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…when I started StartupList, I didn’t know where it would lead or even that I was actually creating a startup. It was just a project I was working on to learn more about startups and how to build a website. It evolved into something I never could’ve imagined at the time.

There is no better way to hear the story of how Nick Frost came to champion startups than to hear it straight from his mouth. Startups Live was incredibly fortunate to have such an opportunity.

Often this collection of Founders turns over nitty gritty details of building startups, examining a particular question or aspect of the work. This talk does some of the same, but it also brings the role of fortune into the field of play – not luck, or the unexpected influence of out...

Stuart MacDonald is a digital business guy who loves making customers happy and building great teams. A mentor, investor, consultant and frequent speaker on things digital and entrepreneurial, Stuart is the veteran of several startups including starting Expedia.ca in Toronto. Stuart went on from there to become CMO and SVP Packages of Expedia.com in Seattle. He also co-founded mesh, Canada’s web conference discussing how the Internet is impacting how we live and work, and meshmarketing, Canada’s one day digital marketing power conference. Most recently, Stuart joined FreshBooks as the CMO, responsible for marketing, sales, support and revenue.

Q: You founded Expedia.ca and changed the way Canadians book travel. How were you able to change t...

Years ago, I was having ice cream with my wife on a hot summer night and I overheard a group of 16-year-olds talking about how one of them went to work with his dad. I remember him saying:

“I went to his office and it was so boring. Everything was bright lights and pale colors. If I had to be in an office all day I’d make it just like my bedroom and enjoy hanging out there.”

I distinctly remember looking at my wife and saying, “That kid has it figured out. I spend 14 hours a day in a room I don’t want to be in with a job that I love.” I vowed one day to change that.

That was ten years ago. It apparently took a really long time for me to act on this one, but I finally did, and I have to say – the kid knew what was up.

Love Your Workplace

In ...

Getting taken seriously as a Founder is real work.

It's not some entitlement that's handed to us when we've achieved some career milestone. No matter who we are, we all have to fight for our ability to get taken seriously.

Why do I need to work so hard, shouldn't people reserve judgment?

That would be fantastic, but the world just doesn't work that way. Especially among Founders whose credibility is tested on so many fronts — from acquiring customers, to pitching investors to hiring staff.

Our ability to establish our credibility early and often is critical to our success from the moment we found the company.

How can I change the way I present myself in a room?

Believe it or not, body language sends huge signals.

A well-presented Founder ...

As a founder working on his newest project, Andy needed really good leads. But most “email list” companies sell you a load of crappy emails; and only emails.

He wanted key influencers, specifically at tech companies, and he wanted email and phone and social links. So he built BreakoutContacts to do it.

It uses some pretty slick AI (artificial intelligence) to comb through, analyze, and validate hundreds of data points per company and person. Then, and this is the part that too many services skip, good ol’ fashioned human effort kicks in to manually re-verify everything.

The process is slow. Like, never-will-this-ever-scale slow. But, Andy has been able to get a 100% conversion rate on the contacts he’s reached out to. There’s nothing more ...

The past few years have seen an explosion of podcasts — it seems like everyone wants to get in on the audio. And startup founders (many of whom have probably been listening to podcasts since they started in the early aughts) are no exception! But how do you know what to listen to in this vast sea of startup podcasts?

Don’t worry — we have you covered. Here are the top 20 best startup podcasts as we head into 2020. Grab your noise cancelling earphones — and get listening.

1. Startup Therapy

Hosted by Startups.com founders and serial entrepreneurs Wil Schroter and Ryan Rutan, Startup Therapy is an inside perspective on issues startup founders really care about. From what to expect in your first year after launching to how to deal with the e...

Cameron Herold is an accomplished entrepreneur and growth guru, having built 4 companies to over $100 million in revenue. He is also the author of Double Double, a guide to doubling revenue and profit in 3 years. Cameron sat down with us to share three of his best growth strategies for building a successful company. Read more below or watch the full video here.

Create a Vivid Vision

This “vivid vision” is a 3-4 page written description of exactly what you want your company to be three years from now. More specific than a mission statement, this paints a picture of your ideal company and makes it easy for employees to work towards that vision. Once you have the final plan, it is easy to reverse engineer and create manageable steps to get to...

Why are Founders often so lonely? It's a combination of things.

First, unlike most other jobs, Founders often don't have a lot of relatable peers in their close-knit group. Most people can sit at lunch and complain about their jobs and get a bunch of nods.

Us Founders often explain what we're going through and get the "thousand-yard stare" from someone wondering how to get out of the conversation.

What do Founders do in this case?

The first thing they do is to find other Founders to meet up with.

The one amazing thing about Founders, by the way, is that they immediately tend to connect with and appreciate other Founders.

It's amazing.

Every Founder understands what it means to be staring into the abyss daily, and how those feelings are...

One of the sayings I hear from talented managers in product development is, “good enough never is.” It’s inspirational, always calling the team to try harder and do better. It works to undermine excuses for poor or shoddy work. And, most importantly, it helps team members develop the courage to stand up for these values in stressful situations. Especially in teams that are managing by objectives (or OKRs), the pressure to deliver is intense. Under such pressure, the temptation to cut corners, to quit prematurely, or to hand off shoddy work to another department is overwhelming. It requires courage to stand up and say: “this work is simply not good enough. Sure, we could get away with it, but that’s not how we work.” Good managers work hard ...

Last week I got a call from Patrick an ex-student I hadn’t heard from for 8 years. He was now the CEO of a company and wanted to talk about what he admitted was a “first world” problem. Over breakfast he got me up to date on his life since school (two non-CEO roles in startups), but he wanted to talk about his third startup – the one he and two co-founders had started.

“We’re at 70 people, and we’ll do $40 million in revenue this year and should get to cash flow breakeven this quarter.” It sounded like he was living the dream. I was trying to figure out why we were meeting. But then he told me all about the tough decisions, pivots and firing his best friend he had to do to get to where he was. He had been through heck and back.

“I made it t...