Dating Expert Annie Gleason Advises Midlife Singles To Get Into Relationships

Women's Dating

Get a Love Life™ Dating Expert Annie Gleason Advises Midlife Singles to Get Out of Their Heads & Into Relationships

Hayley Matthews

Written by: Hayley Matthews

Hayley Matthews

Hayley has over 10 years of experience overseeing content strategy, social media engagement, and article opportunities. She has also written hundreds of informational and entertaining blog posts. Her work has appeared in numerous publications, including Bustle, Cosmo, the Huffington Post, AskMen, and Entrepreneur. When she's not writing about dating news, relationship advice, or her fantasy love affair with Leonardo DiCaprio, she enjoys listening to The Beatles, watching Harry Potter reruns, and drinking IPAs.

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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: In 2007, Annie Gleason embarked on a mission to make the world a more loving place by helping one single person at a time. The dating expert established Get a Love Life, a private coaching business, to motivate midlife singles to date more effectively, knowledgeably, and confidently. In personal sessions, Annie enlightens single men and women about the intricacies of modern gender dynamics and offers time-tested dating principles based on psychological truths. She shares step-by-step guidance on how to cultivate more intimate and loving relationships. From online profile makeovers to informative webinars, Annie’s supportive dating resources empower relationship-minded adults to turn their love lives around.//

During the Paleolithic period, the hunter-gatherer model of human society was a necessary survival tool in an untamed and unforgiving environment. Men went out to hunt and fish, while women stayed closer to home to forage for food. These cultural norms led to widespread prosperity and held sway for about 90% of human history.

Photo of Annie Gleason, dating expert and coach
Dating coach Annie Gleason uses male and female dating psychology to inform her advice.

Over time, gender differences evolved to suit the specialized tasks. Men developed the muscle, determination, and strategy to seek game and provide for a family group, while women cultivated the patience, intuition, and dependability to gather supplies and take care of a home.

Such basic primal drives still fuel human interactions to this day. If you want to understand male-female relationships and become irresistible to the opposite sex, you have to start at those inherited psychological foundations. Of course, today’s singles need to adapt to modern-day dating dynamics, but they should also stay true to their own identities, instincts, and desires.

Experienced dating coach Annie Gleason reconciles a person’s primitive motives with their more evolved mindsets and guides people to become authentic and well-rounded daters. She encourages single women to embrace their inner femininity and remain open to romantic possibilities, and she pushes men to take initiative in the dating scene and proactively seek the woman of their dreams.

Annie’s private coaching practice, Get a Love Life, gets to the root of the male and female perspectives to facilitate deeper connections between love-oriented singles.

“We need more understanding between men and women,” she said. “I believe our evolutionary psychology, that hunter-gatherer mentality, is the key to attracting and maintaining a relationship.”

On Call in Private Coaching Sessions For Men & Women of All Ages

Based in San Francisco, Annie gives thoughtful dating assistance to singles interested in sustaining long-term relationships. She said about 50% of her clients live around the Bay Area and come to her in person, while the other half Skype in from across the US, UK, Canada, and Australia.

Annie provides extensive one-on-one dating coaching for women and for men, as well as interactive coaching in groups. The savvy dating coach focuses on helping relationship-ready adults, who range in age from 26 to 76, develop the skills to attract a compatible partner online or in person. Her tips go far beyond superficial looks or short-term strategies; most of her coaching deals with her client’s inner motivations and needs. Her in-depth approach is often eye-opening for men and women.

Photo of the Get a Love Life logo
Singles hoping to settle down can learn from Annie’s down-to-earth dating tips and strategies.

In addition to general coaching, Annie offers online dating profile makeovers that include step-by-step video instructions, photo and email tips, proofreading, and other personalized advice. The dating coach can advise people on anything from creating an attractive username to sending engaging messages. She takes ordinary dating profiles and polishes them up until they shine.

Online dating is a great way to increase the number of people you meet,” she said. “I rewrite and modify dating profiles to increase the opportunity to meet a worthwhile person.”

