Dating After 50: What Men Won’t Tell You – But WANT You to Know!

Men don’t talk about their emotional needs — not because they don’t have them, but because most men would never admit these things to a woman they’re dating… especially after 50. But here’s the truth:There are specific things men deeply feel, quietly fear, and secretly hope for that almost never get said out loud. In this eye-opening conversation, Relationship Expert Bob Grant ‪@BobGrant_Relationshiphq‬ reveals what men wish women understood — but rarely have the inclination to express.

These are the things he won’t tell you on a date. He won’t tell you after a divorce. He won’t tell you even when he’s falling for you. But they shape every emotional decision he makes.

Silke Schwarzkopf is the creator, executive producer, and host of 2nd Act TV, one of YouTube’s leading channels for candid conversations about dating, relationships, intimacy, and life after 50. Her journey to this work wasn’t planned—it was personal. Shortly after turning 50, Silke made the difficult decision to leave her 25-year marriage, close the production company she had co-owned for nearly two decades, and return to her Southern California roots to start over. Like millions of people navigating divorce, dating, and reinvention later in life, she found herself searching for guidance, encouragement, and authentic conversations that simply didn’t exist.

Drawing on her background in public relations and television production—and her own experiences of rebuilding happiness, finding love again, and creating a new career—Silke launched 2nd Act TV to help others navigate the challenges and opportunities of midlife. Today, she interviews leading experts on dating, relationships, intimacy, sexual health, and personal growth while never losing sight of what makes the channel unique: We’ve been there. We live what we bring you. Her message is one she hopes everyone remembers: it’s never too late to follow your heart, rediscover yourself, and create a life—and relationship—you truly love.

