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Writer's pictureThe Date Maven
Mar 21, 20213 min read

Why You Shouldn't Play Money Detective on a First Date

Updated: Apr 4, 2023

I recently had a coaching conversation with a client about her "must-have's and non-negotiables" in a partner. We discussed her deal-breakers at length -- emotional, financial/career, intellectual, physical, sexual, and spiritual. I often advocate that single men and women "Be the dream partner you want to attract" so that whatever expectations and preferences you're setting up for someone else, you're being, doing, and living yourself!


She had some pretty high standards around ambition and earning power for her ideal guy.


Certainly, I've never met a woman who said, "You know, I'd really like to match up with someone kind of lazy and slothful..." (lol) And it's fine to desire a guy who has something going on in his life -- especially if you're kickin' ass and makin' bank in your own career as well! But be careful that this aspiration for upward-mobility doesn't drive the first-date conversation (or pre-date conversation). You could easily be perceived (or misperceived) as superficial or purely money-motivated.


Jut as men often screen women for youth and beauty, women sometimes screen men for wealth – or the potential to earn it. I'm not saying you should hitch your wagon to a guy who's perpetually unemployed and couch-surfing amongst his friends. But don't let financial screening create a handicap either. An affluent man usually wants to be valued and appreciated for ALL of the things that make him unique and special (unless he's financially secure but emotionally insecure -- different deal entirely!)


A high value woman can attract a high value man by prioritizing the discovery of internal values (this is done through vulnerable, intimacy-building conversation) and then, once internal value has been mutually demonstrated, having some honest money conversations


A different client complained that she'd been talking to a man for half a year and had no idea what he did for work, if anything. He was dodgy and evasive in his answers about how he spent his day or what a typical workday looked like. He didn't seem to have any real financial restrictions or obligations to anyone. He had the freedom to go where he wanted and do what he wanted.


On the one hand, this was enviable; on the other hand, it was suspicious. She didn't know if he had won the lottery, received a huge settlement in a legal matter, had taken early retirement, or was a trust fund guy. Maybe he'd gotten a windfall as an investor, maybe he was just jobless.


I coached her about how to "do discovery" and filter out men who weren't stepping up with appropriate and timely self-disclosure. From his perspective, he was probably being extremely cautious about disclosing his real financial status to women because he'd encountered some who were hungry for his lifestyle but didn't really know or care about him on a deeper level.


Make no assumptions. One guy might seem – on the surface – to be better off because he has a flush salary and a "finer-things-in-life" lifestyle, but he also has high expenses and tight cash flow because of alimony, child support, and non-liquid assets. That gives him less disposable income for dating. If he had a contentious divorce and the assets weren't divided fairly according to his definition, that could make him slow to trust and reluctant to remarry. Digging around for details about his financial station will only validate his distrust.


A slow, steady, and patient approach AND the willingness to demonstrate that you hold your own feet to the fire when it comes to career growth and financial ambition can help reassure him that you're interested in the man, not the money. At the same time, you can't invest forever in someone who gives you only breadcrumbs of information. (We can work out a balanced plan to handle this in coaching.)


If you can't resist the temptation to play “money detective” before or after your first dates, do it behind the scenes as much as possible; you may not be as subtle as you think if you’re asking explicit fact-finding questions. You could be inadvertently casting yourself in the role of "yet another money grubber" (if he's already met a few of these in the dating scene) without even realizing it. There is a time, a place, and an appropriate tone for a cards on the table money conversation between two people who are advancing toward a relationship.


Bottom Line: Get to know the real him -- the man who had a big brilliant idea or ran with a plan that made him the big bucks in the first place. Being interested in his passions and how his mind works is a better foundation to build a relationship on than a copy of his balance sheet anyway.


