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Trust, Ask, Persist: The Big Ask Journey of Sterling Lentz

Trust, Ask, Persist: The Big Ask Journey of Sterling Lentz

by Paul Quinn | Jun 19, 2026 | Asking - Business, Asking - Empowerment, Asking - Entrepreneurs, Asking - Opportunities, Asking - Professional Development, Asking - Relationships

What happens when we trust our intuition and, despite obstacles, keep pursuing what it calls us to do? In my conversation with entrepreneur Sterling Lentz we explore that question—and the one “big ask” that carried him 8,000 miles from home. Sterling is...
Are You Stuck in the Van?

Are You Stuck in the Van?

by Paul Quinn | May 21, 2026 | Asking - Business, Asking - Empowerment, Asking - Professional Development, Asking - Workplace, Personal Development

Arriving in Denver one spring day, I wheeled my suitcase to the cabstand. The fare to my hotel, I learned, would be $70, so I opted to save $30 and take a multi-passenger van instead, the kind that stops at each passenger’s hotel. A purely frugal decision,...
10 Tips to Make Emailed Requests More Effective

10 Tips to Make Emailed Requests More Effective

by Paul Quinn | Feb 7, 2025 | Asking - Business, Asking - Professional Development, Asking - Workplace, Communication Skills, Workplace Etiquette

When it comes to making requests, we’re most persuasive face to face. Even when asking something of someone we don’t know, we’re 34 times more likely to get a yes in person than by email (phone calls are the next most persuasive). Trouble is, in the worlds...
Ask for a Raise with Confidence

Ask for a Raise with Confidence

by Paul Quinn | Oct 10, 2024 | Asking - Business, Asking - Professional Development, Asking - Workplace, Communication Skills

In an episode of the classic sitcom I Love Lucy, Lucy wants her husband, Ricky, to ask his boss. Mr. Littlefield, for a raise. Ricky dreads the idea. Lucy invites him to rehearse his “ask” with her, as if she were his boss. In the role play, the reluctant...
When Leaders Ask for Feedback

When Leaders Ask for Feedback

by Paul Quinn | Jan 24, 2023 | Asking - Business, Asking - Leadership, Asking - Professional Development, Asking - Workplace, Presentation Skills

After a morning coaching several McDonald’s presenters for a company-wide conference, I left the rehearsal room to grab some lunch. On my way back, an admin staffer informed me that Paul Schrage, then McDonald’s senior executive vice president and chief marketing...
Hate to Ask: Jim Lew on Cultural Attitudes about Speaking Up

Hate to Ask: Jim Lew on Cultural Attitudes about Speaking Up

by Paul Quinn | May 17, 2022 | Asking - Business, Asking - Cultural Attitudes, Asking - Professional Development, Asking - Social Impact, Asking - Workplace

A few years ago, after I gave a talk at Northeastern Illinois University on the subject of asking as a life skill, a student of Asian descent raised his hand and asked if I had any stories in my book from Asian people (at the time I didn’t). When I said no, he...
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Recent Posts

  • How I Learned Not to Ask
  • Trust, Ask, Persist: The Big Ask Journey of Sterling Lentz
  • Are You Stuck in the Van?
  • Making a Monster: The Big Ask Audiobook
  • “Can I Ask You Something?”: The Risky Power of Personal Questions

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