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4 Best Wisconsin Matchmakers (Milwaukee, Madison & More!)

Looking for the best Wisconsin matchmakers so you can finally meet your perfect match? 

Whether you’re dating in Milwaukee, Madison, Racine or somewhere else in the state, this handy guide will help you find the best matchmaker for you!

Shawn Alderton, Affluent Amore Matchmakers

Wisconsin Matchmaker Shawn Alderton

Shawn Alderton spent 10 years as an executive recruiter before a conversation with a friend made her decide to pursue a career in professional matchmaking. She became a certified matchmaker via the Matchmaking Institute in New York.

Affluent Amore Matchmakers is based in Milwaukee and that’s where 90% of her clients are. But Alderton uses her contacts from the Matchmaking Institute to help singles in Chicago, Minneapolis and throughout the Midwest. 


This Milwaukee matchmaker only works with men as paying clients. They are successful, commitment-minded, and generally range from 30 to 75 years old. The women in her database range from 25 to 70.


Joining Alderton’s database of Wisconsin singles is free for women. For men, matchmaking services start at $10,000.


Yes, a contract typically lasts for 6 months.

What To Expect

Women can apply via the Affluent Amore website to be considered for matching. It’s free to have a profile in Alderton’s database, but you may never be introduced to any of her male clients.

Men must pass her screening process, as she says she is selective about who she works with. As a client, the first step is an initial interview which lasts about 4 hours. 

As she explained to CBS58

In addition to all the criteria I look at like background, their likes, their dislikes, physically what they're attracted to, it's really about reading people and their energy and just visualizing these two people's personalities meshing together.

Intuition is a big part of her matching process - she considers it “her gift.” When she can see two people together, she makes sure they get introduced.

You’ll be meeting women from the Affluent Matchmaking database, or who Alderton has identified via her network. After each introduction, you’ll receive feedback on how it went from your match’s perspective. 

Founded In


Additional Services

Dating coaching and image consulting.

Lori Mendelsohn, Smart Funny Single

Milwaukee matchmaker Lori Mendelsohn

Although her Wisconsin matchmaking service was started only a few years ago, Lori Mendelsohn has been introducing singles to each other for over 4 decades. 

She made first successful match when she was just 19, and says she’s been responsible for 15 marriages before starting her business.

Her dating service is based in Milwaukee, but she helps people in cities across the state, including Racine, Kenosha, Bayview, Eagle, Germantown, Lake Geneva, River Hills and Whitefish Bay.

Mendelsohn has a background in fashion design, and also provides professional styling services for men. She is a certified matchmaker through the IAP Career College.


Mendelsohn helps divorced, widowed and single men and women looking for “true love.” As she explains on her website, she is divorced, professional and single herself, so she’s “in the trenches with you.”


You won’t find pricing for Smart Funny Single anywhere online, but she’ll discuss it during your initial consultation.


Yes - her “Elite Program” includes 12 months of service.

What To Expect

Smart Funny Singles offers both stand alone dating coaching and matchmaking service. The year-long matchmaking service includes image consulting, a session with a “dating therapist” and dating coaching as well as curated introductions.

Becoming a client starts with a Zoom chat where you’ll learn about her dating agency and she’ll learn more about you and your relationship goals. 

A traditional matchmaker, Mendelsohn does custom searches for individual clients, and also matches them with Wisconsin singles in her database (or as she calls it, her “date-oh-base.”)

Founded In


Additional Services

Dating coaching and image consulting.

Kimberly McGowan, Professional Singles Agency

Milwaukee matchmaker Kimberly McGowan

Kimberly McGowan is a Milwaukee-based life and dating coach, but she also offers matchmaking services. 

She’s a certified matchmaker through the International Association of Professional Matchmakers, and got into the industry after meeting her husband using a phone-based matchmaking service in the late 90s. 

McGowan takes on both men and women as paying clients.


McGowan specializes in matchmaking and coaching for black professional singles dating over 40. Her clients have generally already been in at least one serious relationship, and are looking to find another one.


Coaching and matchmaking packages vary depending on the length of your contract, and she doesn’t disclose her matchmaking prices online. But you can generally expect prices to start around $1,000/month for 6 months for matchmaking. 



What To Expect

McGowan says she isn’t “cookie cutter matchmaking” - she blends dating coaching with matchmaking, and also coordinates mixers where her clients can meet each other. 

You’ll be matched with other clients, singles from her database, and with people she’s identified via her network of contacts.

Founded In


Additional Services

Dating, life, and relationship coaching.

Scott Valdez, VIDA Select

Scott Valdez

VIDA Select’s modern matchmaking service is perfect for Wisconsin singles who want to start meeting high-quality, pre-screened matches without all the work that goes into online dating.


VIDA Select works with successful, professional men and women who typically range in age from their early 20s to late 60s.


Clients choose from 3 levels of matchmaking service: Elite, Premium and Basic. The cost of each package is highly correlated with how many hours should be devoted to hand-selecting compatible matches from Wisconsin’s largest pool of eligible singles each month.

Factors like your ideal partner must haves and deal breakers are taken into consideration, as well as the number of cities you’d like included in your dating radius.

Basic matchmaking packages start at $995/month. Premium options start at $1595/month and Elite packages begin at $2395 per month. It takes only 3 months, on average, for VIDA clients to meet someone special!


No - all matchmaking packages are paid on a monthly basis, and can be paused at any time.

What To Expect

Potential clients start with a quick screening process to ensure VIDA Select is the right fit. Qualifying clients work with a dedicated matchmaker who gets to know you during an in-depth interview. You’ll describe your relationship goals, perfect match criteria, and more. 

You’ll meet only highly compatible matches who check all your boxes, because you get to pre-approve each one based on a profile and photos.  

If you’re ready to start meeting truly relationship-worthy people, why not see how VIDA Select can make it as easy as just showing up for the date?

See if you qualify now!

Founded In


Additional Services

Dating coaching, image & style consulting, photography, and more.

All product and company names are trademarks™ or registered® trademarks of their respective holders. Use of them does not imply any affiliation with or endorsement by them.

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