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Attachment. Most of the time, when that word comes up in coaching sessions, we're talking about relational attachment. There's another context for that word and it has to do with the eastern spiritual philosophy of non-attachment. The thinking here goes: Pain is inevitable but suffering is optional. Suffering is the result of attachment and non-acceptance of WHAT IS.  When operating from a spirit of non-attachment, other people's compliments and criticisms are more neutral -- less activating. There is less "need" of the first and less resistance or outrage at the second. From a position of non-attachment, we acknowledge that no one is better than us or worse than us -- nor are we "better than" or "worse than" another. We accept and allow uncertainty and have no attachment to God/a Higher Power/Source Energy/the Universe having a divine plan with a timeline that we hope matches ours! We experience more ease and peace because we are not clinging to an outcome.  With that preamble, I want to share a story about my friend Martin.  Martin was deeply attached to and identified with his performance as a father AND as a lover! He worked hard to excel at being a parent but when his 20-year-old son made some poor choices with some dramatic consequences academically, legally, and in his family relationships, Martin felt like he had to "own" how things were working out for his child. His son was struggling and Martin felt responsible for it.  Martin felt wounded if his romantic partner asked for something new to bring novelty to their sex life. He was proud of his "track record" as a passionate lover and if he couldn't please her with a handful of positions and techniques that had been effective with his previous partners, he thought something was wrong with her, with him, or both. He became critical of her and shamed within himself.  Hoping to achieve more peace and acceptance in his life, Martin took up the study and practice of tantra, and now while he still strives to be the best father possible, he does so without putting so much weight on the outcome. While he gives his son guidance and structure, he also acknowledges that he is not in control of the young man's life. He's also lightening his attachment to his old identity as a knock-your-socks-off lover and experiencing sexual connection in subtler, softer, slower ways. (It's interesting to note that often, when people start to feel whole again, they have less of a craving for intense, sensational, thrill-seeking pleasures.)  Why did he turn to tantra and how did it help him? Tantra is a philosophical or spiritual path that dissolves the egoic sense of separation we have with others. It is the recognition that anything and everything can be a portal to knowing God -- to the expression of God through us and to the realization of God within us. It involves weaving together of ALL of the threads in your tapestry -- the acceptance of all the parts of you, as they are.  As such, I personally find it is a path of least repression and greatest freedom.  Yet I was a closet tantrika for several years.  This was primarily because I was still finding my way in my practice and because the term is so frequently misunderstood, I didn't want to constantly correct the misinterpretations of others. I wanted to focus on my work, how I help people, etc. But gradually, over time, my coaching practice started to be inbued with tantric concepts. They were concepts that could help my clients feel better and do better in their love lives. So, perhaps it's time to integrate these components more explicitly and intentionally.  As a novice tantrika, I made many "mistakes" along the path. (The word mistakes is in quotes because there are no errors, only misunderstandings or omissions.) The most common myths or pitfalls that some fall into when applying the philosophy of tantra, include: 1. The over-emphasis on the sensual or sexual aspect If "tantric sex" was the phrase that jumped to mind when you first started reading this, you are not alone. How very western of us to latch on to how tantra shows up in the bedroom and completely ignore how it applies at say, a financial transaction, a birthday party, or any mundane thing! lol  Tantra is a conscious way of being and doing that yes, could infiltrate your love-making as easy as it could infiltrate your dish-washing. (More on the nuances of that in my 1:1 coaching.) 