. I sold People Productions in 2017 and am now solely focused on running UpSync, a mobile sales enablement platform.

1445 Enterprise Teams Use Her to Scale Employee Engagement, $3.5m ARR, $10m Raised

Susan Hunt Stevens is the Founder/CEO of WeSpire. She is a recognized expert in the use of social and game mechanics to drive positive behavior change and was named an EY Entrepreneur of the Year in 2015. Previously she was GM/SVP at the New York Times Company, leading a large regional digital media division.

1444 Retarget Based Off Who Called Your Company, $1.5m in ARR, 45 Customers

Dorin Rosenshine is the founder & CEO of Outleads, a Microsoft Accelerator company. Outleads enables brands to engage customers with online advertising and relevant content based on offsite and offline data. Dorin has over a decade of experience in optimizing the digital presence for firms in a variety of industries, from consumer electronics to home improvement. Her work ranged from business identity to web application development, online ad budget management, and landing page optimization....

1443 Bootstrapped and Making Pop-ups Sexier, Passes $1.4m in ARR

I'm the CEO and Co-founder of Sleeknote. I live in Denmark with my wife and three kids. Besides running Sleeknote I'm also an international keynote speaker.

1442 Webinar Platform Breaks $2.5m in ARR, But Churn Too High

Casey Zeman is the founder of EasyWebinar. Casey has consulted such companies as Harper Collins, Estee Lauder and Dell on video/webinar strategies and has built his own multi-million dollar software business. His mission is to help a million experts spread their message, sell their program and leverage their time through automation and engagement using his tools.

1441 He Helps Event Organizers Sell 7m Tickets $130M In Gross Sales

1440 He's Flat at $25k/mo So He's Making This 1 Big Change

1439 Does sending physical gifts increase LTV of customers?

1438 Why He Went Public With $6m in Revenue

Nazzareno Gorni is the CEO of MailUp Group (https://mailupgroup.com/en/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:45 – How MailUp has been built as a business messaging company 1:45 – Why they are doing more than €35M in ARR right now 2:05 – How they are growing 35% year over year 2:30 – Why their ideal customers are marketers and developers 3:40 – How MailUp has grown to serve 20k customers 4:20 – Why they have started to move upmarket 5:10 – How he launched t...

1437 Social Listening Tool Hits $4.8m in ARR Selling to Governments

Yoa Pridor is the CEO of Buzzilla (https://www.buzzilla.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:40 – How Buzzilla has been built as a social listening tool 1:20 – Why they offer both SaaS and professional services 1:40 – How 60% of their revenue comes from SaaS today 2:45 – Why people are paying $500 per seat, each month on average 3:15 – How they''ve grown to serve small enterprises 4:15 – Why the average customer is between three and ten seats 4:25 – H...

1436 How He Used Partnerships To Grow 10x YoY to $6m in ARR

Zee Aganovic is CEO of HiConversion (https://www.hiconversion.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How HiConversion helps improve the buying experience on eCommerce sites 1:30 – Why the average customer pays them $5k per month 2:30 – How they launched the current version of the company in 2014 3:15 – Why they self-funded before raising $10M from institutional investors 4:15 – How their last round of $3.5M came last year 5:15 – Why several hundred...

1435 Live Chat For Business Passes $5m in ARR, 31,000 Customers, Bootstrapped

Tim Valishev is the CEO of JivoChat (https://www.jivochat.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – How they help customers better convert using chatbots 1:00 – Why they are north of $5M in ARR right now 2:55 – How their growth has accelerated in emerging markets 2:00 – Why they have grown to serve 230k websites worldwide 2:30 – How the average customer pays JivoChat around $13 per month 3:00 – Why they are different from Drift and Intercom 4:00 – How...

