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Mr. Well-Groomed’s Ultimate Guide to Getting a Yes

By Well Groomed

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You meet your match! All the stars are aligned, everything feels right, and you are both ready for the next step. YOU’re ready to get down on one knee and put a ring on it. But what exactly do you have to do? What’s next? Where to start?

Let’s break it down.


Not to brag or anything, I flew across the world to propose to Mrs. Well-Groomed’s parents. Because it was THAT important for her and her family. If you seek to be approved, look no further than her dad.


1. Getting Educated

It is a jungle out there. Hitting the shelves without knowing anything is just not wise, like going to a car dealer and “letting” the sales guy talk you into upgrading to the butt-massage enabled passenger chair. (Not against it, if that’s your thing and you have the money for it, it actually is ergonomically helpful). No need to be a certified gemologist, but having a clear understanding of the 4Cs is an excellent start to understand what you’re investing in.

2. Budgeting

How much should you spend on an engagement ring? While the average price point that couples spent in 2014 is $5855 (based on survey by The Knot), the real answer is not set in stone. You can follow “suggestions” and “rules” like the 1-3 month’s salary, but the truth is that it’s a very personal decision. You’d want to have an open communication about what she wants and what you are comfortable with spending.

3. Ring Shopping

The catch: kick your ego to the curb – the ring is for her. She will be the one wearing it, so please get what she wants, not what you want or what you think she wants.  Be honest, you’re clueless about her taste and style, ask her bestie for guidance so s/he can help you navigate. If you’re a non-traditional couple, making a day out of ring-picking can be quite romantic (and helpful)!

4. Getting it Insured

Whether it’s a Cartier jewelry, a custom from Alexis Russell, a vintage,  a round-cut halo diamond set in a pave band, you’ve got the ring down. After all the tumble and stumble of your getting the perfect ring, the last thing you want is to see it stored in its box in a drawer, off-limits. You’d want your other half to be treasuring and wearing it without any concern that it’d be lost or damaged. Enter: Jewelers Mutual Insurance Company.

They offer the most comprehensive coverage in jewelry insurance and pretty much cover all of our fundamental jewelry insurance must-have checklist:

v Heart-ache and headache free. 

Well, losing or damaging a diamond ring would cost quite a heart-ache, but not for long..because these guys don’t make you jump through hoops getting several estimates before proceeding with a claim. They will even let you work with your own trusted jeweler.

v Total coverage 

Loss, theft, any kind of damage, or even mysterious disappearance ANYWHERE in the world, you will have gotten it covered, because you check this box on the to do list.

v Bringing the bling back

Trained-eye, certified gemologists is part of Jewelers Mutual on-staff experts – and their sole mission is to repair or provide replacement jewelry virtually indistinguishable from the original piece.

Consider it your own little safety net.


1. The how to propose

There are so many options and inspirations avail to us in this day of age. Type in “proposal” in the search bar and you’ll get everything from the rustic outdoor coffee house to a James Bond style proposal.

Grand gesture + rose petals + million candles = infinity.  Oh, who are we kidding? There is no one formula; but try to include a special, heart-felt prop involving something personal to you and her. Example, don’t just bring her to a favorite restaurant, go back to your first date scene.

And here’s another approach. Start by thinking about the aftermath, will she feel great telling her friends and family? Will you feel awesome telling the story?

2. Practice

If you are the “feel-the-moment” type of guy who can impulsively say the things that pull her heart strings, good for you! Most of us, on the other hand, wouldn’t want to be at a loss for words for this big moment. The fact remains, there is no perfection without practice. It just makes it *that* much smoother when you don’t have to struggle finding the right words.

3. Document the moment

We’re a big fan of keeping memory sake – something tangible or visual that we can pull out to tell the tale. If it’s within your budget, why not hire a photographer – or ask a relative / friend to be your candid camera-man.


1. Logistics

She’ll want to call her people, you’ll want to do the same. Be a gentleman and keep those extra chargers handy, since night-long texting and story telling are probably on the (phone) menu.

2. Be in the moment.  

Dude, you did it. Breathe and relax. You’ve popped the question, now it’s time to pop the champagne. Go ahead, show off the precious sparkle, flash it without worry.

Please, enjoy the incredible feeling of being newly engaged. Dance, kiss, laugh, be goofy. Be together.


This post is brought to you by Jewelers Mutual® Insurance Company


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