Straight To The Heart Boutique Matchmaking For Professionals

Men's Dating

Straight to the Heart™ — Boutique Matchmakers Set Up Dates & Events So Busy Professionals Find Love

Amber Brooks

Written by: Amber Brooks

Amber Brooks

Amber Brooks is the Editor-in-Chief at When she was growing up, her family teased her for being "boy crazy," but she preferred to think of herself as a budding dating and relationship expert. As an English major at the University of Florida, Amber honed her communication skills to write clearly, knowledgeably, and passionately about a variety of subjects. Now with over 1,800 lifestyle articles to her name, Amber brings her tireless wit and relatable experiences to She has been quoted by the Washington Times, Cosmopolitan, The New York Post, and AskMen.

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Edited by: Lillian Castro

Lillian Castro

Lillian Guevara-Castro brings more than 30 years of journalism experience to ensure DatingAdvice articles have been edited for overall clarity, accuracy, and reader engagement. She has worked at The Atlanta Journal and Constitution, The Gwinnett Daily News, and The Gainesville Sun covering lifestyle topics.

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The Short Version: Straight to the Heart brings relationship-oriented singles an effortless and efficient dating experience with every last detail taken care of by dedicated professionals. Peggy Bennett, a Seattle native, started the matchmaking firm to help career-driven professionals get into lasting relationships. The concierge team matches, arranges, and coordinates the dates, offers image consults, and throws quality events to ease single men and women into dating. By vetting every date beforehand, Straight to the Heart saves you valuable time in the search for that special someone.

What began as a hobby turned into a successful matchmaking company. Straight to the Heart gives daters a friendly and easy dating experience from start to finish. By providing direct feedback and intuitive matching, Peggy readies her clients to meet “the one.”

Throughout the past decade, while working as a personal stylist at Nordstrom, Peggy Bennett often heard the frustrations of single clients who were too busy to scour the web in search of a date. “Do you know anyone?” they would ask as she fitted them in updated looks for the current season.

Photo of Peggy Bennett, Lead Matchmaker at Straight to the Heart

Lead Matchmaker Peggy Bennett left her career at Nordstrom to found Straight to the Heart.

Nearly a decade later, Peggy commented on the current dating culture. “Online dating 10 years ago was at least better in a sense that it was still a new enough dating platform so there was a larger percentage of professionals to select from. Today online dating, including dating apps, have become completely saturated so it takes even more time, patience, and energy to sift through all the profiles.”

Peggy has lived in Seattle her whole life and knew her networking skills could be just as useful to her clients as would a new wardrobe. She began matching singles up on dates and watching their relationships blossom. Three of her matched couples ended up tying the knot.

At one of the wedding ceremonies, the groom asked Peggy to stand up so he could recognize her as the one who introduced him to the love of his life. Her heart full to bursting as the happy couple applauded her, Peggy realized she wanted to make matchmaking her full-time career. She retired from Nordstrom to build her own boutique matchmaking firm: Straight to the Heart. Peggy felt it was important to get the proper education for her credentials, so she attended the Matchmaking Institute in NYC, which is the only certified matchmaking school licensed by the New York Department of Education.

Today, Peggy’s genuine, helpful spirit supports her clients as she and her team arrange thoughtful dates, skill-building workshops, and themed events — all tailored to the individual’s success. She even draws from her fashion background to offer styling tips to singles. With individualized attention, she continually expands her business to help single men and women find that special someone.

“I admit that I am obsessed about what I do,” she said. “I truly put in my all when teaming with a client. What I have learned is, for a successful love match to occur, it is essential for my clients to meet me halfway. In other words, it takes a true partnership. I often give them homework assignments so that when it is time for their first introduction (date) they are showing up as their best authentic selves. I’m very authentic and down-to-earth, and my clients echo that.”

Peggy Bennett is a Relatable Matchmaker With Quality Insights

Matchmaking has always been in Peggy’s DNA, she said. Ever since junior high she felt a passion for pairing people up on dates. Her talent for networking and matchmaking grew organically over time. She learned to pick up on a person’s energy and use precepts of attraction to forge a long-lasting connection between two people.

One of the things that set her apart from most matchmakers is her newly single status. After 20 years of marriage, Peggy has now re-entered the dating world herself, and so she can relate in a very personal level with what singles today go through.

“We can’t thank Peggy enough for bringing the two of us together. We toasted to you at our wedding and continue to toast you each anniversary!” — Rick and Dana, a couple matched by Peggy

“Unfortunately, dating doesn’t exist anymore in today’s dating online climate,” Peggy said. “At Straight to the Heart, we have merged old-school courting with today’s modern tech world. What I have found is our clients and members are loving it. They actually get excited about getting dressed for a proper date.”