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The five things that men will never say out loud, but they want you to know that
 You know, great, great title
 [laughter] Yeah, I’d like to know that
 [music] Thanks so much for joining us again on Second Act TV
 So happy to welcome back Bob Grand, the relationship expert, dating coach, and founder of Relationship Headquarters
 Bob, thanks for joining us again
 Always a pleasure to be here, Saki
 We have uh a topic that I think is going to get some interesting response
 I know women love this topic and that is the five things that men will never say out loud, but they want you to know that
 You know, great great title
 [laughter] Yeah, I’d like to know that
 and you did a a video on this that I’d like to that I’d like to piggy back on
 So, I I’ll set it up for you here
 The five points or the five things men want you to know, but would never say out loud
 And the first one, I need to feel safe, too
 I just don’t say it
 So, men need need safety
 That emotional safety
 What do you mean by that? Well, yeah
 And you alluded to emotional safety
 And of course men don’t even say that with each other
 But part of it is for us is so I always equate for women I say emotional safety for us is what physical safety is to you
 And it’s not that I’m worried about someone grievously injuring me as much as especially if he’s talking with a woman
 He’s he likes her
 His guard is down
 Well, if my guard is down, you could hurt me
 You could say something insulting
 You could be really disrespectful
 And we don’t heal emotionally quickly like you ladies do
 I mean, men see this, a woman’s crying, she’s overwhelmed, and it looks like the world’s over
 And then whatever, a day or so later, she’s fine
 I mean, she’s not fine fine, but she’s [snorts] um recuperated somewhat
 You got it out
 Yeah
 Oh, we got it out
 Well, see, for us, it doesn’t get it out
 It just it it goes deeper
 And so, when a man does that, the next day, he doesn’t just get it out
 It it affects me the next day, the day after
 That’s why if there’s a really big argument, I don’t mean something where he’s avoiding where it really emotionally bothers him, he can get quiet for days after that
 I’m not saying that’s good, but it’s like someone took a cut and just cut four or five inches into me and I’m just trying to survive
 And so I don’t want to experience that
 And so emotional safety doesn’t mean never argue, never disagree, but it’s that we don’t take advantage of that
 We don’t threaten, don’t call names
 That’s a bad habit some couples get into
 Um we we try to remember that we can disagree but still be respectful
 And if I’m talking to a man, it’s you disagree and don’t threaten
 Yeah, that’s a great point
 And I think it can be as simple as I think you mentioned that not being judged or not being compared to, you know, a past relationship
 That that really bothers men
 Yes
 Because I don’t know there’s anything I could do to make up for something I didn’t do
 So if if I’m sorry that someone cheated on you, I’m sorry, but that’s not me
 Sometimes men say it that way, which goes awful
 I realize, but but I understand their point of view is why am I paying for something someone else does? So we don’t view that as a oh, I’d really love to heal that wound as much as I need the benefit of the doubt, please
 and then that hopefully will heal it or that will help you see that I’m the safe person, but I don’t want to have to prove that I’m safe or prove that I’m a nice guy
 That just feels insulting
 Great point
 And I think it’s so important for women to know
 I think it’s really funny what you said at the beginning that we don’t, you know, men don’t say to each other, “Oh, let’s talk about emotional safety, [laughter] right?” No, that I mean that’s really kind of funny
 I can see that in my head
 All right
 Second thing here, I fall for how you make me feel, not a checklist that I have
 You know, women, we’re of the impression that men want women for what they look like
 And you say that that’s not really true
 How about we say that’s not exclusively true
 So, how a woman how a woman looks I mean, a big part of this and women have taught me this has to do with how a woman feels about herself
 I mean, I’ I’ve seen women that from the distance were dressed impeccably
 I mean, I’ve seen this back when I had an office and they’d come in, start talking, they just fall apart
 I mean, it’s a counseling session, so it’s understandable
 But if you just looked at how they looked and how they present themselves, they look super confident on top of it
 And the problem with that is is when she goes out dating, this facade’s too strong a word, but this image she’s projecting, it’s not false, but it’s it’s limited
 And once you start talking and sharing with him, he’s going to feel whatever fears
 He’s going to feel those insecurities
 And that’s going to affect how he sees her
 Every man, probably woman, too, has a story of a woman they went out with
 Really pretty, so excited or went across the room to meet her and then she opened her mouth and and you just, oh my gosh, get me out of here
 I know you ladies have had this, too
 Mhm
 And that’s just a point to make that looks are important, so let’s be our best selves
 But it’s how you listen
 Are you interesting? Are we a good match? It’s not are you interesting as a person or just are we interesting to each other
 Sometimes you can be perfectly authentic and we’re just not a good match
 And we just don’t want to try to force those to happen
 But that’s the appeal because when we get along really well, I naturally see you as softer
 I notice your smile more
 The tone of your voice is is is really fetching
 Yeah
 It’s interesting that this point needs such an explanation because I think if if you tell women or men for that matter that, you know, men don’t care about chemistry at first
 They rather want comfort and ease and this and then they’ll roll their eyes
 There’s probably people rolling their eyes right now
 But once you get into the explanation of what is meant by that, such as, you know, here’s this handsome guy or this beautiful woman and yeah, we start talking to them just God
 Okay, never mind
 And that’s that’s the thing with with yeah judging everything on looks that you well that we do online of course because that’s the picture is pretty much all we have and you’re right that’s why I’m sure you’ve told people this online is a billboard
 It’s it’s a great way to meet people but it’s not real until you actually meet them
 I mean there’s something three-dimensional about how she tilts her head, the tone of voice
 You just don’t get that
 Even on a video you get some of it
 But there’s just something about that three-dimensional thing, especially that men need to really be able to feel how she affects him
 Yeah, that’s a great way to put it
 It’s a billboard
 It’s an ad
 You know, don’t necessarily even take it personally because there’s so much more they don’t know about you
 Yeah
 If if we can drill that home, I think online dating could be a much better tool than what it’s turning out to be, especially lately
 All right
 The third the third thing here
 I’m afraid of being controlled again
 That then that is particularly prevalent for men after 50 who may have just come out of a long marriage
 Yes
 So once I usually it’s marriage, but if I’ve dated someone long term, now she has an emotional ability to hurt me should she choose to
 And it’s not so much with calling me names as much as for men
 If I love a woman and she’s not happy, that is awful
 And I’m not saying women have to be happy all the time, but in general as a man, I take responsibility for your happiness
 You’ve had John Gray on
 I remember him saying this, and I always loved it when he mentioned this, and I’ve seen that to be true
 Again, men don’t literally walk around and saying, “I’m responsible for happiness
” But it’s a sense of I feel good when she feels good
 When she feels happy
 I’ve been on the receiving end when someone was upset
 Playing golf didn’t take that away
 Candy didn’t take that away