1434 She Saved a Pre Revenue $60m Raised Company, Then Launched Own Passing $6m in ARR for Team Alignment Tool

Deidre Paknad is the CEO and co-founder of Workboard (https://www.workboard.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How Workboard has been built to help companies acheive their stragtegic priorities faster 1:20 – Why the average customer is around $125k annually 1:45 – How they launched the company in 2014 2:45 – Why they've raised $12M in total capital thus far 4:45 – How they've landed 50 enterprise customers 5:15 – How they are doing around $520k...

1433 Can You Run 2 $1.5m ARR Companies At Same Time?

Michael Kamleitner is the CEO of Walls.io (https://walls.io/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:40 – How he runs two companies of roughly the same size 1:00 – Why they've built Walls.io as a social media marketing tool 1:45 – How the average customer pays around $225 today 2:20 – Why they launched the company in 2014 and bootstrapped thus far 2:40 – How 500 customers are using their product today 3:50 – Why they are doing around $110k in MRR 4:05 – How t...

1432 $100M/Day In AirBnB Bookings, He Makes $375k/mo Selling The Data

Scott Shatford is the CEO of AirDNA (https://www.airdna.co/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – How Scott built AirDNA to fill his own need 1:10 – Why they are pulling in data from property managers and individual users 2:05 – How Scott used corporate leases to his advantage 3:15 – Why he launched AirDNA in 2014 3:50 – How he makes the decision to purchase or lease 5:20 – Why he factors in regulation risk and seasonality demand when making decisions ...

1431 CRM for Speakers Passes $30k in MRR

JP Narowski is the CEO of KarmaCRM (https://www.karmacrm.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How KarmaCRM has been built as a niche CRM for professional speakers 0:45 – Why the average customer pays around $50 per month 1:20 – How he launched the company in 2011 1:30 – Why they are doing around $30k in MRR right now 1:45 – How they've grown 50% year over year 1:55 – Why they've grown with just $100k in outside funding 3:20 – How they've scaled t...

1430 Can You Do 50% Consulting, 50% SaaS On Top of Open Source CRM Framework?

Greg Soper is the CEO of SalesAgility (https://www.salesagility.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – Why IT is heavily constrained with delivering value 2:00 – How competitive businesses leverage open source software 3:15 – Why some companies don't have enough capital to optimize out of the box software 3:55 – How they have built their business on top of an open source CRM 4:30 – Why they've had 1M downloads in the last 5 years 5:00 – How they ma...

1429 Enterprise Collect Customer Data With This $11m ARR Tool

Richard Jones is the CEO of The Wayin Platform (https://www.wayin.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How Wayin helps 150+ enterprise customers create interactice experiences 1:20 – Why they collect explicitly shared data 2:40 – How they provide many different mechanisms for engagement 5:25 – Why they don't own or share the data they collect 5:45 – How the average customer pays them $65k annually 7:10 – Why they are doing $10M+ in ARR right now ...

1428 Bootstrapped and $12m in ARR. My kinda CEO!

Max Israel is Founder & CEO of Customerville (https://www.customerville.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – Why Max founded the company 15 years ago to scratch his own itch 1:30 – How he grew the business without venture capital 2:20 – Why they made the decision to pivot eight years ago 3:05 – How the average customer pays them $250k annually 4:05 – Why they decided to maintain bootstrapped 4:30 – How they funded the business with a small re...

1427 Tool Helps You Drive Expansion Revenue, Passes 30 Customers $700k in ARR

Alex Raymond is the co-founder and CEO of Kapta (https://kapta.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:25 – How Kapta helps account management teams get increase visibility 1:20 – Why companies pay them between $25k and $100k annually 2:05 – How they launched the company in 2016 as an employee engagement platform 3:35 – Why 30 customers are using Kapta right now 4:45 – How they are connecting directly into CRMs and financial systems 5:20 – Why they are d...

1426 Adtech DSP Passes $30m in Revenue With Addition of New Data Product

Michael Beebe is CEO of Dstillery (https://dstillery.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 00:20 – Why they help unlock brand's growth potential through data science and insights 01:20 – How they are fueling their offering with top advertising performers 02:10 – Why they are creating unique audiences based on limited information 03:20 – How they have created a competitive advantage with behavioral data 04:30 – Why they are still selling a data product on...

