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Cup of Ambition Podcast

By Bonnie Bryant O'Connor

We’re committed to having smart, honest, funny, no B.S. conversations with real-life boss bitches from the entrepreneurial, corporate, and nonprofit worlds.

  1. 1.
    A Color-Obsessed Abstract Artist Busts the Myth of the "Starving Artist" (and Shares Her Inspirational Mental Health Journey)10/11/2019
    1:17:34
  2. 2.
    The Queen of Modern Calligraphy Tells Us How She Was Able to Quit her 9-5 Job to Hand-Letter Full Time (and How ANYONE Can Learn How to Do Calligraphy)10/04/2019
    1:14:20
  3. 3.
    A Therapist & Life Coach Tells Us How Millennial Women Can Deal with Their Work Stress (and Why It’s Such an Issue for Them)09/28/2019
    1:26:42
  4. 4.
    A Brand Photographer Tells Us How to Make Your Brand Stand Out When There’s So Much Content on the Web (and How to Have the Best Brand Photoshoot Ever)09/14/2019
    1:34:53
  5. 5.
    A CPA and Business Coach Tells Us How to Actually Create a Profitable Business (and the Biggest Mistakes She Sees Business Owners Make)09/07/2019
    1:51:18
  6. 6.
    A Former Cop and Real Estate Expert Tells Us How to Create Sustainable Passive Income with Rental Properties (and Why Quitting His Stable 9-5 Job and Giving Up His Pension Was the Best Thing He’s Ever Done)09/06/2019
    2:09:35
  7. 7.
    A PR and Business Development Expert Talks About How to Promote Your Business Effectively (and How Once You Know Business Fundamentals, You Can Launch ANY Business)09/02/2019
    2:01:06
  8. 8.
    A Social Media Expert Shares an Inside Look Into Digital Marketing (and the Benefit of Having a Zillion Different Jobs in Your Twenties)08/26/2019
    1:59:42
  1. 9.
    An Artist, Painter, and Former Calligrapher Talks About How to Successfully Pivot Your Business (and Why Taking Care of Your Mental Health is Just as Important as Your Physical Health)08/17/2019
    2:02:38
  2. 10.
    A Harvard Law Grad and Entrepreneur Talks About Bringing People Together With Curated Care Packages (and How to Build A Profitable Gift-Based Business)08/09/2019
    1:27:40
  3. 11.
    A Music Executive and Songwriter Talks About How to Stand Out in a Competitive Industry (and Why Creatives and Performers Need to Diversify Their Revenue Streams)08/02/2019
    1:53:16
  4. 12.
    A Cookie Artist Talks About Taking the Jump from Full Time Office Job to Full Time Cookier (and if She Ever Gets Sick of Eating Cookies)07/26/2019
    2:03:08
  5. 13.
    A Professional Voice Actor Talks About the Freelance Life in the Entertainment Industry (and How to Be Successful Despite the Odds)07/19/2019
    2:22:56
  6. 14.
    A Paper Florist Talks About the Nitty Gritty of Pretty Florals (and How to Show Your Worth When People Think You’re Just a “Crafter”)07/12/2019
    2:12:32
  7. 15.
    A Nonprofit and Grants Expert Talks About Opening Your Business as A Nonprofit (and How You Can Use Grants to Do It)07/05/2019
    1:15:11
  8. 16.
    A Live Event Artist Talks About Changing Lives with Her Art (and That Time She Was on “The Celebrity Apprentice,” a Very Long Gilmore Girls Discussion, And the Weirdest Question She’s Gotten on the Job)06/28/2019
    3:05:45
  9. 17.
    A Web Developer and Strategist Talks About Learning on the Job (and Lots of Free Advice on How to Improve Your Website)06/21/2019
    1:34:27
  10. 18.
    A Designer and Letterpress Printer Talks About the Ups and Downs of the Wedding Industry (and How to Raise Your Prices and Save Your Sanity)06/14/2019
    2:13:14
  11. 19.
    A Nonprofit Director, Lobbyist, and Political Activist Talks About Being in the Room Where It Happens (and Leveraging Each Opportunity to Climb the Ladder)06/07/2019
    2:04:25
  12. 20.
    A Graphic Designer Talks Getting Her Artwork into Major Stores (and A Lengthy Discussion About 90s Boy Bands)05/30/2019
    2:00:32
  13. 21.
    A Career Coach Shows You How to Job Search the Right Way (and How She Went from Choosing Candidates to Showing Them How to Get the Job)05/30/2019
    1:42:45
  14. 22.
    What It’s Like to Be a Creative Director (and How to do Influencer Marketing the Right Way)05/30/2019
    1:47:32
  15. 23.
    Is This Thing On?! Intro to the Cup of Ambition Podcast05/29/2019
    18:07

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