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Off The Vine with Kaitlyn Bristowe

Blaine Anderson | A Dating Coach Explains Why Modern Dating Feels So Hard!

Off The Vine with Kaitlyn Bristowe

PodcastOne

Comedy, Tv & Film, Society & Culture

4.521.5K Ratings

🗓️ 10 February 2026

⏱️ 63 minutes

🧾️ Download transcript

Summary

#918. Dating advice is everywhere — and somehow it’s made dating feel harder.

This week, Kaitlyn sits down with Blaine Anderson, a dating coach and matchmaker who works with thousands of men behind the scenes of modern dating. She shares what women rarely get to hear: how men experience dating, why “good guys” get overlooked, and where connections quietly fall apart.

They talk attraction, effort vs. interest, dating apps, and how to tell if a man is being intentional or just keeping his options open. With Valentine’s Day around the corner, they also get real about feeling behind, comparison, and staying open to love without settling.

If dating has you confused, burnt out, or questioning the rules — this episode will make you feel clearer, not broken.

If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!

EPISODE HIGHLIGHTS: 

  • (12:29) Why “nice guys” get overlooked.
  • (17:05) The biggest shift in dating over the last 5–10 years — and why so many people feel burnt out right now.
  • (45:52) How women can tell if a man is being intentional… or quietly keeping his options open.
  • (55:08) The unexpected dating dealbreaker Blaine hears all the time.


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Transcript

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0:00.0

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0:55.7

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1:00.7

And departments.com, the place to find a place.

1:07.5

You're listening to Off the Vine with Caitlin Bristow.

1:12.0

Hey, Vino's real quick, if you are listening right now, which obviously you are, you

1:16.1

wouldn't be hearing this, can you hit the subscribe or follow button on whatever platform

1:19.8

you're on?

1:20.5

Please, that one simple thing helps more than you even realize it allows me to keep growing

1:25.5

on this podcast and making these episodes the best

1:28.2

they can possibly be obviously for you. That's the only favorite I'm going to ever ask. Okay,

1:33.0

it truly means the world to me. Thank you. Now let's get into it. Hey, everybody, welcome to Off the Vine.

1:38.1

I'm your host, Caitlin Rousseau, and today we are doing a virtual with Blaine Anderson, who is a dating

1:43.8

coach and matchmaker, who's literally worked

1:46.1

with thousands of clients and spends her life inside the part of dating. Most people don't get to

1:51.3

see, like she said, you get to see kind of under the hood. So it's kind of about what people say

1:56.2

they want versus what they actually choose. It was a really fascinating conversation to know,

2:17.9

you know, she works with a lot of male clients. So hearing that perspective. So because this drops on Valentine's week, love is probably on everybody's minds. So we're going to go beyond the service level tips. We're going to talk about what's broken right now, what men and women misunderstand about each other, and how you should give the nice guy a chance. So if you're single, you're dating, you're burnt out, you're in a relationship, you're wondering why it still

2:21.8

feels hard. This episode is for you. Just like right off the bat, I'm like, how do you define what

2:26.7

you do? Yeah, so I am a dating coach and matchmaker. I work exclusively with men. So as a dating

...

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