1425 He Pivoted From IBM Reseller to SaaS in 1998, Now $5m in ARR

Mickey Patton is President and CEO of Clear C2 (https://www.clearc2.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:30 – How they launched the company as an electronic rolodex 0:55 – Why they are built as a CRM for manufacturers 1:35 – How they average customer pays them $60 per seat monthly 2:20 – Why Mickey joined the company to launch the software division 3:00 – How they've scaled to 50 full-time employees 3:40 – Why they are working with 450 total customers...

1424 He Launched CRM in 2003, Bootstrapped, now $3.5m in ARR

Craig is the founder and CEO of SalesNexus (https://salesnexus.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:40 – Why he transitioned to SaaS 1:00 – How SalesNexus has grown to scale by bootstrapping 1:15 – Why the average customer pays them $150-$200 each month 1:30 – How he launched the company back in 2003 as a side-hustle 2:30 – Why they have grown to serve 5,000 total customers today 3:00 – How they manage implementation in-house to drive customer success...

1423 How He Moved from Design Agency to SaaS Launch First $14k in MRR

Alexander Hoogewijs is the CEO of SiteManager (https://www.sitemanager.io/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:40 – Why SiteManager has found a niche serving freelance web designers and small agencies 1:40 – How the typical customer pays them $105 each month 2:35 – How they serve 138 customers with 350 total users 3:10 – Why SiteManager is doing $14k in MRR right now 3:30 – How they are landing customers via outbound sales 4:20 – Why most of their team is...

1422 How He Drove $300k Expansion on $1m ARR Cohort in 12 Months

1422 Nicolas Vandenberghe How He Drove $300k Expansion on $1m ARR Cohort in 12 Months Nicolas Vandenberghe is the CEO of Chili Piper (https://www.chilipiper.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 0:35 – Why they help businesses close more sales 2:10 – How the average customer pays them around $10k annually 3:55 – Why customers are pairing this technology with SDR's 5:05 – How they launched the company in January of 2016 5:20 – Why more than 200 customers ...

1421 How He IPO'd $2m ARR Company on Polish Exchange

1421 Michal Sadowski How He IPO'd $2m ARR Company on Polish Exchange Michal Sadowski is the Founder & CEO of Brand24 (https://brand24.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 00:24 – Why Brand24 now serve 2k customers each month 03:35 – How their average customer pays them $100 monthly 04:35 – Why they are doing $2.4M in ARR 05:05 – How they launched the company back in 2011 05:15 – Why their team of 65 full-time employees is based in Poland 05:45 – How...

1420 He Went Zero to $1m in ARR in 6 Months, Bootstrapped

1420 Joshua Keller He Went Zero to $1m in ARR in 6 Months, Bootstrapped Joshua Keller is the Founder and CEO of Maximus (https://maximus.live/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 01:30 – Why their customers pay them $1k per month 02:55 – How they launched the company in 2017 04:00 – Why they have grown to scale by bootstrapping thus far 04:20 – How they have landed 25 total customers 04:50 – Why Maximus is doing $75k in MRR right now 07:00 – How their gross...

1419 "I Don't Know What Logo Churn Means", I Predict They'll Be Dead in Under 12 Months

1419 Bill Kahlert "I Don't Know What Logo Churn Means", I Predict They'll Be Dead in Bill Kahlert is the Co-founder of INBOX25 (https://www.inbox25.com/) 🕒 Time Stamped Show Notes: 00:00 – Nathan's introduction to today's show 00:15 – Why INBOX25 provides marketing automation and customization 00:35 – How they charge their average customer $300-$400 per month 00:55 – Why he launched the business in 2007 01:40 – How they have grown to serve 4k user and 2k paid customers 03:30 – Why their pricing...