The matchmaker goes into detail about her dating experience in her book she is currently writing. Readers will see previews of it in the Straight to the Heart blog where she’ll tell the good, bad, and ugly stories of dating life from a matchmaker’s perspective. She was the book to be an honest analysis of what dating is like, including all the missteps, confusions, frustrations, and joys.

Her authenticity comforts, inspires, and entertains fellow singles who need to know they aren’t alone in their dating trials. With Peggy at the helm, Straight to the Heart cuts to the core of what daters want and provides matchmaking services tailored to suit her clients.

At Straight to the Heart, Intuition (Not Algorithms) Decide Matches

Peggy said her clients typically range in age from 35 to 55. Her typical bachelor is a hard-working professional looking to save time in the search for love by hiring Straight to the Heart to vet his dates.

“Our male clients have standards, so they really appreciate us being highly selective and introducing them to only high-caliber women,” she said. “Out mission statement is: We stand for quality, no quantity, in everything we do.”

Peggy works intimately with bachelors to ready them for a premier dating experience. She builds a rapport with them and offers personalized advice on how to attract a quality relationship.

She said clients can call her any time for any reason. She loves diving into deep conversations about dating strategies or self-improvement. “I feel honored to be part of their lives,” she said, “and to join them on their journey.”

The Concierge Team Ushers You Through the Dating Process

After the team has prepped their eligible bachelor to be his most charming self, they set up the date.

Peggy said she likes to arrange first dates in a casual lounge setting where the pair can relax, order a drink or two, and chat in a low-pressure situation (lasting no more than an hour and a half). She encourages a no-hassle goodbye, which means no need to plan a second date, no more than a peck on the cheek, and no awkward lingering.

A photo of the Straight to the Heart team

Straight to the Heart’s team wants every bachelor to feel comfortable and confident before they send him off on a first date.

For the second date, she plans an activity of some sort to bring out more personality and flirtation. The date could take place at a bowling alley or it could be paddle boarding — it depends on what her clients are interested in.

“I customize every experience,” she said. “I enjoy being able to give that special attention to clients. It’s fun for me.”

Also, before a date, Peggy will ask her clients and members to send her a selfie of what they’re going to wear so she can ensure they make a good first impression. Every step of the way, through date coaching, makeovers, and matching, Straight to the Heart backs up daters looking for love.

A Wing Woman Will Break the Ice For You in Social Settings

Straight to the Heart offers a variety of knowledgeable assistance for both in-person and online dating. If a client wants to work on their face-to-face flirtation, he can hire himself a wing woman. One of the matchmaking team members will pose as a platonic friend and help break the conversational ice in social settings.

With a professional by your side, it becomes much easier to land a date in any scenario. The website describes the service as “your first-class ticket to meeting women.”

“How to Manifest Your Soul Mate” Workshops Inspire Life Transformations

Peggy is a Life Transformation Expert, well-versed in the art of dating. “For the past eight years, I learned the power of The Law of Attraction,” she told us. “I now provide these powerful tools to my clients.”

Using one-on-one coaching, she passes along guiding principles to falling in love. In a workshop called “How to manifest your soulmate,” Peggy coaches up bachelors to put their best foot forward.

“With our past two bachelors,” she said, “it had immediate success!”

Brand New: Your Own Personal Mixer With Many Mini-Dates

Peggy continually innovates the business model of Straight to the Heart to better serve singles who rely on her.

Photo of a Straight to the Heart event

Events introduce singles in a series of mini-dates.

“I was getting so many females coming to me for help,” she explained, “so I thought ‘I’m single, what would appeal to me?’ and I created something around that.”

What Peggy has designed is a social and efficient way to meet singles. Her team organizes “Your Own Personal Mixer” events to bring together singles at a venue that suits the client’s personality. These are intended for more extroverted bachelors and bachelorettes.

These fun mixers, much like her frequent singles events, are sure to be incredibly popular. There’s already a wait list as singles clamor over Peggy’s personalized parties.

With Authenticity & Passion, Peggy Grows Her Matchmaking Services

Whether it’s interactive events for outgoing clients or one-on-one consults for introverted singles, she tailors her services to the person sitting across from her. Straight to the Heart arranges dates on behalf of busy professionals who could use a wing woman. The time-saving and confidence-boosting matchmaking packages open singles up to new opportunities and experiences.

Photo of the Straight to the Heart logo

Peggy’s personal attention supports singles on their journey to love.

Passionate about helping bachelors and bachelorettes find one another, Peggy said she hopes to be standing up at many more weddings in the years to come.

“I live vicariously through my client’s happiness,” she said with a laugh. “When I witness a good match, I feel like I’m the one falling in love.”

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