Welcome to
Lifting as we rise
lollipop mentoring connects mid-level women with experienced mentors who can help them grow, navigate their careers, and step into leadership. We started by centring Black women — because representation in leadership still has a long way to go. That mission hasn’t changed. We’ve simply opened our doors wider, so more women can access the support they deserve.
Scroll down to register and join the lollipop community — as a mentor or a mentee.
Empowering
Inclusive
Purpose-Driven
Supportive
Transformative
Community-Led
Empowering
Inclusive
Purpose-Driven
Supportive
Transformative
Community-Led
Find A MENTOR
Tell us where you are in your career and what you’re looking for. We’ll do our best match you with a mentor who has the experience, insight, and time to help you move forward — whether that’s a promotion, a pivot, or simply more confidence in the room. Matching is based on your needs. No guesswork.
Become A MENTOR
If you’ve got at least five years of experience and a leadership role or business of your own, you have something worth giving. Mentoring through lollipop is a meaningful commitment — and a two-way one. Our mentors tell us they gain as much as they give. We welcome mentors of any gender and background who are committed to supporting women’s progression.
lollipop in action
Our events bring the community to life — creating spaces where women can connect with senior leaders, share experiences, and build confidence through honest conversation. From panel discussions and industry talks to intimate networking sessions, everything we do reflects our mission: lifting as we rise. We’ll be announcing new events soon. In the meantime, take a look at some highlights from past gatherings below.
From panel discussions and industry talks to intimate networking sessions, each event reflects our mission: lifting as we rise, because Black women and all women deserve to thrive.
While there are no upcoming events to book right now, we’ve previously hosted a number of powerful and well-attended gatherings in collaboration with brilliant partners and speakers. More lollipop events will be announced soon.
Take a look at some highlights from past events below.
lollipop : A win-win for both Mentors and Mentees
Find Support :
Get free, practical mentoring matched to your specific goals and career stage. The right mentor can genuinely change the direction of your career. You have nothing to lose and everything to gain.
Safe Spaces :
For our Black women community, lollipop hosts roundtables and events where you can speak openly, make connections, and be your full self — no filtering required. You also have the choice of whether you join mixed cohorts or not. That decision is always yours.
BUILD YOUR Network
Mentoring through lollipop connects you not just with your mentor, but with a wider community of professionals who are invested in each other’s success. We believe in paying it forward — each one teach one.
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