TFS 339: The Dark Side of Freelancing

TFS 339: The Dark Side of Freelancing

Author: Charles M Wood August 6, 2019 Duration: 46:43
Sponsors
  • Sentry– use the code “devchat” for two months free on Sentry’s small plan
  • CacheFly
Panel
  • Erik Dietrich
  • Jeremy Green
Summary Jeremy Green and Erik Dietrich discuss the unforeseen pain points of becoming a freelancer and share solutions that they have used in their lives and businesses to address these pain points. They considered pipeline management, not having enough work, having too much work and having ill-fitting work. How companies treat vendors and dealing with rejection are discussed. The loneliness of a freelancers life and how to combat it are considered. The hidden cost of working on your own and owning a business are addressed, including health insurance and taxes. The positives and negatives of time and money management are compared. They warn against bad clients and give warning signs against them.  Links Picks Erik Dietrich: Jeremy Green:
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Charles M Wood hosts The Freelancers' Show, a conversation built on the understanding that running your own business involves far more than just doing the work. Each episode digs into the real, often unspoken, challenges of independent life. You’ll hear practical discussions about finding and retaining clients, setting sustainable rates, and navigating the complexities of self-employment taxes and contracts. The focus extends beyond mere marketing tactics to include managing your time and energy, avoiding burnout, and creating a professional lifestyle that actually works for you. This podcast recognizes that continuous learning is non-negotiable, so topics often explore skill development and adapting to new industry trends. It’s a resource for anyone who wants to think more strategically about their freelance career, moving from just getting by to building something resilient and rewarding. Tune in for honest talk that balances the entrepreneurial excitement with the grounded advice needed to make it last.
Author: Language: English Episodes: 100

The Freelancers' Show
Podcast Episodes
TFS 324: Client Schedules and Communication [not-audio_url] [/not-audio_url]

Duration: 49:58
Sponsors: Sentry use the code “devchat” for 2 months free on Sentry small planCacheFly Panelists: Jeremy GreenReuven Lerner Episode Summary: In this episode of the Freelancers' Show, the panel shares client communication…
TFS 323: Getting started in your 40s [not-audio_url] [/not-audio_url]

Duration: 56:10
Sponsors: Sentry use the code “devchat” for 2 months free on Sentry small planCacheFly Panel: Jeremy GreenErik DietrichReuven LernerJonathan Stark Episode Summary: In this episode of the Freelancers' Show, the panel talk…
FS 322: Raising Prices Without Raising Eyebrows [not-audio_url] [/not-audio_url]

Duration: 40:31
Sponsors Sentry use the code “devchat” for 2 months free on Sentry small planCacheFly Panel: Jeremy GreenErik DietrichReuven LernerKai Davis Episode Summary: In this episode of the Freelancers' Show, the panel talks abou…
TFS 321: Planning for 2019 [not-audio_url] [/not-audio_url]

Duration: 53:51
Sponsors Sentry use the code “devchat” for 2 months free on Sentry small planCacheFly Panelists: Erik DietrichJeremy GreenReuven LernerKai Davis Episode Summary: In this episode of the Freelancers' Show, the panel talks…
FS 320: Timeless Sales Strategies [not-audio_url] [/not-audio_url]

Duration: 1:00:04
Sponsors Sentry use the code “devchat” for 2 months free on Sentry small planCacheFly Panelists: Erik DietrichJeremy GreenReuven LernerKai Davis Special Guest: Liston Witherill Episode Summary: In this episode of the Fre…
FS 319: Building Your Better Freelance Business in 2019 [not-audio_url] [/not-audio_url]

Duration: 54:18
Sponsors Sentry use the code “devchat” for 2 months free on Sentry small planCacheFly Panelists: Erik DietrichJeremy GreenKai Davis Episode Summary: In this episode of the Freelancers' Show, the panel talks about good pr…
FS 318: Dealing with Contracts [not-audio_url] [/not-audio_url]

Duration: 49:26
Panel: Reuven LernerJeremy GreenErik Dietrich In this episode of the Freelancer’s Show Reuven, Erik, and Jeremy discuss “Dealing with Contracts.” The Freelancers cover a number of important topics that involve contracts,…
FS 317: Working on Your Business [not-audio_url] [/not-audio_url]

Duration: 37:10
Panel: Reuven LernerJeremy Green In this episode of the Freelancer’s Show Reuven and Jeremy discuss “Working on Your Business.” The discussion covers several topics on how you as a freelancer can carve out time to work o…
FS 316: How to Target Management or the C-Suite as a Freelancer [not-audio_url] [/not-audio_url]

Duration: 45:47
Panel: Erik Dietrich In this episode of the Freelancer’s Show Erik, discuss “How to Target Management or the C-Suite as a Freelancer.” The discussion covers how to develop an offer or pitch, and understanding the pain po…

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