The SaaS Revolution Show

Achieving Growth Through Challenging Times with CEO of Boundless, Dee Coakley


Listen Later

In this episode of the SaaS Revolution Show our host Alex Theuma is joined by SaaStock Founder Member Dee Coakley, Co-Founder & CEO at Boundless, who shares her journey achieving growth through challenging times.
"There's a founder called Ian Nolan, CEO of a company called Bright Flag. And I remember going for a coffee with him and I remember it so clearly. We were at about 400k or I was focused on getting to a million. And then he said, slow down, slow down. Where are you at today? What's happening today? He was asking me how frequently we were closing a new logo and he said, look, you're closing. Maybe it was one customer a week at the time. He said, your problem isn't getting to 2 million ARR. The problem you have to solve now is how do you close two customers a week? Just focus on that. And I love the simplicity of that and I apply it to so many things right now. Don't run before you can walk. Just figure out that next little step."
Dee shares:
- Building fanbases: from artist management in the music industry to founding a SaaS company
- Why investing in content was (and is) the cornerstone of their go to market strategy
- Why you should never ask more than three people for advice about one problem
- Eat, sleep and breathe spreadsheet numbers - on repeat
- Focus, luck, and long term betting: learning to walk before you run
and more.  
 
 
Check out the other ways SaaStock is helping SaaS founders move their
business forward: 
🇮🇪 SaaStock Europe: 14-15 October 2025 | Dublin, Ireland
Book tickets: https://saastock-europe.com/tickets/
🇺🇸 SaaStock USA 2025: April 2026 | Austin, Texas
Book tickets: https://saastock-usa.com/
🤝 SaaStock Founder Membership: A private members group of B2B SaaS
founders between $100K - $10M ARR who are committed to growth and
helping others (https://www.saastock.com/founder-membership/)
🌎 SaaStock Local: Monthly meet-ups in cities all around the world,
bringing together SaaS enthusiasts and experts to discuss the most
pressing topics in SaaS (https://local.saastock.com/home)
...more
View all episodesView all episodes
Download on the App Store

The SaaS Revolution ShowBy The SaaS Revolution Show, Alex Theuma

  • 4.4
  • 4.4
  • 4.4
  • 4.4
  • 4.4

4.4

28 ratings


More shows like The SaaS Revolution Show

View all
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

533 Listeners

The Official SaaStr Podcast: SaaS | Founders | Investors by SaaStr

The Official SaaStr Podcast: SaaS | Founders | Investors

172 Listeners

Startups For the Rest of Us by Rob Walling

Startups For the Rest of Us

699 Listeners

a16z Podcast by Andreessen Horowitz

a16z Podcast

1,086 Listeners

Built to Sell Radio by John Warrillow

Built to Sell Radio

209 Listeners

Founders by David Senra

Founders

2,111 Listeners

Masters of Scale by WaitWhat

Masters of Scale

3,985 Listeners

Y Combinator Startup Podcast by Y Combinator

Y Combinator Startup Podcast

235 Listeners

REWORK by 37signals

REWORK

210 Listeners

The Dave Gerhardt Show by Dave Gerhardt

The Dave Gerhardt Show

45 Listeners

The Startup Ideas Podcast by Greg Isenberg

The Startup Ideas Podcast

202 Listeners

No Priors: Artificial Intelligence | Technology | Startups by Conviction

No Priors: Artificial Intelligence | Technology | Startups

129 Listeners

The Next Wave - AI and The Future of Technology by Mindstream (Hubspot Media)

The Next Wave - AI and The Future of Technology

59 Listeners

AI + a16z by a16z

AI + a16z

34 Listeners

Training Data by Sequoia Capital

Training Data

40 Listeners