What if the most reliable path to impact isn’t a grand gesture, but a habit? We sit down with Ann Canela to unpack how a childhood marked by strict rules and food insecurity forged an uncommon lens on giving, volunteering, and community. At 17, Ann left Northern California for New York City, learned to stand on her own, and eventually built a career at the intersection of philanthropy, corporate giving, and community partnerships. Her core insight is disarmingly simple: small actions, done consistently and locally, are “too small to fail” and add up to real change.

We trace Ann's journey from limited holidays and censored music to leading programs that mobilize thousands of employees for authentic, high-impact volunteering. She explains why handing out cash at a stoplight rarely solves the problem you hope it does, and how working through shelters, food pantries, and outreach teams can turn generosity into outcomes. If you’ve ever felt stuck between a quick donation and wanting systemic change, this conversation gives you a practical roadmap: design volunteering that teaches, connect with credible local orgs, and build daily habits that move the needle.

Along the way, we get tactical. How do you turn a once-a-year holiday shift into a year-round practice? What does “transformative” volunteering look like inside a company? How can parents model empathy so kids see service as normal life, not a special event? Anne also shares results from a behavior-driven campaign that boosted civic pride and recycling by double digits simply by inviting residents to take tiny actions they could do every day. It’s proof that people lean in when they can see themselves in the solution.

If you’ve been waiting for a sign to start, this is it. Subscribe, share this episode with a friend who cares about community, and leave a review to help others find the show. Then pick one small action today—email a local shelter, sign up for a cleanup, or just pick up that piece of litter—and make it part of your routine.