2. The misunderstanding of energy The word "energy" gets thrown around a lot in the conscious community, so let's define it as: anything and everything about you or any physical being or material object. We often detect another person's energy through their rate of their speech, the way they breathe, the tone of their voice, the tension or relaxation of their body, micro-expressions in their face, and whether their body is open or closed. These non-verbals offer a big clue, and we often sense another's energy by how it feels in our own bodies to be around that person. Energy is in everyone and everything. If the table in front of you caught fire, a much more noticeable kind of energetic release would be happening! But everything discernible has energy. (Reading others' energy and cultivating our own in an intentional way is another topic for 1:1 coaching.) 3. Turning a blind eye to the ethical or moral vulnerabilities in spiritual life Having a mentor or teacher is valuable in any religious or spiritual practice, as the teacher can guide the learner and help the learner work through blocks or dilemmas. (But alas, the notion of a "dilemma" is a construct, lol. That's a digression for another day...) So, it remains that it's important to find a loving and trustworthy teacher. How can you tell? When your teacher points you toward a path, ask: How does this align with the truths I'm discovering? With the truths I've known? Within any spiritual or religious community, there is the opportunity for some teachers to misuse their wisdom and power -- to manipulate the learners who follow them. A good teacher is pure in intention, logically sound, and grounded in reality.   4. The expectation of instant results If you were learning any new skill -- say, how to be an electrician, how to be a nuclear physicist, or how to cook exotic dishes -- how long would you expect to spend apprenticing and practicing before you mastered the skill?  You wouldn't expect to watch two YouTube videos and have it all figured out. You wouldn't expect to take a weekend seminar and be proficient in that skill. The same is true in spiritual and relational evolution. You may have bursts of instant growth from time to time; other times, you'll take a break. You may even backslide a bit.  Besides, spiritual growth is not something that's finished within X hours of work. It is constant and ongoing. It may take months or years for your skill-building to yield profound results and even then you will likely continue to refine and maintain that skill. Anything related to psycho-spiritual growth is usually a life-long practice.  5. Missing the importance of ritual and symbol Every religious institution, most every family, and a great many couples have rituals. Some are minor and so habituated as to be non-conscious rituals; others are more grandiose. Rituals exist around everything from homework to date night, to religious worship.  Rituals create a sense of order and stability; enacting rituals brings us to a sense of calm and safety. Rituals remind us of the foundations on which we live, but we must take care not to let the ritual become the master. For example, the Christian ritual of Christmas had the original purpose of celebrating the birth of Jesus Christ so that we could practice gratitude for who he was and how he lived. The ritual of exchanging gifts could be viewed as an honoring God's gift to humanity as we give to others. In modern times, for many people, Christmas became so focused on gift-giving that the ritual of gifting became more the "God" than the divine energy it represented.  Ritual and symbol are ways of "pointing to" something divine or even "closing the gap" between the physical self or egoic self and the divine (however you understand that to be). As such, rituals and symbols are a means to an end. They should not be elevated to idolatry nor should they be under-employed.  I've seen so many couples benefit and grow from adopting or refining rituals in their lives (another accomplishment of 1:1 coaching!) 6. Discounting the role of discipline and devotion We tend to experience loyalty, love, and enthusiasm for that which makes our lives better. We can intellectually agree with a philosophy or concept but it is in having the discipline to apply that daily that we demonstrate devotion.  Surrendering to the divine is what takes a mechanical practice and elevates it to a spiritual practice that ultimately liberates the practitioner. The primary purpose, after all, of tantra is liberation. How do you get liberated? By accepting and living the observable truths of reality. 

