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Clarity → Confidence → Success

Shimon felt stuck. He kept dating but wasn’t getting anywhere. Every date felt like a waste of time because deep down, he wasn’t sure what he was looking for.

Through our coaching, he got clear on what kind of relationship he actually wanted. And once he had that clarity, his confidence skyrocketed. He stopped second-guessing himself. He started choosing instead of hoping to be chosen. And everything changed.

If you don’t have clarity, you’ll keep feeling stuck. But when you know what you want, confidence follows.

Rav Eisenstein on Our Approach to Yamim Noraim and God.

Rav Yaakov Gakner tells us how we should come into Rosh Hashana with grattitude.

As a dating coach, many guys I work with are already feeling discouraged. They have already tried dating for a while and they can't find the one. What should they do? I sat down with Daniella Rudoff, The Marriage Architect, to see how she would help them.

She says, it starts with our expectations. Watch the whole video!

Purim: The Day of Masks—And What’s Beneath Them 🎭

I have always loved Purim. It is a day where we can connect to our glorified history as Jews and think about that, connect to others and ourselves in a real way and get to the depth of what seem like good and bad people- because our true selves at our core are actually very similar. For the last 20 years of my life I have been celebrating Purim and enjoying it. Obviously some years conecting in a deeper way and some less.

One of my favorite memories was when I was 20 in Yeshiva.

Purim in Shana Bet

Purim 2025

Push Yourself & Stay Active – It Will Only Help You

A lot of guys put their lives on hold while they’re dating, thinking “Once I find the right person, then I’ll start living the way I want.” But that’s a mistake.

Yes, dating and marriage are important. But while you’re in the process, you still need to be active, to push yourself, and to grow. That’s what will make you stronger, more confident, and ultimately more ready for the life you want to build.

Since coming back from reserve army duty, I’ve been focused on doing just that—hitting the gym, learning with my study partners, parenting my kids, and working with my coaching clients. Staying committed, pushing myself, and showing up every day.

If you’re looking to date seriously, don’t put your life on pause. Keep moving forward. Keep building yourself. It will only make you stronger—and that strength will serve you in dating, in marriage, and in life.

What’s one way you’re pushing yourself right now? Let me know in the comments.

❓ Should you keep dating her? ❓

You’ve gone on a few dates, things seem okay… but are they actually going somewhere? 🤔

Most men get stuck in this in-between stage—unsure if they should commit or move on. Instead of wasting months in the wrong relationship (or walking away too soon), use this Clarity Checklist for Men to get the answers you need.

Men's Clarity Check List

Nervous About Your First Date? Read This!

Most guys go into a first date hoping for the best but preparing for nothing.

What should you say?

How do you keep the conversation flowing?

How do you make sure there’s a second date?

I’ve seen so many men struggle with first dates—not because they aren’t good enough, but because they go in without a plan. That’s why I put together “The Ultimate Guide to Your First Date”—a simple, practical guide to help you walk in with confidence, clarity, and a game plan.

Don't leave your first impression to chance. Get prepared & make it count.

Read the Ultimate Guide toYour First Date here.

Texting & Communication Cheat Sheet for Men

This isn't just another dating guide. It's your personal playbook for:

Crafting messages that get responses

Building genuine connection through text

Avoiding the common mistakes that kill attraction

Knowing exactly when to escalate the conversation

Don't let another potential relationship slip away because of communication confusion. Get your hands on this game-changer now!

Read the guide to communication and texting after your first date.

A week of trainer to be a driver

A client review from Benjy Wilbur:

"Rav Gakner is someone who has a remarkable ability to truly understand others and relate to them in a meaningful way. As a former student of Rav Gakner and one of many who he keeps in close touch with, I'm so grateful for the role he's played in shaping me into the person I've always wanted to be. He is empathetic towards others, wants what's best for those around him, and makes sure to always have a positive attitude.

I continue to seek Rav Gakner's guidance in moments of uncertainty, whether it be small moments of doubt or significant life decisions. Rav Gakner is able to look at everyone he interacts with and assess what he or she needs to succeed, and above all, he cares deeply about each and every one of them."

A client review from Benjy Lankin:

"Rav Gakner is an excellent educator. I personally had the privilege and honor to be his student for many years. He has an innate ability to explain complicated concepts in real world terms and mentor his students to becoming independent learners.

Even more impactful than his intellectual capabilities is his ability to connect with his students through his high emotional IQ. He was and and is a mentor for me helping me navigate life's challenges.

Rav Gakner is a busy man with his various jobs and growing family, but somehow makes every student, client, and friend feel as though they have his full attention at a moments notice.

If you have an opportunity to interact with him on a professional or personal capacity you would be extremely lucky."

A client review from Kalev Cohen:

"My goal was to become a flight attendant I love traveling and I love helping others so I thought it would be the perfect job for me after speaking with Yaakov Gakner he opened my eyes and helped me realize that that might not be the best idea for me as it’s long hours and I’d have to work with very difficult people. together We came to a conclusion through various worksheets and careful consideration that working with special needs Children is my true passion. I’ve been working now as a behavioral technician for the past year and I’ve never been happier in my entire life"

An anonymous review from a client in Jerusalem:

About a year ago I started working with Yaakov.

Struggling with dating and self confidence, I knew I needed tools to help me continue to move forward and not get too down on myself – I just didn’t know what they were.

Three months of working with Yaakov gave me tools that to this day, almost a year later- I still use.

I recommend Yaakov to those who feel that there is a fix- but don't know what.

Often times we don’t realize how simple the fix is- we just need Yaakov to tell us.

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