Podcast

[Coaching: Brad #9] Best Week Yet on Upwork! New Outreach Strategy + Confronting Reality From Time Tracking

By Zach Swinehart

Coaching series: Can Zach get this beginner freelancer (Brad) to a 6-figure income ($8,333/mo) within 6 months?

Follow their journey through the ups and downs and watch them grow!

Milestones from today’s episode:

  • Brad’s best earning week yet on Upwork
  • Confronting the data from time tracking and where time was used
  • Learning new skills to expand service offerings and professionalism

Coaching highlights from today’s episode:

  • Facing the struggles of productivity and addressing underlying causes
  • The importance of testing different outreach methods to find the most effective approach
  • Building organic relationships by providing upfront value

Original coaching call recording date: 08/24/2023


Want to get one-on-one coaching from Zach?

The DYF Accelerator community includes weekly live 20-minute one-on-one Zoom coaching with Zach that follows the same format as you saw here.

You’ll also get access to our huge library of all past coaching calls, along with a text-based community and weekly accountability check-ins.

Click here to learn more »


AI-Generated Summary:

  • 0:00 – 2:00 — Zach introduces the podcast series, focusing on coaching a freelancer, Brad, towards a six-figure income.
  • 2:00 – 4:00 — Brad expresses his disappointment and discouragement despite working hard but seeing no results.
  • 4:00 – 6:00 — Brad discusses his efforts in content creation and struggles with ADHD affecting his focus on important tasks.
  • 6:00 – 8:00 — Brad reflects on the conflict between what he needs to do versus what he wants to do, and his recent successes in his freelance business.
  • 8:00 – 10:00 — Brad talks about learning from another freelancer’s success on Upwork and realizes the need to increase his outreach efforts.
  • 10:00 – 12:00 — Brad acknowledges the need to focus on his freelance business and cut down on video creation; Zach shares his experience with content creation challenges.
  • 12:00 – 14:00 — Zach and Brad discuss the difficulties in adapting to new content creation methods and strategies, emphasizing the learning curve.
  • 14:00 – 16:00 — Brad talks about his new productized service and his realization of misallocating his energy away from potentially more impactful activities.
  • 16:00 – 18:00 — Zach advises Brad on prioritizing tasks, especially for people with ADHD, and the importance of a hierarchical priorities list.
  • 18:00 – 20:00 — Brad plans to focus on delivering quality work for his client and considers pausing his daily video project, while keeping podcasting as a content creation outlet.
  • 20:00 – 22:00 — Brad finds podcasting energizing and efficient for content creation; Zach suggests being strategic about podcast guests.
  • 22:00 – 24:00 — Zach shares his approach to prioritizing tasks and making strategic decisions in his business.
  • 24:00 – 26:00 — Zach advises Brad on time management and how to optimize tasks for better results.
  • 26:00 – 28:00 — Discussion on the effectiveness of cold outreach and comparing different strategies for client acquisition.
  • 28:00 – 30:00 — Zach encourages Brad, emphasizing the importance of recognizing and redirecting efforts when they don’t move the needle, and discusses setting goals for the upcoming week.
  • 30:00 – 32:00 — Brad gets excited about cold outreach after reading a book on it and plans to apply it in both his own work and for a client’s affiliate program.
  • 32:00 – 34:00 — Brad considers balancing the Upwork outreach and the ‘Santa Claus’ strategy, while also learning Adobe Premiere to improve his video editing skills.
  • 34:00 – 36:00 — Zach advises Brad on efficiently allocating time to key areas like client work, lead generation, skill improvement, and podcasting.
  • 36:00 – 38:00 — Brad plans to create a ‘Santa Claus’ package for potential clients, with Zach advising on prioritizing quality over quantity in content.
  • 38:00 – 40:00 — Brad aims to return to maximizing daily outreaches on Upwork, while Zach suggests he solidify his hierarchical prioritization of tasks.
  • 40:00 – 42:00 — Brad discusses the perception of time flying by while tracking his activities, feeling overwhelmed by the limited hours available.
  • 42:00 – 44:16 — Zach relates to Brad’s feelings about time constraints and shares his own scheduling challenges, emphasizing the importance of celebrating progress and focusing on growth.