EP 274: The Tools That Power A Content-Driven Business With Grit Host Jessica Stansberry

In This Episode:

  • What tools Jessica Stansberry uses to run her content-driven business
  • How she knows when it’s time to switch tools and what criteria she uses to pick a new one
  • What project management tool she’d make out with if she could
  • How her systems and workflows help her get the most out the software she uses to run her business

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Most small businesses today create some form of content.

Some are sporadically posting updates & photos on social media.

Others take the time to create helpful articles, entertaining videos, or valuable podcast episodes.

But there’s a whole category of small business that I would consider content-driven. In other words, these businesses rely on the steady production of content that keeps the existing audience happy while it also helps attract new audience members.

These businesses might make money by selling advertising, leveraging affiliate marketing partnerships, or selling their own digital products. And often, it’s a combination of all three.

These businesses—and the creators behind them—have a lot to teach us about the tools and workflows that can make the content we create easier to manage, more effective, and more profitable.

We’re continuing our series on the tools we use to run our small businesses…

…by taking a look at the tools a content-driven business uses to create, manage, and publish all that content—as well as how it actually drives revenue, too.

I could think of no one better than my friend Jessica Stansberry to talk content & tools with. Jessica is a YouTuber, podcaster, and fellow lover of tools.

She’s the host of Grit, a podcast about business and lifestyle design. She’s also produces videos on planning, productivity, business, and marketing for over 66,000 subscribers on YouTube.

Jessica and I chat about the hardware, software, and systems she uses to manage it all—plus her criteria for selecting or switching tools! I also asked her about the tools she uses to manage her life outside of business.

Now, let’s find out what works for Jessica Stansberry!

Tools In This Episode:

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EP 299: How To Design Your Own Sales System

EP 299: How To Design Your Own Sales System

This week, I’ve got 4 more stories to share with you from small business owners who have intentionally done things their own way when it comes to sales and selling. They’ve found what truly works for them–even if it bucks the prevailing wisdom or would make a bro marketing expert role his or her eyes.

These stories come from business coach Ashley Gartland, marketing expert Amy Lippmann, designer Mel Richards, and work reinvention coach Lydia Lee.

Listen for how they incorporated these same considerations into finding their own unique sales systems. They designed their systems with personal values, strong relationships, reduced anxiety, and agency in mind.

EP 298: Creating A Less Harmful Sales System with Wanderwell Founder Kate Strathmann

EP 298: Creating A Less Harmful Sales System with Wanderwell Founder Kate Strathmann

This show is called What Works for a reason.

Sometimes it’s a declaration: this is what worked for this small business. And often, it’s a question, “What works?”

Today’s episode is very much a question, many questions, really:

What works when it comes to selling when you want to avoid manipulative or exploitative practices?

What works when your values conflict with many of the best practices of selling online but you still want people to buy your stuff?

What works when it comes to sales in a business that is actively anti-racist and anti-capitalist?

And even more bluntly: Can you even sell things without causing harm or perpetuating harmful systems?

My friend Kate Strathmann is the founder of Wanderwell, a bookkeeping and consulting firm that grows thriving businesses while investigating new models for being in business.

Recently, Kate took a bit of a detour from how she’s used to building her business, which is 90% referral based and fueled by deep relationship- and community-building. She decided to offer a small group program called the Equitable Business Incubator as a way of exploring anti-capitalist business practices and how they apply to the small businesses we’re building.

To fill the program, Kate need to sell differently.

Which led her to asking the question: Can you even sell things as a anti-capitalist?

While that might not be your specific question, I have a feeling that you too have wondering how you can effectively sell your offers without causing harm, perpetuating harmful systems, or damaging relationships. And that’s why I knew Kate and I needed to explore this topic on the show.

This is a conversation about what a kinder, less harmful sales process could look like—and it probably contains more questions than answers. But I’m confident those questions can help you find the answers that are right for you and the sales system that you want to build to make your business stronger.

We start out by defining what we’re really talking about when we talk about capitalism and anti-capitalism. Then, Kate shares how the Equitable Business Incubator came to be and how she ended up selling it. And then we dig into what makes many of the sales formulas and best practices being taught today problematic—and how to think differently to create your own alternative practices.

Now, let’s take a look at what works for creating less harmful sales systems!

EP 297: Selling A New Program With Proof To Product Founder Katie Hunt

EP 297: Selling A New Program With Proof To Product Founder Katie Hunt

Today’s guest is Katie Hunt—who is a member of the former group and serves the latter group.

Katie is the founder of Proof To Product, which helps creative entrepreneurs run and grow thriving product-based businesses. She works with designers, illustrators, and artists to help them develop in-demand product lines and get them sold in stores all over the world.

Not long after the pandemic threw her business and the industry she serves for a major loop, Katie and her team launched Proof To Product Labs to provide a completely digital, ongoing support opportunity for business owners when they needed it most.

And that launch was a smash.

Katie and I get into all of the nuts and bolts of how she adjusted the offer to meet the moment and how she warmed up her audience before the campaign, as well as the exact mix of emails, podcast ads, and social media content she used to sell the offer when it went live. We also talk about how she sees the sales system evolving in the future and how the offer has been received now that people are using it!

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