Attachment. Most of the time, when that word comes up in coaching sessions, we're talking about relational attachment. There's another context for that word and it has to do with the eastern spiritual philosophy of non-attachment. The thinking here goes: Pain is inevitable but suffering is optional. Suffering is the result of attachment and non-acceptance of WHAT IS.  When operating from a spirit of non-attachment, other people's compliments and criticisms are more neutral -- less activating. There is less "need" of the first and less resistance or outrage at the second. From a position of non-attachment, we acknowledge that no one is better than us or worse than us -- nor are we "better than" or "worse than" another. We accept and allow uncertainty and have no attachment to God/a Higher Power/Source Energy/the Universe having a divine plan with a timeline that we hope matches ours! We experience more ease and peace because we are not clinging to an outcome.  With that preamble, I want to share a story about my friend Martin.  Martin was deeply attached to and identified with his performance as a father AND as a lover! He worked hard to excel at being a parent but when his 20-year-old son made some poor choices with some dramatic consequences academically, legally, and in his family relationships, Martin felt like he had to "own" how things were working out for his child. His son was struggling and Martin felt responsible for it.  Martin felt wounded if his romantic partner asked for something new to bring novelty to their sex life. He was proud of his "track record" as a passionate lover and if he couldn't please her with a handful of positions and techniques that had been effective with his previous partners, he thought something was wrong with her, with him, or both. He became critical of her and shamed within himself.  Hoping to achieve more peace and acceptance in his life, Martin took up the study and practice of tantra, and now while he still strives to be the best father possible, he does so without putting so much weight on the outcome. While he gives his son guidance and structure, he also acknowledges that he is not in control of the young man's life. He's also lightening his attachment to his old identity as a knock-your-socks-off lover and experiencing sexual connection in subtler, softer, slower ways. (It's interesting to note that often, when people start to feel whole again, they have less of a craving for intense, sensational, thrill-seeking pleasures.)  Why did he turn to tantra and how did it help him? Tantra is a philosophical or spiritual path that dissolves the egoic sense of separation we have with others. It is the recognition that anything and everything can be a portal to knowing God -- to the expression of God through us and to the realization of God within us. It involves weaving together of ALL of the threads in your tapestry -- the acceptance of all the parts of you, as they are.  As such, I personally find it is a path of least repression and greatest freedom.  Yet I was a closet tantrika for several years.  This was primarily because I was still finding my way in my practice and because the term is so frequently misunderstood, I didn't want to constantly correct the misinterpretations of others. I wanted to focus on my work, how I help people, etc. But gradually, over time, my coaching practice started to be inbued with tantric concepts. They were concepts that could help my clients feel better and do better in their love lives. So, perhaps it's time to integrate these components more explicitly and intentionally.  As a novice tantrika, I made many "mistakes" along the path. (The word mistakes is in quotes because there are no errors, only misunderstandings or omissions.) The most common myths or pitfalls that some fall into when applying the philosophy of tantra, include: 1. The over-emphasis on the sensual or sexual aspect If "tantric sex" was the phrase that jumped to mind when you first started reading this, you are not alone. How very western of us to latch on to how tantra shows up in the bedroom and completely ignore how it applies at say, a financial transaction, a birthday party, or any mundane thing! lol  Tantra is a conscious way of being and doing that yes, could infiltrate your love-making as easy as it could infiltrate your dish-washing. (More on the nuances of that in my 1:1 coaching.) 2. The misunderstanding of energy The word "energy" gets thrown around a lot in the conscious community, so let's define it as: anything and everything about you or any physical being or material object. We often detect another person's energy through their rate of their speech, the way they breathe, the tone of their voice, the tension or relaxation of their body, micro-expressions in their face, and whether their body is open or closed. These non-verbals offer a big clue, and we often sense another's energy by how it feels in our own bodies to be around that person. Energy is in everyone and everything. If the table in front of you caught fire, a much more noticeable kind of energetic release would be happening! But everything discernible has energy. (Reading others' energy and cultivating our own in an intentional way is another topic for 1:1 coaching.) 3. Turning a blind eye to the ethical or moral vulnerabilities in spiritual life Having a mentor or teacher is valuable in any religious or spiritual practice, as the teacher can guide the learner and help the learner work through blocks or dilemmas. (But alas, the notion of a "dilemma" is a construct, lol. That's a digression for another day...) So, it remains that it's important to find a loving and trustworthy teacher. How can you tell? When your teacher points you toward a path, ask: How does this align with the truths I'm discovering? With the truths I've known? Within any spiritual or religious community, there is the opportunity for some teachers to misuse their wisdom and power -- to manipulate the learners who follow them. A good teacher is pure in intention, logically sound, and grounded in reality.   4. The expectation of instant results If you were learning any new skill -- say, how to be an electrician, how to be a nuclear physicist, or how to cook exotic dishes -- how long would you expect to spend apprenticing and practicing before you mastered the skill?  You wouldn't expect to watch two YouTube videos and have it all figured out. You wouldn't expect to take a weekend seminar and be proficient in that skill. The same is true in spiritual and relational evolution. You may have bursts of instant growth from time to time; other times, you'll take a break. You may even backslide a bit.  Besides, spiritual growth is not something that's finished within X hours of work. It is constant and ongoing. It may take months or years for your skill-building to yield profound results and even then you will likely continue to refine and maintain that skill. Anything related to psycho-spiritual growth is usually a life-long practice.  5. Missing the importance of ritual and symbol Every religious institution, most every family, and a great many couples have rituals. Some are minor and so habituated as to be non-conscious rituals; others are more grandiose. Rituals exist around everything from homework to date night, to religious worship.  Rituals create a sense of order and stability; enacting rituals brings us to a sense of calm and safety. Rituals remind us of the foundations on which we live, but we must take care not to let the ritual become the master. For example, the Christian ritual of Christmas had the original purpose of celebrating the birth of Jesus Christ so that we could practice gratitude for who he was and how he lived. The ritual of exchanging gifts could be viewed as an honoring God's gift to humanity as we give to others. In modern times, for many people, Christmas became so focused on gift-giving that the ritual of gifting became more the "God" than the divine energy it represented.  Ritual and symbol are ways of "pointing to" something divine or even "closing the gap" between the physical self or egoic self and the divine (however you understand that to be). As such, rituals and symbols are a means to an end. They should not be elevated to idolatry nor should they be under-employed.  I've seen so many couples benefit and grow from adopting or refining rituals in their lives (another accomplishment of 1:1 coaching!) 6. Discounting the role of discipline and devotion We tend to experience loyalty, love, and enthusiasm for that which makes our lives better. We can intellectually agree with a philosophy or concept but it is in having the discipline to apply that daily that we demonstrate devotion.  Surrendering to the divine is what takes a mechanical practice and elevates it to a spiritual practice that ultimately liberates the practitioner. The primary purpose, after all, of tantra is liberation. How do you get liberated? By accepting and living the observable truths of reality. 

