Online Personals Watch
Menu
  • Home
  • About
  • Research
    • News by Company & Categories
    • News by Date
    • All Online Dating Statistics
    • Public Companies
    • Acquisitions
    • Funding Rounds
    • Top Online Dating Reporters
    • OPW in the Press
    • All Executive Interviews
  • Conferences
  • Courtland Brooks
  • Contact
  • Subscribe
Menu

Eric Strauss: How to Position Your Dating Business for Acquisition

Posted on September 10, 2026

LTR – In this conversation, Mark Brooks sits down with Eric Strauss, former Founder and CEO of Cupid.com and President of Transworld Business Brokers in Manhattan, to explore the realities of building a business with an eventual exit in mind.

Eric reflects on the sale of Cupid.com and Regional Help Wanted, before sharing lessons from his years helping entrepreneurs sell their companies. They discuss how to prepare a business for acquisition, why clean and transparent financials matter, how valuation and pricing affect the sales process, and why overpricing can actually make it harder to attract serious buyers.

The conversation also explores how buyers are identified, how a competitive process can help drive the best outcome, and why founders should start preparing for a sale long before they are ready to put their business on the market.

[**See the video here on YouTube**]

The February LTR was kindly sponsored by HubPeople, LeadThink and Courtland Brooks

Share this:

  • Share on X (Opens in new window) X
  • Share on LinkedIn (Opens in new window) LinkedIn
  • Share on Facebook (Opens in new window) Facebook
  • Email a link to a friend (Opens in new window) Email

Related


← Previous Post
Next Post →

Leave a Reply Cancel reply

  • YouTube
  • X
  • LinkedIn
  • Facebook
Graphic featuring the logo of Courtland Brooks with the text 'We'll Help You Grow, Thrive & Exit' and bullet points for services including Strategy, Marketing, PR, Influencers, and Business Development.

OUR EVENTS

A blurred audience in a large venue with colorful lighting, featuring the bold text 'LTR US' in the foreground.

OUR SPONSORS

Logo of HubPeople featuring geometric shapes and the text 'HubPeople' in a modern font.
Logo of InnerVue featuring stylized graphic elements and the brand name in elegant typography.
Logo of LeadThink, featuring the tagline 'YOUR GROWTH STARTS WITH US' and the description 'The #1 Destination for Early to Late-Stage Startups' in a combination of blue and pink text.

GOT NEWS?

Share your news at
tips@onlinepersonalswatch.com.

COURTLAND BROOKS

We help online dating & social businesses grow, thrive, and exit. See CourtlandBrooks.com.

CONTACT

Mark Brooks
CEO, Courtland Brooks
Publisher, Online Personals Watch
mark@courtlandbrooks.com

Irena Brooks
Editor, Online Personals Watch
irena@courtlandbrooks.com

©2026 Online Personals Watch