Bryn Connor

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Bryn Connor is a Canadian entrepreneur. Bryn started I should have said in 2011 and is based in Vancouver.[1]

Bryn Connor,  of I should have saidBryn Connor, of I should have said


I should have said


@ishouldhavesai1 (4.58K followers)


@comebacksishouldhavesaid (771 followers)


Early Career

No early career info added yet...

I should have said

Bryn started I should have said in 2011. They detail the beginnings of their company in their Starter Story interview: [1]

Q: How did you get started on I should have said?

When I first started the site I was doing animations for YouTube videos and embedding them on my website.

One day my son knocked water over my computer keyboard and I had to take it in to be repaired. I had to use my spare computer, a notebook, that didn’t have video editing capability. I decided to create polls where readers could vote for the best comeback to a nasty comment or situation. It was a huge improvement to the site, and the spilled water was a blessing in disguise.

Over time, the look of my web pages improved, as well as my pictures and storytelling. Most of my traffic is organic and from Pinterest.


My audience kept asking me for apps and books so I created what my audience was asking for. I receive emails from parents of teens and elementary school kids who ask me questions, they need help with bullying situations and I am currently creating products to cater to my audience.

I hired someone off Upwork to create two apps for me. I had done all of the storyboarding and had the graphics done by someone on Fiverr. The app developer was extremely difficult and demanding to work with.

Source [1]



Contributors to this article:

  • Pat Walls, Founder @ Starter Story
  • Wiki Updater