Attachment. Most of the time, when that word comes up in coaching sessions, we're talking about relational attachment. There's another context for that word and it has to do with the eastern spiritual philosophy of non-attachment. The thinking here goes: Pain is inevitable but suffering is optional. Suffering is the result of attachment and non-acceptance of WHAT IS.  When operating from a spirit of non-attachment, other people's compliments and criticisms are more neutral -- less activating. There is less "need" of the first and less resistance or outrage at the second. From a position of non-attachment, we acknowledge that no one is better than us or worse than us -- nor are we "better than" or "worse than" another. We accept and allow uncertainty and have no attachment to God/a Higher Power/Source Energy/the Universe having a divine plan with a timeline that we hope matches ours! We experience more ease and peace because we are not clinging to an outcome.  With that preamble, I want to share a story about my friend Martin.  Martin was deeply attached to and identified with his performance as a father AND as a lover! He worked hard to excel at being a parent but when his 20-year-old son made some poor choices with some dramatic consequences academically, legally, and in his family relationships, Martin felt like he had to "own" how things were working out for his child. His son was struggling and Martin felt responsible for it.  Martin felt wounded if his romantic partner asked for something new to bring novelty to their sex life. He was proud of his "track record" as a passionate lover and if he couldn't please her with a handful of positions and techniques that had been effective with his previous partners, he thought something was wrong with her, with him, or both. He became critical of her and shamed within himself.  Hoping to achieve more peace and acceptance in his life, Martin took up the study and practice of tantra, and now while he still strives to be the best father possible, he does so without putting so much weight on the outcome. While he gives his son guidance and structure, he also acknowledges that he is not in control of the young man's life. He's also lightening his attachment to his old identity as a knock-your-socks-off lover and experiencing sexual connection in subtler, softer, slower ways. (It's interesting to note that often, when people start to feel whole again, they have less of a craving for intense, sensational, thrill-seeking pleasures.)  Why did he turn to tantra and how did it help him? Tantra is a philosophical or spiritual path that dissolves the egoic sense of separation we have with others. It is the recognition that anything and everything can be a portal to knowing God -- to the expression of God through us and to the realization of God within us. It involves weaving together of ALL of the threads in your tapestry -- the acceptance of all the parts of you, as they are.  As such, I personally find it is a path of least repression and greatest freedom.  Yet I was a closet tantrika for several years.  This was primarily because I was still finding my way in my practice and because the term is so frequently misunderstood, I didn't want to constantly correct the misinterpretations of others. I wanted to focus on my work, how I help people, etc. But gradually, over time, my coaching practice started to be inbued with tantric concepts. They were concepts that could help my clients feel better and do better in their love lives. So, perhaps it's time to integrate these components more explicitly and intentionally.  As a novice tantrika, I made many "mistakes" along the path. (The word mistakes is in quotes because there are no errors, only misunderstandings or omissions.) The most common myths or pitfalls that some fall into when applying the philosophy of tantra, include: 1. The over-emphasis on the sensual or sexual aspect If "tantric sex" was the phrase that jumped to mind when you first started reading this, you are not alone. How very western of us to latch on to how tantra shows up in the bedroom and completely ignore how it applies at say, a financial transaction, a birthday party, or any mundane thing! lol  Tantra is a conscious way of being and doing that yes, could infiltrate your love-making as easy as it could infiltrate your dish-washing. (More on the nuances of that in my 1:1 coaching.) 