Skip to content
  • Reviews
  • Love Stories
  • Happy Holds
  • Our Process
  • About Us
  • FAQ
  • Offices
  • Blog
Start Dating
  • Our Process
  • About Us
  • FAQ
  • Offices
  • Blog
  • Reviews
  • Love Stories
  • Happy Holds

Dating Tips

Here you’ll find our best advice for your dating journey.

  • Chicago, IL Dating Guide
    Chicago, IL Dating Guide
    Continue reading
  • Getting Remarried With Adult Children
    Getting Remarried With Adult Children
    Continue reading
  • What’s it Actually Like to Work with a Matchmaker?
    What’s it Actually Like to Work with a Matchmaker?
    Continue reading
  • What Strangers Taught Me About Matchmaking and Finding Your Person
    What Strangers Taught Me About Matchmaking and Finding Your Person
    Continue reading
  • What Is a Dealbreaker—And What Isn’t
    What Is a Dealbreaker—And What Isn’t
    Continue reading
  • Thinking About Dating a Single Mom? Read This First.
    Thinking About Dating a Single Mom? Read This First.
    Continue reading
  • Why Is Talking to Women So Hard? Tips for Men
    Why Is Talking to Women So Hard? Tips for Men
    Continue reading
  • Denver, CO Dating Guide
    Denver, CO Dating Guide
    Continue reading
  • Minneapolis, MN Dating Guide
    Minneapolis, MN Dating Guide
    Continue reading
  • Professional Matchmaker or Dating App: What’s Right for Me?
    Professional Matchmaker or Dating App: What’s Right for Me?
    Continue reading
Previous456789101112131415Next

Dating Advice

Our experienced matchmakers and dating coaches share their advice on dating and healthy relationships.

Topics

  • Advice for Men (39)
  • Dating After Divorce (19)
  • Dating Apps (19)
  • Dating Over 50 (31)
  • Dating Tips (198)
  • First Dates (65)
  • Happy Holds (2,521)
  • Heartbreak and Healing (35)
  • Local City Dating Guides (47)
  • Matchmaking (37)
  • Relationship Research (10)
  • Sex and Intimacy (23)

Search

Local matchmaking for relationship-minded singles.

The Matchmaking Company, Inc. BBB Business Review

About

  • Frequently Asked Questions
  • Our Company
  • Our Process
  • Offices
  • Reviews
  • Contact Us

More

  • Press & Media
  • Join Our Team
  • Love Stories
  • Happy Holds
  • Dating Advice

Clients

  • Client Help Center
  • Coaching Clients
  • Three Date Rule
  • Blueprint to Love

Legal

  • Privacy Policy
  • Terms of Service
  • Safety Center
Join (866)875-7082

© All rights reserved 1999-2026. The Matchmaking Company.

Page load link