Working Without Pants - Creative Entrepreneurship - podcast cover

Working Without Pants - Creative Entrepreneurship

Working Without Pants is the podcast for agency owners and consultants who are wanting to win more clients and better clients for their business. Each week, Jake Jorgovan brings you interviews with industry leaders and experts on how to win more clients for your agency or consulting practice. Past guests have included Brennan Dunn, Brent Weaver, Kai Davis, Philip Morgan, Brian Casel, Blair Enns, and many more. Learn more at https://jake-jorgovan.com/podcast
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Episodes

213: Leading Others and Letting Go

To experience the freedom that entrepreneurship can provide, you need to learn how to let go of certain responsibilities and let others lead. In this episode of the Working Without Pants podcast, I provide some tips on how to let team members take ownership of more responsibility and what that process looks like. In many cases, people confuse delegation with letting others lead. Delegating new tasks can be a step toward moving someone into a different role, but you’re still overly involved in th...

Jun 27, 202213 min

212: What Got You Here Won't Get You There

There are many shifts you go through as an entrepreneur. And there most definitely will be a time when the tactics and mindsets that worked for you previously will need to be updated in order to level up. In this episode of the Working Without Pants podcast, I discuss the importance of continuing to evolve as an entrepreneur and why there are always new challenges awaiting you throughout your entrepreneurial journey. Many entrepreneurs think things will get easier as they reach certain milestone...

Jun 21, 202210 min

211: M&A for Agencies with Amanda Dixon

Digital agencies are very different from traditional businesses, thus buyers and sellers of these agencies need to approach M&A in a particular way. In this episode of the Working Without Pants podcast, I sit down with Amanda Dixon, co-founder of Barney, to discuss how agency owners should be thinking about M&A to maximize their exit. We also talk about what buyers are looking for when acquiring digital agencies. Amanda shares that M&A for digital agencies requires a different approa...

Jan 03, 202232 min

210: Finance for Agencies

Though making money is a key goal of any business, many business owners aren’t very financially savvy. If you’re a business owner that simply hands off your finances to a bookkeeper without involving yourself at all, you’ll likely have a finance problem at some point in time. In this episode of the Working Without Pants podcast, I discuss the importance of understanding your business’s finances and provide some useful tips to start becoming more financially literate. Many entrepreneurs don’t con...

Dec 14, 202116 min

209: How To Think About Systems

When building a business or starting a new entrepreneurial pursuit, we tend to handle many of the day-to-day tasks ourselves. And though working this way is fine for a while, at some point you need to turn that chaos into an orderly system. In this episode of the Working Without Pants podcast, I explore the importance of building systems and why they are needed in order to scale your business in an organized and predictable way. If you’re new to building systems within your business, it can seem...

Dec 07, 202118 min

208: How To Think About Marketing

One of the most common mistakes I see business owners and marketers make is spreading their marketing efforts across too many channels. The focus needs to be on the scalability of a few channels instead of getting caught up in launching as many campaigns as possible. In this episode of the Working Without Pants podcast, I share my insight on how you should be thinking about marketing in order to produce real results for your business. To see which marketing channels will work best for your busin...

Dec 02, 202111 min

207: Building Outbound as a Sustainable Growth Channel With Isaac Marsh, Partner at Lead Cookie

Many people expect quick wins from outbound and if they don’t see results in a few months, they drop it altogether. This is unfortunate because the real power of outbound comes from your ability to build outbound as a long-term growth channel for your business. In the new episode of the Working Without Pants podcast, Isaac Marsh, Partner at Lead Cookie, joins me to discuss how people should be thinking about outbound and why it's such a sustainable growth channel. We kick off the show by discuss...

Nov 30, 202131 min

206: Why To Consider a 4 Day Work Week

Traveling or engaging in other activities outside of work is always great. But trying to fit in a full week of work in a three- to four-day period to accommodate these activities can be stressful if not approached correctly. Instead of feeling anxious about getting everything done, I’ve found it’s best to re-prioritize work and focus on the essentials. In this episode of the Working Without Pants podcast, I share my journey of how I’ve come to love a three- to four-day workweek while still being...

Nov 16, 20219 min

205: Introducing my New Company, CustomData.ai

In this special episode of the Working Without Pants podcast, Isaac Marsh joins me to discuss our new business venture, CustomData.ai. At a high level, Custom Data scrapes the internet looking for prospects with your specific intent signals to buy. We gather this intent data and deliver you and your sales team hand qualified leads every single week. Not only is this data immediately actionable, but it gives you all the details you need to confidently approach your outbound efforts. We discuss th...

Aug 24, 202123 min

204: How Lead Cookie is Navigating the Evolution of Outbound with Isaac Marsh

Many outbound agencies focus on delivering high quantities of leads but leave much to be desired in regards to the quality of those leads. Though playing the numbers game can work to an extent, we believe there are better outbound strategies that reduce the risk of damaging your agency’s reputation and at the same time bring qualified leads to your clients. In the new episode of the Working Without Pants podcast, Isaac Marsh, Partner at Leader Cookie, joins me to explore how we have seen the out...

