Behind The Scenes At Freshbooks: "Blind Dates" With Coworkers, Creating A Secret Competitor, Being The Longest Living Cocktail Party, And Much More

Behind The Scenes At Freshbooks: "Blind Dates" With Coworkers, Creating A Secret Competitor, Being The Longest Living Cocktail Party, And Much More

Mike McDerment is the founder and CEO of FreshBooks, the world's #1 cloud accounting software for self-employed professionals. Headquartered in Toronto, Canada, it was built in 2003 after he accidentally saved over an invoice. McDerment spent 3.5 years growing FreshBooks from his parents' basement. Since then, now with around 300 employees, over 10 million people have used FreshBooks to save time billing, and collect billions of dollars.

McDerment mentioned that an employee at Freshbooks told him that the culture of the company feels like summer camp and that is something McDerment is thrilled about. Why?

When a child comes home from summer camp, they are mentally and emotionally fit. They have been challenging themselves all week – both physically and mentally. This produces a very high level of self-esteem and excitement. This is what they want employees at Freshbooks to experience each day. They believe it will lead to a sense of personal growth and self-esteem.

The culture of Freshbooks works to be like the 'longest living cocktail party on earth.' Why?

Generally, when you go to a cocktail party you have been invited by someone you like. There you will find some people you know and others you don't. This environment creates a feeling safety and of being welcome.

One of the ways they have worked to create this culture is to set up people on professional blind dates – in groups of 3 or 4. They ask employees if they would like to participate and then they match up employees who normally would not connect with on another on a day to day basis. This is one way to help the company feel smaller no matter how much they grow in size.

One piece of advice McDerment gives to larger organizations is to focus on reinforcing the behaviors you want perpetuated. Make sure to celebrate those things.

What you will learn in this episode:

  • What it is like to work at Freshbooks
  • What the movie 'Elf' has in common with the culture at Freshbooks
  • Why has Freshbooks won awards for 'best place to work'
  • Why they created a secret competitor company
  • How to keep your company feeling small no matter the size

Contact:

LinkedIn: https://www.linkedin.com/in/mike-mcderment-68895a1/

Jaksot(1179)

Best of Q1 2026: The $1T Market Crash, Citi's Results Mandate, and the AI Revolution at Amazon, Accenture, and Workday

Best of Q1 2026: The $1T Market Crash, Citi's Results Mandate, and the AI Revolution at Amazon, Accenture, and Workday

The first quarter of 2026 was not just a collection of headlines. It was a definitive "hard reset" for the global workforce, marking the moment where the gap between legacy systems and the new AI-driv...

30 Maalis 32min

Claude Mythos Leaked, AI Agents Done Wrong, JPMorgan's New Performance Rules, and the Gen Z Reality Check

Claude Mythos Leaked, AI Agents Done Wrong, JPMorgan's New Performance Rules, and the Gen Z Reality Check

March 27, 2026: Anthropic accidentally leaked Claude Mythos — its most powerful model ever — and the implications for cybersecurity and enterprise AI go far beyond a product announcement. America's to...

27 Maalis 43min

The AI Liability Era Begins, Salesforce Freezes Pay, and Why 95% of Job Postings Still Don't Mention AI

The AI Liability Era Begins, Salesforce Freezes Pay, and Why 95% of Job Postings Still Don't Mention AI

March 26, 2026: A California jury found Meta and YouTube liable for deliberately addictive platform design — and the legal framework they used is headed straight for enterprise AI. Salesforce freezes ...

26 Maalis 37min

863 Applications Per Hire, 78% of Workers Scared, and Microsoft Blows Up HR

863 Applications Per Hire, 78% of Workers Scared, and Microsoft Blows Up HR

March 25, 2026: Fortune reports that the job market has gotten so broken that people are paying $1,500 a month just to have someone apply to jobs on their behalf — and on average it takes 863 applicat...

25 Maalis 52min

CFOs Say AI Barely Touched Jobs, College Grads Still Worried, Anthropic Releases Economic Index Report

CFOs Say AI Barely Touched Jobs, College Grads Still Worried, Anthropic Releases Economic Index Report

March 24, 2026: Three major research reports dropped today with a combined picture of where AI and work actually stand right now. A landmark NBER working paper of nearly 750 CFOs finds AI had zero mea...

24 Maalis 45min

Microsoft's Chief People Officer Reveals the Playbook on Scaling AI Without Losing Trust

Microsoft's Chief People Officer Reveals the Playbook on Scaling AI Without Losing Trust

The real bottleneck to AI isn't the code; it's our own ego. We're so hooked on being the "expert" that we've forgotten how to be beginners again, and in a world changing this fast, that's a dangerous ...

23 Maalis 52min

Trump's AI Framework Is Here, Your Retirement Is at Risk, and Engineers Are Quitting for Tokens

Trump's AI Framework Is Here, Your Retirement Is at Risk, and Engineers Are Quitting for Tokens

March 20, 2026:  The White House dropped its national AI legislative framework today — I go through the whole thing, because there's a provision about preempting state AI laws that is one of the most...

20 Maalis 49min

NVIDIA CEO Says Leaders Lack Imagination, Cognizant's $4.5T Warning, & The Case Against the AI Apocalypse

NVIDIA CEO Says Leaders Lack Imagination, Cognizant's $4.5T Warning, & The Case Against the AI Apocalypse

March 19, 2026: Jensen Huang had one of the biggest weeks in tech at Nvidia's GTC — but his sharpest line wasn't about chips. When asked why companies are laying off workers, he said simply: because t...

19 Maalis 44min

Suosittua kategoriassa Liike-elämä ja talous

sijotuskasti
mimmit-sijoittaa
rss-rahapodi
psykopodiaa-podcast
rss-rahamania
rss-sisalto-kuntoon
ostan-asuntoja-podcast
rss-lahtijat
hyva-paha-johtaminen
rss-startup-ministerio
rss-sami-miettinen-neuvottelija
rss-seuraava-potilas
lakicast
herrasmieshakkerit
leadcast
rahapuhetta
rss-porssipuhetta
rss-rentotapaus
rss-tyoelamasta-podcast
rss-viisas-raha-podi