Episode
When Dating Doesn’t Work for 17 Years | Deena and Kalman Flaks | Stories of Hope
- Published
- Jan 26, 2026
- Duration seconds
- 4077
- Processing state
not_requested- Canonical source
- https://share.transistor.fm/s/45fce3c7
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Summary
In this deeply honest episode, Deena Flaks and Kalman Flaks share their raw, unfiltered journeys through years of dating, heartbreak, faith, doubt, and resilience—before finally finding each other later in life. Deena opens up about dating from 19 to 36, going out with over 200 people, navigating pressure, intuition, burnout, and the quiet fear of “maybe something is wrong with me.” Kalman shares his path through community leadership, divorce, public scrutiny, choosing joy, and continuing to build others even when life didn’t go according to plan. Together, they speak candidly about singlehood, delayed marriage, trust in Hashem, emotional clarity, red flags vs. intuition, the damage of gossip, and what actually matters when choosing a partner. This conversation is not about segulos or shortcuts—it’s about faith, patience, self-honesty, and believing you didn’t miss your moment. If you’re single, supporting someone who is, or carrying quiet doubts about your timeline, this episode will make you feel seen. Watch until the end for powerful advice for singles, parents, and anyone struggling with fear, comparison, or loss of hope. To contact Deena and Kalman Flaks: 📧 [email protected] This episode was made possible thanks to our sponsors: ► PZ Deals Download the app and never pay full price again! https://app.pz.deals/install/mpp _____________________ ► Colel Chabad Pushka App The easiest way to give Tzedaka https://pushkapp.cc/meaningful _____________________ ► Chesed 24/7 — RUN 24.7 Help keep Chesed rooms running in 30 hospitals Join the live 5K at American Dream Mall (Feb 22, 2026) or sign up as a raiser—every mile keeps the rooms going. https://run4chesed.org _____________________ ► B’Sefer Chayim When you get married—or marry off a child—you plan for the future. You m…