Aug 16, 202133 min

203: Why We Are Happy about LinkedIn’s Limits with Isaac Marsh

If you’ve been a user of LinkedIn over the years, you’ve probably witnessed the shift from it being a very relationship-focused platform, to one where your inbox is filled with spammy messages and connection requests. For these reasons, LinkedIn has reduced the number of connection requests you can send from 2,500 per month to 100 per week. This is bad news for those that spray-and-pray connection requests, but it's extremely beneficial for those that already focus on quality outbound efforts. I...

Aug 10, 202122 min

202: Packaging and Pricing for Productized Services

When productizing services, it can be a challenge to figure out how to package and price those services. Additionally, having the discipline to stick to a productized framework is often more difficult than people realize. In this episode of the Working Without Pants podcast, I share a methodology that has helped me productize services successfully, and the benefits it can bring to your business. In essence, I recommend building three core packages to align with different tiers of service, as wel...

Aug 03, 202119 min

201: A Framework for Improving Work-Life Balance

Work-life balance is crucial for the sustainability of any entrepreneur. Most of us have some method, activity, or way to find this balance, but sometimes this balance can only be found through the prioritization of your tasks at hand. In this episode of the Working Without Pants Podcast, I share an effective framework of prioritization I have been using to find more work-life balance. The framework is quite simple. You start by organizing your work tasks and projects into three categories: 1) n...

Jul 26, 202115 min

200: Systems Development and Credit-Based Pricing with Corey Northcutt

Building and implementing robust processes and systems for your business is a must when trying to create more efficiency and scalability within your business. In this episode of the Working Without Pants podcast, I sit down with Corey Northcutt, Founder and CEO at Northcutt, to discuss the processes he has built for his SEO enterprise agency, and why using a credit-based pricing model was the right fit for his business. Corey notes that when offering technical services with many steps such as wi...

Apr 28, 202143 min

199: Converting from an Agency to a SaaS Company with Kane Jamison

On this episode of the Working Without Pants podcast, I sit down with Kane Jamison, Founder of Content Harmony, to discuss his journey of transforming his content marketing agency into a SaaS business. Kane shares that though his content marketing agency was successful in many respects, it wasn’t going to reach the level of self-sufficiency that he desired. He wanted to narrow his focus on an offering that could scale better and help content marketers everywhere. Thus, Kane decided to take the c...

Apr 20, 202141 min

198: Running a Multi-Million Dollar Sales Team with Dan Morris

On this episode of the Working Without Pants podcast, Dan Morris, Managing Partner at Mindracer Consulting, sits down with me to share his experience of growing, training, and managing world-class sales teams. Dan discusses his journey in sales and why cultivating internal motivation and curiosity are key factors for the success of any salesperson. This curiosity paired with the right training and market research are what bring down the walls for clients and can position you to close more deals....

Apr 13, 202145 min

Part 6 - How to host, syndicate, and promote your podcast

To get your podcast out to the world, proper hosting and promotion are a must. In this episode of the Working Without Pants podcast, I’ll cover the essential details you need to consider when hosting, syndicating, and promoting your B2B podcast. I walk through some of the available hosting platforms and recommend using Anchor because it’s easy to use, budget-friendly, and utilizes up-to-date technologies. Anchor also makes syndicating your podcast to iTunes, Spotify, or other channels a breeze. ...

Apr 06, 202112 min

Part 5 - How to Conduct a Great Podcast Interview

Though hosting your podcast and interviewing guests may seem a little intimidating when you’re just starting out, it’s much easier than you think. As a host, you’ll actually only be speaking a small portion of the time. It’s your guests and their insight that fills most of the conversation. On this episode of the Working Without Pants podcast, I’ll cover the tips and strategies you can use to conduct engaging interviews with world-class guests. I discuss the importance of researching your guests...

Mar 30, 202111 min

Part 4 - Preparing for Your B2B Podcast Launch

In between the ideation phase of your podcast and your first guest interview, there are important details you need to get in order. On this episode of the Working Without Pants podcast, I’ll dive into everything you need to accomplish to be well prepared for your B2B podcast launch. Beginning with podcast artwork, I discuss how to find a graphic designer and what details you need to communicate to them. I provide suggestions for which podcast microphones will suit your purposes and outline how t...

Mar 23, 202116 min

Part 3 - How to Build Your B2B Podcast Strategy and Plan

All great podcasts start with an idea to share valuable information. But, the idea alone isn’t enough. You need to refine this idea into a functional strategy for targeting a specific audience with a distinct message. In this episode of the Working Without Pants Podcast, I’ll explore some of the things you need to consider before ever hitting record on your first podcast episode. I discuss why when deciding on your podcast’s subject matter, it’s important to appeal to prospects and partners inst...

