Find a Job that Matters

Ep. 068: The 3 Biggest Obstacles to Your Dream Career, with Anna Runyan

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Ep. 068: The 3 Biggest Obstacles to Your Dream Career, with Anna Runyan

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Do you have a clear vision of where you want to go with your career? If not, you may be wasting precious time, as tasks related to job searches can become overwhelming. Today’s guest expert, Anna Runyan, says there are three main obstacles for job seekers searching for their dream job. They are…


  • Consider what job searching tasks can be batched to save time.
  • Plan out priorities on a calendar.
  • Put extra effort into networking.


  • Job seekers may fear of applying for jobs they don’t think they are qualified for.
  • Job seekers should surround themselves with supportive network groups such as Facebook, Masterminds, and industry forums.
  • Job Seekers need to get over the fear of networking with people they don’t know.


  • Figure out your ideal career fit.
    • i. Look at your previous career experiences.
    • ii. Make a list of things you love doing, and things you do not want to do.
  • Determine your ideal work day, and then map it out.

Pro Tip — Informational interviews with people already working in the field you want to work in, can help you determine the next steps of your job search.

annaAnna Runyan Bio

Anna Runyan is the founder of Classy Career Girl, named by Forbes as one of the 35 most influential career sites of 2014.  She helps women design and launch their dream careers, businesses, and lives. Previously, Anna worked for Booz Allen Hamilton and was a professor of management at DeVry University.

Anna is excited to be working on her new membership site, Love Your Career Formula.

Ben’s Job Search Resource:

Ben’s resource this week is the Harvard Business Review. It reads as an academic business journal but has a cornucopia of interesting and useful articles. You can read up to four articles a day without a subscription. There is a lot of valuable organizational management information on this site.

Jenna’s Find Your Dream Job Listener Question:

Jenna, Ben, and Mac offer advice to Julie Williams, who asks today’s Listener Question, “What is appropriate attire to wear to an interview in the Pacific Northwest?”

Julie attended the Career Change Communications networking event put on by Mac’s List and the Oregon School of Journalism.

If you would like the team to answer a job-related question, email it to, or call her at 716-JOB-TALK. If we use your question on the air, you will receive either a copy of our new book, Land Your Dream Job Anywhere (to be published February 1, 2017) or a Mac’s List Coffee Mug, your choice.

Or, if you’ve found a job resource you think everyone should know about, send it to, and tell him how it has helped you find your dream job.

Ben and Jenna’s segments are sponsored by Land Your Dream Job Anywhere (to be published February 1, 2017). The book offers practical, actionable, and proven tools to help you get clear about your career goals, find hidden jobs, ace your next interview and more.

If you like this show, please help us by rating and reviewing our podcast on iTunes. We appreciate your support!

Opening and closing music for Find Your Dream Job provided by Freddy Trujillo,

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Mac Prichard
Mac Prichard publishes Mac's List and owns and operates Prichard Communications, a public relations agency that serves non-profits, public agencies, and foundations across the United States. He also blogs regularly about job-hunting.
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