All Episodes

Displaying 1 - 28 of 28 in total

Catching up and Finding a Competitive Edge

In this episode, we provide updates on our respective businesses, helpful lessons and scenarios to aid entrepreneurs in moving forward while standing strong amidst com...

Sometimes, It Requires More Than You Think

In this episode, we provide updates on our respective businesses and share some insights about the idea of doing more in the aspects of business and work. This highlig...

Fear or Greed

In this episode, we provide updates on our respective businesses and feeding the greed and fear index where business encountered a place of uncertainty in the economy ...

Buying Back Your Time

In this episode, we provide updates on our respective businesses and discuss the hiring framework to help business owners who are in the process of onboarding new tale...

Handling the "In-house" Objection

In this episode, we provide updates on our respective businesses and share couple insights to help business owners who are considering doing in-house business or hirin...

Setting Our Business Goals For 2023

In this episode, we discuss our respective business goals for the new year, which include plans to attend conferences and launch marketing initiatives. We also touch o...

Entrepreneurship: Nature or Nurture?

In this episode, we share our thoughts on whether we think entrepreneurship is a trait that's primarily driven by "Nature" (Ex: inherited through genetics) or "Nurture...

Protecting Your Business from Platform Risk

In this episode, we discuss platform risk and how to protect and hedge against it when building a business. We also chat about the importance of diversifying lead sour...

How To Survive (& Thrive) Through A Recession

In this episode, we provide updates on our respective businesses and share some advice for how small business owners can not only survive, but thrive during an economi...

How To Prioritize Projects Based On Customer Interviews

In this episode, we provide updates on our respective businesses and discuss how we use customer research to determine how to prioritize projects related to improving ...

How To Qualify Prospects During The Sales Process

In this episode, we provide updates on our respective businesses and discuss how we qualify prospects during the sales process. It's tempting to take the "easy money" ...

The Metrics and KPIs We're Tracking For Our Businesses

In this episode, we provide updates on our respective businesses and discuss which metrics or KPIs we're tracking – and how. It's easy to get buried in data analysis, ...

The Value Of Coaching In Life And Business

In this episode, we provide updates on our respective businesses and discuss the impact that coaching has had on both our live. James hasn't had a serious coach since ...

How Much Hand-Wringing About Growth Is Too Much?

In this episode, we provide updates on our respective businesses and discuss how much hand-wringing about business growth is healthy. It's easy to get emotionally atta...

How To Build A Resilient Business

In this episode, we provide updates on our respective businesses and discuss how to build a resilient business. There are a number of things that can hurt your perform...

Lean Marketing Ideas for Bootstrapped Businesses

In this episode, we provide updates on our respective businesses and brainstorm a few ideas for how early-stage business owners can start getting attention for their p...

What Is The Right Time (& Price) To Sell Your Company?

In this episode, we provide updates on our respective businesses and have an open-ended discussion about how to know when it's the right time to "cash in" by selling y...

How To Balance "Learning" With "Doing"

In this episode, we provide updates on our respective businesses and discuss how to balance "learning" with "doing." It's important to invest in professional developme...

The Case Against Selling Subscription Services

In this episode, we provide updates on our respective businesses and discuss a tweet from TestimonialHero's Sam Shepler suggesting that selling subscription services i...

How Long To "DIY" Before You Start Hiring

In this episode, we provide updates on our respective businesses and discuss how first time entrepreneurs are more likely to take a "do it yourself" approach to busine...

Building What Customers Want Vs. What Customers Need

In this episode, we provide updates on our respective businesses and discuss whether entrepreneurs should take a customer-led approach to building out their products/s...

What Makes A Business Outcome A Success?

In this episode, we provide updates on our respective businesses and use the recent acquisition of Carthook as context to discuss our own "exit strategies." What makes...

Competitors: Good, Bad, or Indifferent?

In this episode, we provide updates on our respective businesses and talk about how business owners should handle competitors and copycats.

Should We Offer On-demand Services Or Monthly Subscriptions?

In this episode, we provide updates on our respective businesses and get into a philosophical discussion about the merits and flaws of different pricing models – namel...

Why Leaders Should Treat Themselves Like Athletes

In this episode, we cover a broad range of topics, including: How to manage your health to avoid burnout, Why specialization is a good thing, When to hire your first t...

Origin Stories: How We Found Our Business Ideas (+ Our Goals For Them This Year)

In this episode, we go into more detail about how we landed on our specific projects, what makes them worth pursuing, how we're fitting them into our existing lives, a...

Introductions: Get To Know Us & Our Projects

In this episode, we recap how we met and came up with the idea for Working Sessions. We also provide a brief overview of our projects and how they fit into our current...

Welcome To Working Sessions

You're listening to Working Sessions, a podcast by John Doherty (@dohertyjf) and James Sowers (@jamesrsowers) where we give you a behind the scenes look at what happen...

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