Mar 16, 202116 min

Part 2 - How to Build Your B2B Podcast Production Team

Any great podcast is backed by a full podcast production team. From conceptualizing your strategy all the way through publishing and promoting a finished product, there are many moving parts that need to be organized. Typically, you either outsource this work to a full service podcast production agency, or you can choose to hire individuals to build an in-house team. Though it may be more cost effective to try and tackle this in-house, it takes a tremendous amount of time and project management ...

Mar 09, 202117 min

Part 1 - Why Launch a B2B Podcast

The biggest myth around starting a podcast is that you need to build a large following in order to be successful. Building an audience is part of the equation, but it is far from the greatest value driver of starting a podcast. In this episode of the Working Without Pants Podcast, I describe why the number one value driver from podcasting is how it amplifies your ability to network with strategic partners, prospects, and influencers. I discuss why it’s easier than you think to get high level gue...

Mar 02, 202120 min

191: Building for a Lucrative Exit with Ryan Tansom

A multitude of startup founders who take the plunge into entrepreneurship do so with the goal of financial freedom and independence. But when faced with the prospect of an investment, an acquisition, or a merger, most entrepreneurs don’t realize what needs to be done. This can lead to a shattered realization of a broken dream as the vision of that financial gain from all your hard work begins to fade into obscurity. Today’s episode of Work Without Pants features Ryan Tansom . Ryan is the Co-Foun...

Jan 14, 202147 min

190: Running 9 companies at the same time with David Henzel

This week's episode compliments last week's chat with Dave Schneider. David Henzel is the CEO of Upcoach and co-owner of an impressive amount of businesses he runs with Dave Schneider. David has been a huge inspiration to me and my businesses. We often hear people preaching the mindset of doing 1 thing really well, but David inspired me to act differently and take action on my natural penchant towards working on a variety of projects... ever since I took his advice, I've quadrupled my income! To...

Dec 10, 202037 min

189: Selling your first company with Dave Schneider

On today's show, I sit down with Dave Schneider of Ninja Outreach . We discuss what it's like to sell a company, and Dave shares how his journey with Ninja Outreach led him to create Shortlist , a marketing agency. If you're interested in building and selling a software company, this episode is for you! Be sure to tune into next week's episode with David Henzel to hear how Dave and David partnered together to start a bunch of different companies... and ended up running 9 companies at the same ti...

Dec 04, 202042 min

188: Why entrepreneurs should take more vacations

11 days… no email… no calls… no business. Recently I returned from a vacation where I stepped completely away from my businesses. It was a powerful milestone to hit, and one that many entrepreneurs fear of committing to. In this podcast episode, I dive into why entrepreneurs should take more vacations… and how taking time off can accelerate your growth as an entrepreneur. Want to work with me as an advisor? Visit jake-jorgovan.com/coaching...

Nov 20, 202013 min

187: Building a market research firm with Sarah Weise

Today I chat with Sarah Weise of BIXA Research , a marketing research firm with clients like Google and other prominent Fortune 500 companies. I came across Sarah while I was doing my own research into... marketing research. Sarah teaches the LinkedIn Learning course on Market Research. There are tons of marketers and agencies out there, it was fascinating to learn what big companies will pay for and how much money is spent on researching how to do better marketing. Want to work with me as an ad...

Nov 05, 202039 min

186: Building a performance-based marketing agency with Adam Weiler

On this week's episode, I have a chat with performance-based Amazon expert Adam Weiler of Sunken Stone . Sunken Stone is an Amazon consulting partner doing brand management services that help companies selling Amazon products to optimize their business and gain more presence. What's interesting about Adam's business is that it runs on a performance model, which means they charge on increased new revenue. This model is quite different from cash paying marketing services, which you can hear more a...

Oct 29, 202042 min

185: Rethinking success with Doug Holladay

On this show I have a chat with Doug Holladay , the CEO of PathNorth and author of Rethinking Success . We're super lucky to have Doug on the show today, he's highly successful and has a fascinating story that sees him surrounded by affluent people (think Warren Buffet level affluent) and, you guessed it, lots of success stories. If you're interested in finding meaning in work and life, that's what Doug is all about, you'll love what we dive into on this episode. Want to work with me as an advis...

Oct 22, 202045 min

184: The slow build of a SaaS product with Jeroen Corthout

In this episode, I sit down with Jeroen Corthout of Salesflare , a CRM SaaS product. Jeroen has great insights to share about his journey in building a sustainable software company. In light of starting my first software company ( Passaroo.com - in beta), I will be reaching out to connect with more people in the software game to learn from their experiences. I'm sure you'll find tons of value in this episode! Want to work with me as an advisor? Visit jake-jorgovan.com/coaching...

Oct 09, 202046 min
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