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Careers

Begin a meaningful journey with Ruby Path Strategies. Explore opportunities to make a real impact, connect authentically, and grow with a team dedicated to trust, professionalism, and purpose. Check back often for new ways to contribute.

Paid conversation partner
Location: Remote/flexible

Position Type

Independent Participant / 1099

Flexible, micro-task based

 

 

Role Overview

 

 

Ruby Path Strategies is seeking Conversation Partners to socially connect with incarcerated individuals through written correspondence. Participants are matched based on shared interests and engage in casual, respectful conversation designed to reduce isolation and support emotional well-being during incarceration.

 

This is not employment, therapy, advocacy, or counseling.

This opportunity is similar to paid surveys or micro-writing tasks and is intended as supplemental, passive income only.

 

All coordination, facilitation, and message relaying is handled by Ruby Path Strategies.

 

 

 

What You’ll Do

 

 

  • Write social, everyday messages to one matched incarcerated individual

  • Discuss general topics (interests, hobbies, life experiences, goals, ideas)

  • Use an alias (no real name required)

  • Submit messages through our system for relay

  • Participate at your own pace with no required schedule

 

What You Will NOT Do

 

 

  • No contact with correctional facilities

  • No coordination, moderation, or logistics

  • No counseling, advice-giving, or advocacy

  • No requirement to continue a match long-term

 

 

You may pause, request rematching, or stop participating at any time.

Privacy & Boundaries
• Aliases only — no real names required
• No exchange of personal contact information
• All messages are relayed and monitored for safety and compliance
• Participation is voluntary and non-exclusive
 

Important Disclosure
Compensation is micro-task based and paid per message written, similar to paid surveys or writing tasks. This opportunity is not intended to provide guaranteed income or employment.
 

Conversation Partner Intake Questionnaire

Thank you for your interest in becoming a Conversation Partner with Ruby Path Strategies. This questionnaire helps us create respectful, compatible matches while prioritizing trust, safety, and professionalism.


Basic Information

Start Date
Month
Day
Year
Age (must be 18+)

Availability & Participation Style

How often would you like to write?
How long do you usually prefer your messages to be?
Are you comfortable with pauses or irregular response times?

Conversation Interests

Topics you enjoy discussing (check all that apply)

Tone & Boundaries Preferences

What tone are you most comfortable with?
Are you open to consensual romantic or affectionate language if it develops naturally and remains non-explicit?
What boundaries are most important for you to maintain?

Comfort & Experience

Have you ever corresponded with an incarcerated individual before?

Matching Preferences (Optional)

Do you have a preference for being matched with someone who shares:

Acknowledgments & Consent

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