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Book a session
Book a Session

Start with a
quick request.

Select a session type below, fill in a few details, and Dylan will follow up within 24 hours to confirm fit and scheduling. No payment upfront.

Select your session type
College Counseling
$100/hr

Full engagement. School list, essays, resume, interview prep, positioning, everything. You become my project.

1:1 Master Class
$75/hr

Private session on any master class topic, just you and Dylan. SAT, AI, college apps, career strategy, investing. No group.

Group Master Class
$200/hr

Structured group session on a single topic. College prep, AI, career, or investing. 4–10 students.

Your request
1
Submit your request
Takes about 2 minutes. No payment collected upfront.
2
Dylan reviews and follows up
Personally, within 24 hours. He’ll confirm fit, answer your questions, and suggest a schedule.
3
Confirm and schedule
Pick a date, finalize session type, and you’re set. Payment happens after confirmation, never before.
Common questions

What to expect

How do I know which session type is right for me?
If you want full college application support, school list, essays, everything, that’s College Counseling. If you want help on a specific skill or topic, book a Master Class. If you want ongoing personalized coaching on career, AI, or SAT, book 1:1 Coaching. Not sure? Just say so in the form and we’ll figure it out.
Are sessions available remotely?
Yes, all sessions are available remotely via video call, anywhere in the world. In-person sessions are also available; reach out to discuss logistics.
Is this only for students?
No. Rise & Invest works with adults, professionals, organizations, and teams, particularly around AI skills and career development. If you’re not sure whether it’s the right fit, just reach out.
Can you work with organizations or teams?
Yes. Rise & Invest works with private individuals (1:1 and small groups), schools, libraries, and organizations looking to upskill teams on AI, career strategy, or college prep. International engagements are welcome. Reach out with details and we’ll build something that works.
Is there a minimum commitment for coaching?
No. Coaching sessions can be booked one at a time. For ongoing work like college counseling or SAT prep, we’ll set up a package that works for your timeline, but there’s no requirement to commit upfront.
What happens after I submit the form?
Dylan follows up personally within 24 hours to confirm session type, discuss scheduling, and answer any questions. No payment is collected before you’re fully confirmed.