Sophisticated & Discreet Companionship

Hey — I’m Max.

I’m a Chicago-based startup founder and former college athlete who values deep conversation, meaningful moments, and unhurried evenings. I enjoy thoughtful discussions around business, history, economics, and anything intellectually stimulating — the kind of conversations where time quietly disappears.

Outside of work, I enjoy staying active, bowling, learning new things, and exploring the city. I bring presence, curiosity, and discretion to every engagement, with a focus on genuine connection and ease.

Booking Minimums & Availability

A 4-hour minimum booking is required.

Available for weekend outings including dinners, social events, travel, or relaxed time together. Each booking is discussed in advance to ensure comfort, alignment, and expectations on both sides.

Availability is Friday 7:00 PM through Sunday 7:00 PM.
A minimum of 48 hours’ notice is required.

Locations

Meetings may take place at:

  • Public outings (dinners, events, etc.)

  • Hotels

  • A client’s private residence

  • Travel destinations

Rates

4 Hours — $1,000
An evening of engaging conversation and company. Ideal for dinner, drinks, or a social event.

Overnight (14 Hours) — $2,000
Extended companionship spanning an evening and the following morning. Designed for continuity, convenience, and a more relaxed experience without time constraints.

24 Hours — $3,000
A full day together, allowing for multiple activities, outings, or travel at an unhurried pace.

Weekend Getaway (48 Hours) — $4,000
Full weekend companionship, suitable for a getaway, extended travel, or multi-day social events.

Payment & Policies

  • A 50% deposit is required to confirm all bookings.

  • The remaining balance is due no later than 24 hours prior to the engagement start time.

  • All payments are processed via Stripe.

  • Rescheduling may be accommodated with reasonable advanced notice and is subject to availability.

  • Deposits are non-refundable. In the event of a cancellation, the deposit is retained; rescheduling is preferred when possible.

Booking Requests

To request a booking, please email bookmax@maxthecompanion.com with the subject line “Booking Request.”
In your message, briefly introduce yourself and include your preferred booking date, time, and duration.

All requests are reviewed prior to confirmation.

Screening & Confirmation

A brief screening process is required for all new clients and includes:

  • LinkedIn verification

  • A valid photo ID

Once approved, you may proceed with booking an available date.

Availability

To ensure quality and discretion, availability is limited to a maximum of two clients per weekend.

Contact Me