 Dead blessed just, you know, I had to go deal with with the problem or or why they, you know, she was upset because your happiness does so much more for me
 If you use that against me where you overreact to things and now it feels like you’re controlling because the smallest mistake I make the the the one wrong word I say I don’t get you the present you want hopefully I’m doing extremes that feels controlling and that you’re going to punish me emotionally if I don’t do exactly what you say
 That’s the fear mainly because it’s happened before whether it’s once or twice and so I fear that’s going to happen again
 That’s usually the caution men bring into a new relationship
 Is there a fear of losing autonomy which then women uh might uh interpret as the fear of well not you know being committed that they want to date other women? That’s a good question
 At least what I have seen is that men actually commit to a lot of things
 It’s not the same scale
 They commit to mortgages
 I mean they they commit to longer term things
 The fear of the commitment is is if I do it, are you going to take advantage of me? It doesn’t mean you will
 It’s that you could
 And so I need to see a few instances where you could take advantage of me
 You could make fun of me
 You could hold something against me and yet you don’t
 That’s why I’m real big on if you’re upset with a man, show him so that he gets to see that you can be angry and still safe
 You know, I did with men
 If you’re angry, it’s okay
 Get angry with her, but just show her you don’t get violent
 Show her you don’t call names
 show her you don’t threaten because that’s maybe what she’s used to
 And so it’s it’s it’s what the commitment means to them
 If it’s a trap, I’m terrified
 If it’s we’re a team, oh my gosh, sign me up
 Yeah, that’s a great great explanation
 Okay, thing number four, I want to be appreciated more than I want to be needed
 That threw me a little bit because just in another video we talked about how men need to be needed and there’s so many very secure woman women now that send the message they don’t need a man
 So what what exactly do you mean by that? So we’re doing a little nuance on this one
 So if it’s in this instance needed is um you need me for you to function in certain areas
 So you need me to always comfort you when your boss is ugly to you
 Well, you really don’t need me for that
 You probably need to have a conversation with your boss
 But it’s easier to have a conversation with me instead of dealing with your boss who’s who’s being gruff with you
 Appreciate it is when you see something I do that you like that you let me know, especially with emotions
 So, I was just talking to a client today, and this is not a hard and fast rule of thumb, but she was saying something with the guy she likes, and I said, just for fun, I said, “How about let’s lose the word thank you for like 3 weeks
” Nothing wrong with thank you, but my one I use a lot is if a man says, “Will you marry me?” You wouldn’t say thank you
 It’s not bad
 It’s just it’s we say thank you to friends and that’ll get her toward I appreciate this
 I love that you took me to dinner
 What a wonderful meal
 And see, we’re a little more emotive with it
 And so, you can be appreciative a number of ways
 We just don’t want you to keep it in
 And uh we don’t want the neediness uh the need part to be a sense of entitlement
 That’s Yeah, that’s interesting
 I’m glad that you you clarified that because it was almost the opposite of of what we’ve said before that men need to have I I suppose a sense of purpose is what I was referring to and what you described as something totally different but makes makes uh yeah makes all the sense sense in the world and yeah we know and we’ve said that before men need to be appreciated as we all do but I think men especially that’s one of their emotions if you do that it’ll make them feel feel Great
 And yeah, they want you to know that
 Finally, here number five
 If I choose you, I choose you quickly
 And that goes to I suppose somebody who just dillydalls along and the woman is still hoping, you know, that he’ll come around
 But then men actually do make quick quicker decisions than maybe we give them credit for
 Yeah, they they do
 And usually it’s in stages
 So usually by the time a man man approaches a woman or ask her out, he’s already thought that through
 I’m interested in her
 And then if it goes to the next stage or stages of I want to be exclusive with her, but if he’s taking months and months and we’re fine, it it in my opinion, at least what I’ve seen, once you’re over 30, it doesn’t take as long to really know if this is a good fit for you
 I mean, if it’s long distance and you don’t see each other, maybe you if you’re 18 years old, take a long time because you’re going to change personality-wise between 18 and 21
 Once you’re over 30, there’s not a lot that’s going to change
 And so, there’s not really much information that’s going to be discovered that’s new
 I mean, long as long as you’ve had one argument or something where you’ve resolved it
 But then if he’s a fear or something he’s avoiding, I don’t know what
 But I’m cautious with that because once men know or at least they’re 60 70% they just fill in the rest over time with the details as far as how we’re going to make this work
 But I’m not doubting as far as whether it’s you or not because it’s exhausting for men to [clears throat] go hunting
 As as much as women think men like dating, we don’t
 We we we don’t like we we don’t like being trapped
 But once we find someone we really like, why keep shopping? That’s another thing that online dating encourages
 so much, you know, is that that I guess for women more so than men
 I don’t know that that’s something to be, you know, discussed or debated, but you have that feeling there’s always somebody else out there, which is absolutely absolutely not not true
 So the big red flag would be if somebody is dragging their feet on and on and on, then that’s you can pretty much read into that that he’s not really not really into you or not into you or or only going to let somebody get close
 We don’t necessarily know what’s wrong, but but something’s off or something’s wrong because there’s no reason
 There’s nothing new to discover
 That’s the one I always use is what what more do we need that we haven’t seen in a few months
 I mean, assuming we’re seeing each other a fair amount
 What what more to you? And if that’s the case, usually what they’re doing is they’re just waiting on this idealic feeling of euphoria that you’re never going to get that kind of certainty
 I mean, if you want that kind of certainty, go buy a puppy
 I mean, that that’s a better example
 Yeah
 Lot lots for us to think about here
 again you made some great points that I think uh some women certainly me have not heard explained the way you have
 So thank thank you for that
 What what do we take away from there? What’s the biggest here? How would you sum this up? So what men say and do, what I’m after for you ladies is is if you understand what men want sometimes even better than they do, it’s not a complex thing is they really do want to fall in love
 We really do like having a partner, but our way of going about it is different than yours
 We’re not going to process this and share it
 We’re more cautious, but that once we give our heart, we don’t want to shop around
 Well, we don’t want to
 We’re hoping that you give us the benefit of the doubt that we want to be in the relationship with you, that we think you’re special as opposed to we have to prove it or we have to go back and explain everything
 that makes it much easier for us just to invest even more in you
 Well, Bob, again, thank you so much
 Always appreciate your time
 And if you’d like to get in touch with Bob directly, you can do so at Relationship Headquarters
 All the links are in the show notes below
 And be sure to check out Bob’s new podcast that’s taken off here on YouTube, Relationship Headquarters Podcast
 And Bob, I look forward to our next conversation on Second Act TV
 [music]