First Date Advice for those who are planning to start dating someone new. This may be your first time going on a first date in a long time or perhaps you are seeking expert advice on how to land the second date. This advice for first dates will help you navigate through the dating journey, ultimately leading to relationship success.
A client I’ll call Dana came to me after a year spent working with two matchmaking services at the same time: Tawkify and Selective Search. She had the income to try both, the patience to see them through, and, by the end, a clear sense of what each one got right and what each got […]
Dating used to be slower. Not necessarily better. Just slower.You met someone through a friend, at work, at a party, through school, in your neighborhood, or because somebody knew somebody. You usually had a little context before the first date. Now we can meet more people than ever before, which is a great thing. We […]
The CEO Who Outsourced Everything Except Finding His Wife: Inside Executive Matchmaking I have a client I’ll call David. He’s 58, a partner at a private equity firm, and he outsources almost everything. His assistant runs his calendar. A service handles his dry cleaning. His accountant manages his taxes, and a travel team books the […]
You meet someone and feel a strong pull toward them. You want to see them again. You think about them afterward. You are curious about where it could go. That matters. It just does not tell you everything. Chemistry tells you that you are drawn to someone. Compatibility tells you whether the two of you […]
Wanting a relationship and actually having room for one are not always the same thing. You can genuinely want to meet someone and still have parts of your life, your past, or your expectations getting in the way. That is not a reason to stop dating. It is a reason to get clear. How Ready […]
Diana called me three weeks after her divorce was final, and wanted to be set up with someone immediately. She had a deposition that morning and a 3 p.m. closing across town, and she’d cleared a Thursday evening on her calendar specifically for, in her words, “the next chapter.” I told her, gently, that I […]
You sit down across from your date and the 3 W’s of small talk begins: work, weather, and weekend plans. Those safe topics are fine for breaking the ice, but they don’t tell you whether the person in front of you will sync with your life, priorities, or emotional style. After a long marriage, a […]
Home doesn’t feel the same after a long marriage ends. The place is yours again, and it’s both freeing and a little weird. Friends check in for a minute, then life settles back into its usual rhythm, and the question pops up: do I even want to start dating again, and if so, how? Dating […]
Dating and finances after divorce can feel like walking a tightrope. There’s excitement about creating new connections, sadness about losing old ones, and a real need to protect hard‑won stability. On top of that, you may be juggling child support, custody schedules, or lingering legal details. Even small money decisions can have outsized consequences. This […]
Figuring out how to know when you’re ready to date again after a breakup can feel confusing and emotionally overwhelming. The dating world moves fast, but your healing journey moves at its own pace. Jumping into a new relationship before you’re emotionally ready can repeat old patterns, while waiting too long might mean missing genuine […]
Finding the right partner shouldn’t feel like a second job. Yet for busy professionals navigating online dating and dating apps, the process often becomes exhausting and discouraging. Learning how to find a matchmaker who understands your needs can transform your search from frustrating to fulfilling. Professional matchmakers offer what algorithms can’t: human intuition, emotional intelligence, […]
Starting with a matchmaking service is a big step toward finding a meaningful connection. But before you dive in, it’s worth asking the right matchmaking questions to set yourself up for success. Understanding how your matchmaker works, what to expect from the process, and how they’ll support your love life can transform your entire experience. […]