TAKE THIS PERSONALLY: The Matchmaker’s Guide to Finding Real Love
The Bobby Bones Show
Premiere Networks
4.8 • 10.2K Ratings
🗓️ 1 March 2026
⏱️ 47 minutes
🧾️ Download transcript
Summary
Morgan is joined by professional matchmaker Alessandra Conti for an honest, behind-the-scenes look at modern dating. From screening clients and asking tough compatibility questions to spotting anxious-avoidant dynamics in real time, she explains what actually makes a match last, and what quietly causes relationships to fail.
They unpack why so many people feel like their city is the worst place to date, how burnout and “city fatigue” impact our mindset, and why boundaries, attachment styles, and shared values matter more than surface-level traits. They also talk about the scarcity trap, the abundance mindset, and how to date intentionally without losing yourself in the process.
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Transcript
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| 0:00.0 | This is an I-Heart podcast. |
| 0:02.5 | Guaranteed Human. |
| 0:21.8 | I cannot close up the Love Month series |
| 0:24.2 | without bringing on a true expert in the field of love. |
| 0:27.7 | I watch The Materialist and now I'm fascinated |
| 0:29.7 | by the world of matchmaking and how it all works. |
| 0:32.2 | So if you're curious too or one of my single friends out there, |
| 0:35.4 | this one is for you. |
| 0:43.7 | Yeah. too or one of my single friends out there, this one is for you. It is the love month. So of course, I had to be joined by a matchmaker naturally. I feel like I |
| 0:49.8 | would do a disservice on this podcast if I didn't. So please welcome Alessandra Conti. Thanks for coming on. |
| 0:57.0 | Thank you, Morgan. It's so nice to be here. I'm excited to talk to you about all things, |
| 1:03.5 | relationships, and love. But first of all, how did you get into the matchmaking business? |
| 1:10.0 | Oh my goodness. How did I get into? It's now been almost |
| 1:13.5 | 14 years, which is so wild. It's just so wild to me professionally anyway. But my sister and I, |
| 1:20.8 | we always set up our friends when we were young. It was just what we did. We like to refer to ourselves as like sandbox matchmakers. So we were |
| 1:31.3 | like in the sandbox saying, oh, Johnny, I think you would be great with Jessica. We just always |
| 1:38.6 | would set up our friends before it was socially acceptable. But yeah, then I graduated with my undergrad and my sister was |
| 1:46.7 | graduated from Oxford with her master's. And we just always had this dream of moving to L.A. |
| 1:54.4 | and starting a matchmaking company. Like it was just always what we did through all the stages of life. And so when we graduated, |
| 2:04.1 | we moved to L.A. and then we really just hit the ground running. And I'm skipping a whole lot |
| 2:11.4 | in between from our prom setups and even through college, just always matchmaking our friends. |
| 2:20.0 | But yeah, so we moved to L.A. |
... |
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