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Mentoring milestones: Every mentoring pair knows
what comes next.

Give every mentor and mentee the same session plan, let them book each session in a few clicks, and see where pairs stall while there’s still time to act.

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A session plan for every pair Booking from calendar availability A rating after each session Funnel by milestone and by round

Trusted by 1,250+ organizations across more than 30 countries:

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Sound familiar?

Mentoring rarely fails at matching. It fades after the first coffee.

Pairs lose momentum, scheduling eats the energy, and HR only finds out at the end.

Today

“We met once… what do we do now?”

Without a plan, pairs run out of topics after the first coffee and quietly stop meeting.

With milestones

Every pair follows the same session plan, with a goal for each session and progress they can see.

Session Plan
Today

“Let’s find a slot… next week?”

A dozen emails to schedule one meeting, and the relationship loses its rhythm.

With milestones

Pairs book each session from its milestone at an available time, and both get a calendar invite.

Book meeting
Today

“Is the program actually working?”

HR sees how many pairs were matched, then nothing until the end-of-program survey.

With milestones

See booked, completed and rated sessions for each milestone, round by round, and follow up early.

Milestones Funnel
Set up

Design the journey once. Every pair gets it.

Name each milestone, give it a goal and put them in order. Every pair matched in the program gets the same plan on their own page, without a spreadsheet to maintain.

  • A name and a goal for every session
  • New milestones reach pairs already in the program
  • Preview the page as a mentor or a mentee
Meet

Every session has a purpose, and a record.

Pairs read the goal before they meet, keep shared notes during the session, and rate it once it’s done.

Measure

See where pairs stall, while there’s still time.

Follow every milestone from created to booked to done, round by round, with ratings from both sides. Export the list and reach out to the pairs who need a hand.

  • Created, booked and done, for all milestones or each one
  • Average rating and top-rated mentors
  • An export with every pair’s booked, done, rated sessions and notes taken

Loved by human & modern HR teams

Hear from some of our amazing customers who are building faster.

Reece Portwood
Reece Portwood
@Cox Enterprises
"One of my highlights of the year: I joined RandomCoffee Chats, a program designed to encourage networking and casual conversations with coworkers from different areas of the business."
Antoine Chapin
Antoine Chapin
@Crédit Agricole
"What's nice about RandomCoffee is that when I run into people who've taken part, they thank me for setting it up :)"
Savannah Charles
Savannah Charles
@Informa
"With the intention of connecting our global colleague base and learning more about each other's culture, we created a program with RandomCoffee called Cross-Cultural Conversations."
Felipe Gonzales
Felipe Gonzales
@Trimble
"I've had the opportunity to connect with colleagues across five different continents thanks to RandomCoffee!"
Michael Shea
Michael Shea
@Finalsite
"Couldn't be happier with RandomCoffee. What you guys are providing is pivotal to any semblance of company culture in a remote environment like ours."
Jo Shen
Jo Shen
@Electronic Arts
"It's a brilliant tool for us to connect and engage employees for people from different functions and locations to get to know each other."
Andreea Corendea
Andreea Corendea
@Flocert
"We love the virtual coffees dates and a lot of colleagues use it for informal exchange. This is exactly what we needed to foster our company culture."
Sarah Hatfield
Sarah Hatfield
@DisabilityIn
"Such a great way to build connections in a remote environment and our employees are raving about this! I cannot recommend your product enough!"
Isabel Shaw
Isabel Shaw
@HgCapital
"RandomCoffee team working has been excellent. They are on the ball, easy to contact, and have made the initial setup phase easy. Thanks, RandomCoffee!"
Hannah Wilson Baffoni
Hannah Wilson Baffoni
@Freshworks
"RandomCoffee has brought us to learn about different careers and life lessons in our industry."

Common questions about milestones

What are milestones?

The sessions that structure a mentoring program. You define them once for the program, with a name and a goal for each, and every pair gets its own page with the session plan, progress, bookings, shared notes and resources.

How do participants open their milestones?

Through a private link you can include in their match message, by email, Slack or Microsoft Teams. They confirm their email with a one-time code: there is no extra app to install.

How do pairs book a session?

From each milestone, they pick an available time based on connected Google or Microsoft 365 calendars, and both receive a calendar invite by email. They can reschedule or cancel from the same page.

Can HR read what pairs write?

No. Shared notes stay between the mentor and the mentee. Admins only see whether notes were taken, alongside booked, completed and rated sessions.

What do admins see?

Overall KPIs (satisfaction, milestones done, completion rate, pairs generated), a funnel from created to booked to done for all milestones or each one, statistics per round, top-rated mentors, and an export with every pair’s progress.

Can pairs go beyond the plan?

Yes. Pairs can add their own sessions, and complete milestones in the order that suits them.

Start connecting today, for free.

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