2. The misunderstanding of energy The word "energy" gets thrown around a lot in the conscious community, so let's define it as: anything and everything about you or any physical being or material object. We often detect another person's energy through their rate of their speech, the way they breathe, the tone of their voice, the tension or relaxation of their body, micro-expressions in their face, and whether their body is open or closed. These non-verbals offer a big clue, and we often sense another's energy by how it feels in our own bodies to be around that person. Energy is in everyone and everything. If the table in front of you caught fire, a much more noticeable kind of energetic release would be happening! But everything discernible has energy. (Reading others' energy and cultivating our own in an intentional way is another topic for 1:1 coaching.) 3. Turning a blind eye to the ethical or moral vulnerabilities in spiritual life Having a mentor or teacher is valuable in any religious or spiritual practice, as the teacher can guide the learner and help the learner work through blocks or dilemmas. (But alas, the notion of a "dilemma" is a construct, lol. That's a digression for another day...) So, it remains that it's important to find a loving and trustworthy teacher. How can you tell? When your teacher points you toward a path, ask: How does this align with the truths I'm discovering? With the truths I've known? Within any spiritual or religious community, there is the opportunity for some teachers to misuse their wisdom and power -- to manipulate the learners who follow them. A good teacher is pure in intention, logically sound, and grounded in reality.   4. The expectation of instant results If you were learning any new skill -- say, how to be an electrician, how to be a nuclear physicist, or how to cook exotic dishes -- how long would you expect to spend apprenticing and practicing before you mastered the skill?  You wouldn't expect to watch two YouTube videos and have it all figured out. You wouldn't expect to take a weekend seminar and be proficient in that skill. The same is true in spiritual and relational evolution. You may have bursts of instant growth from time to time; other times, you'll take a break. You may even backslide a bit.  Besides, spiritual growth is not something that's finished within X hours of work. It is constant and ongoing. It may take months or years for your skill-building to yield profound results and even then you will likely continue to refine and maintain that skill. Anything related to psycho-spiritual growth is usually a life-long practice.  5. Missing the importance of ritual and symbol Every religious institution, most every family, and a great many couples have rituals. Some are minor and so habituated as to be non-conscious rituals; others are more grandiose. Rituals exist around everything from homework to date night, to religious worship.  Rituals create a sense of order and stability; enacting rituals brings us to a sense of calm and safety. Rituals remind us of the foundations on which we live, but we must take care not to let the ritual become the master. For example, the Christian ritual of Christmas had the original purpose of celebrating the birth of Jesus Christ so that we could practice gratitude for who he was and how he lived. The ritual of exchanging gifts could be viewed as an honoring God's gift to humanity as we give to others. In modern times, for many people, Christmas became so focused on gift-giving that the ritual of gifting became more the "God" than the divine energy it represented.  Ritual and symbol are ways of "pointing to" something divine or even "closing the gap" between the physical self or egoic self and the divine (however you understand that to be). As such, rituals and symbols are a means to an end. They should not be elevated to idolatry nor should they be under-employed.  I've seen so many couples benefit and grow from adopting or refining rituals in their lives (another accomplishment of 1:1 coaching!) 6. Discounting the role of discipline and devotion We tend to experience loyalty, love, and enthusiasm for that which makes our lives better. We can intellectually agree with a philosophy or concept but it is in having the discipline to apply that daily that we demonstrate devotion.  Surrendering to the divine is what takes a mechanical practice and elevates it to a spiritual practice that ultimately liberates the practitioner. The primary purpose, after all, of tantra is liberation. How do you get liberated? By accepting and living the observable truths of reality. 

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