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✨Free Training for Nonprofit Professionals✨
Building Fundraising Confidence

How I Learned to Ask Without Fear (and You Can Too)
Register Now
Live on Wednesday, May 28, 2025 at 12:00 PM ET
Presented by Jessica Cloud, CFRE
You know fundraising matters, but that doesn’t make it easy. If the thought of asking a donor for money gives you sweaty palms and a racing heart… you are not alone.

In this honest, inspiring, and actionable training, seasoned fundraiser Jessica Cloud, CFRE, will show you how to build real confidence: the kind that comes from practice, preparation, and a healthy mindset.

Whether you’re brand new to fundraising or just tired of second-guessing yourself, this session will give you the tools to ask with clarity, authenticity, and calm.

In this FREE training, you'll learn:
✅ Why asking is a small (but essential) part of the donor journey
✅ The mindset shifts that unlock sustainable fundraising success
✅ How affirmations, visualizations, and journaling can rewire your confidence
✅ Proven “questioning openers” and phrasing that make asking feel natural
✅ Simple ways to practice your ask until it becomes second nature

This webinar is perfect for:
  • Nonprofit professionals, especially those who wear multiple hats
  • Fundraisers who know their mission matters, but freeze at the ask
  • Leaders who want to build stronger donor relationships
  • Anyone who wants to ditch the fear and fundraise with purpose

🚀 Bonus for Attendees: You’ll get a sneak peek at the Smart Start Fundraising System, a powerful toolkit for planning and launching strategic, stress-free fundraising campaigns.

👋 Meet Your Host: Jessica Cloud, CFRE
A 20+ year fundraising veteran, Jessica has raised millions, trained thousands, and made every mistake in the book — and learned from all of them. Her style is down-to-earth, practical, and empowering. 

🖊️ Save your spot now — space is limited!
Register Now

What Folks Are Saying

 Jessica has been a wonderful colleague and mentor over the years.  In the beginning of my annual giving career, I found her expertise, experience and willingness to help, invaluable.  Her advice and custom phonathon spreadsheets had a direct impact on our phonathon’s success and my ultimate promotion.  As I progress in my career, I continue to value her insight and professionalism." 

​- Ross Imbler, Director of Annual Giving, Lewis and Clark Law School
 Ross Imbler

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