As a whole, Annie’s insightful and informative guidance helps daters understand the opposite sex and develop a magnetic dating personality.

Weekly Blog Posts, Online Webinars & Other Dating Resources

Annie offers an abundance of value to singles, whether they’re regular clients or just surfing her website. On the Get a Love Life website, she has compiled practical dating resources, such as self-help book reviews and dating site recommendations, to point singles in the right direction. If you’re the kind of person who likes to read and learn on your own time, Annie’s dating blog is a veritable treasure trove of love-oriented takeaways.

Every week, Annie writes detailed articles (along with quick videos) that answer a reader’s question or address a common scenario she has noticed in her coaching business. She could be discussing something light, like how to keep a date from flaking out on you, or something more serious, like how to deal with the fallout from a bad breakup. Anything to do with love and relationships is fair game.

You can also subscribe to Annie’s newsletter to get tips for finding love immediately. One of her most important messages to singles is to take your time, get practice in the dating field, and build a foundation with someone over time.

Romantic date at home. Portrait of happy bearded man and his girlfriend holding glasses of wine while talking and laughing
Annie provides helpful dating advice on her blog and in her newsletter.

“Don’t rush into this stuff. I’m a big fan of dating multiple people until one person proves that he or she will treat you well,” Annie said. “That way you’re building a solid foundation for a relationship.”

Looking ahead, Annie is creating self-guided web-based workshops in order to help/support more people. Her growing library of online courses condenses the information she gives singles in her one-to-one coaching and broadcasts her dating advice to a widespread audience. That way, nothing stands between daters and the advice they need.

Her Experienced Guidance Prepares Clients for Marriage

Since 2007, Annie has eased the frustrations of thousands of singles by offering her steadfast support. She is overjoyed when she hears back from clients who have tied the knot and improved the quality of their lives. The experienced dating coach has a growing list of hundreds of testimonials to show that her advice works.

After just 13 weeks of coaching sessions, Laura saw a tremendous difference in her style, attitude, and dating success. She took Annie’s honest feedback to heart and used it to improve herself. As a result, she drew high-caliber men to her dating profile.

“Annie is no-nonsense… she will help put the highly annoying online dating world into clear perspective,” Laura said in a testimonial. “She has helped me break bad habits and patterns, made me feel more valuable and valued, and taught me how to cut through all the noise.”

“Annie is a font of dating wisdom and a source of great advice. She truly understands how the two sexes think differently.” — Brandy, a former client

Brian hadn’t dated in 24 years and was afraid of doing it wrong, so he went to Annie to get a refresher course on the modern dating scene. The dating coach showed him how to get out of his own way and meet a wonderful woman. “Annie is a true gem,” Brian said. “She was so very helpful to me in understanding how women think.”

“Working with Annie Gleason has been a life-changing experience,” wrote Arienne, a client who said she appreciated the dating coach’s thoughtful insights. “She has made a difference not just in dating but in the richness of my life.”

“Seeing my clients succeed and get married really brings me happiness,” Annie told us. “It’s the best job I’ve ever had, and one of my greatest joys in life.”

Annie Gleason Brings More Love Into the World

Dating is constantly evolving, but, at its heart, the goals, values, and strategies of relationship-building have remained the same since the Stone Age. Once you understand the different ways that men and women seek connection and fulfillment, it becomes much easier to attract a romantic partner who complements your lifestyle and skills.

In one-to-one coaching sessions, Annie delves into dating-related gender dynamics to empower singles to get the most out of their love lives. Her expertise in intimacy, attraction, and love gives active daters the knowledge they need to succeed on first dates and beyond.

Whether you’re hoping to gain traction with an online dating profile or looking for insight into the mysteries of the opposite sex, Annie can talk you through what it takes to excel as a 21st century dater.

“I really do care about bringing more love into the world,” she told us. “We need it. We need to connect with each other more deeply to be satisfied with life.”

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