Displaying episodes 1 - 30 of 56 in total

Decisions, Decisions

Colleen is considering adding a new project and Michele and Colleen talk it through.

It's Happening!

Michele's book finally launches, and Colleen commits to making progress happen.

When Is It Time to Move On?

Colleen makes a big decision and considers another.

Growing an Early Stage SaaS: A Conversation with SavvyCal Founder Derrick Reimer

Colleen asks SavvyCal founder Derrick Reimer for growth advice.

Shutting Down and Opening Up: A Conversation with Marie Poulin, Creator of Notion Mastery

Notion expert Marie Poulin and Michele to talk about the decision to shut down Marie's first SaaS, Doki, running a course business, and what it's like to be a founder with ADHD.

Getting Started with Customer Interviews: A Conversation with Nicole Baldinu, Co-Founder and COO of WebinarNinja

The WebinarNinja co-founder stops by to chat about her recent foray into customer interviews and what it's been like to get started.

Holy Forking Sportsballs

Michele has a wake-up call after running the numbers on her book, and Colleen drops some wisdom from legendary coaches.

Sympathy, Empathy, and Solving Problems

What is exactly is the difference between empathy and sympathy and why should people building products care?

Michele's First Numbers Update

Michele finally opens the pre-sale for her book, and Colleen gets some help.

Marketing an eBook

Sean Fioritto, author of Sketching with CSS, joins to talk Michele through how to market an ebook.

The Real Life Episode

Michele's laptop died and Colleen has churn. It's the real life episode.

Valuable, Usable, Viable, Feasible

Michele talks about applying a product framework to her book, and Colleen passes a milestone.

Real Internet Money

Colleen nears a big milestone, and Michele rethinks a growth tactic that they've outgrown.

No Longer "Bootstrapped"

Michele makes some changes. Colleen, meanwhile, feels like she's building into a void.


A major competitor enters the same space as Colleen's SaaS, and Michele gets new ideas about how to market her book from talking to early readers of her forthcoming book on talking to customers.

Approaching Nebulous Tasks

Colleen and Michele both work through making big tasks less scary.

Doing Different Things, Doing Things Differently

Colleen digs into Michele's feels about writing a book. They also talk about why Michele won't take meetings with potential acquirers.

Good Problems

Colleen leaves her SaaS alone for a few weeks, and Michele talks about being a founder with ADD.

Applying the Five Steps to Finding an Audience

Software Social listener Rossveth Lopez joins the show. Michele and Rossveth workshop her business together, exploring where she decided on an idea and what she's working through.

Customer Interview Part 2: The Debrief

Colleen and Michele talk about last week's customer interview and what Colleen learned from it.

Customer Interview Part 1: The Interview

Michele interviews one of Colleen's customers. Next week, Colleen and Michele will debrief on the interview.

Communication, Empathy, and Flexibility

Michele and Colleen discuss some lessons for bootstrapped entrepreneurs from Morgan Housel's Psychology of Money. Plus, a numbers update on how Colleen's new SaaS is doing.

MicroConf On Air + Software Social Crossove‪r‬

ICYMI: Colleen and Michele talked with Rob Walling of MicroConf On Air on March 3.

To Take Funding, or Not to Take Funding

With the new crop of bootstrapper-focused funds, taking funding is possible for bootstrappers in a way that it just wasn't even a few years ago. Colleen and Michele work through whether it make sense for Colleen to take funding.

Giving Up On An Idea

When should you give up on an idea, and what does "giving up" mean? Michele and Colleen talk about Colleen's ideas that didn't pan out.

Raising a Business

New signups are exciting, but how do you deal with the hurt that comes when one of your few users churn? Colleen and Michele talk about how the things that are hard now will get easier, and how both the good and bad things are opportunities for growth.

First on Google

Colleen's committed herself to doing more marketing -- and it's already paying off.

Getting to 100

Colleen's been working for months to get 100 users of her SaaS so it can be released into the Heroku marketplace. Did she finally do it?!

Prioritizing Features and Yourself: An Conversation with Danielle Simpson, Co-Founder of Feedback Panda

Danielle Simpson, co-founder of Feedback Panda, joins Colleen and Michele for a conversation about Feedback Panda's ingenious prioritization system, the psychological side of selling your company, and figuring out what to do after selling.

What to Work On Next

Colleen gets her first paying customer! But what should she work on next, and which kinds of customers should she focus on?

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