u/alexdenne

Four founders. Same questions. Same thread. 90 minutes.

Wednesday 29 April 2026 — 11:30am PT / 2:30pm ET / 19:30 BST

Co-moderated by Melia Russell, senior correspondent @ Business Insider.

Who's going head-to-head:

Scott Stevenson — CEO, Spellbook
Min-Kyu Jung — CEO, Ivo
Preston Clark — CEO, SimpleDocs
Ross McNairn — CEO, Wordsmith

This isn't a vendor spotlight. It's a pressure-test. These four founders will be cross-examining each other's answers.

Format:
75 minutes of open Q&A + founders will get 15 more minutes to write final follow-ups in case some threads get juicy.

Melia will not be sharing her questions in advance.

If you post your question below I'll carry it across to the live thread and tag you during the live event.

🗓 Add to calendar: Google · Outlook · Apple/iCal

Disclosures: As many of you know from my post last week and my user flair - I'm affiliated with SimpleDocs. To mitigate any (fair) concerns of bias - I'll be sharing my screen with Melia the whole time, and I'll moderate this as I have done all other AMAs, and u/Gee10 (mod of r/legaltech for 15 years) holds override authority.

I do hope you can trust me to be impartial in my moderation, and Melia and u/Gee10 to simply oust me if I'm anything less than!

Also Note: If this format works, I'll run it for other corners of legaltech — research, IP, litigation, GRC — over the rest of the year.

I've taken a role at SimpleDocs (Law Insider / oneNDA) as Chief Growth Officer.

I continue to talk to other vendors, and I’m planning a new AMA format which I hope y’all will enjoy. AMA eligibility rules will still be based on my rules I built into the rlegaltech500 index e.g. company ARR, age or valuation metrics.

Also, (u/Gee10) has been moderating this sub for 15 years. He has full authority to override me on anything where there's a conflict.

Thank you to the many of you who have claimed or created vendor pages on the rlegaltech.com wiki, SimpleDocs have kindly given me permission to carve out time each month to continue to maintain this site.

I will not maintain the SimpleDocs page on the wiki, I will leave that to Electra Japonas or Preston Clark. As far as reddit is concerned, they will receive the same advice I will give to all other vendors who reach out to me. Be honest. Be helpful. Follow the rules. Etc.

The reason I feel I was (and still am) well placed as a mod for this sub is that I know the tricks that a small minority of vendors use to shill and astroturf here, and I don’t want folks to disengage from the sub because of a small minority.

I’ll also be reaching out to mods of the other legal subs to share lists of 10s of sock puppet accounts I’ve systematically dug out.

I know this community is small by reddit’s standards, but I’m enjoying moderating (and taking that responsibility seriously) it if you’ll still have me. Either way, thanks so far!

My flair now shows my SimpleDocs affiliation (as per my own rules).

P.S. This is not the sort of news I expect to get upvoted here, but I do want to keep being upfront with you all.

H2H AMA — Wed 29 April, 2:30pm ET — Spellbook × Ivo × SimpleDocs × Wordsmith

Mod Announcement: I work for a vendor now.