Social Skills & Relationship Coaching
Connection, without pretending to be someone else
Practical, respectful coaching for conversation, friendship, dating, and work relationships, without pretending to be someone else.
Sound familiar?
When the social part is the hard part
Coaching helps when connection matters, but the mechanics feel exhausting or unclear:
- Conversations feel like exams: what do I say, when do I stop, was that weird?
- Friendships never seem to progress past acquaintance
- Group settings, parties, and unstructured time drain or overwhelm you
- Dating feels like a game where everyone else got the rulebook
- Workplace dynamics, small talk, feedback, office politics, feel like a second job
- Years of masking have left you unsure what being yourself even means socially
What we work on
Real situations, practiced safely
Sessions use real situations from your life: the coworker, group chat, date, interview, or friend you want to understand.
Conversation skills
Starting, sustaining, and ending conversations; sharing the floor; reading context, with honest, concrete feedback in a zero-judgment space.
Friendship building
Where compatible people are found, how acquaintances become friends, and how to maintain relationships without burning out.
Dating & romance
Profiles, first conversations, expressing interest, reading signals, and being safe and genuine, practical support without cringe.
Workplace communication
Interviews, meetings, email tone, handling feedback, and navigating unwritten rules on the job.
Boundaries & self-advocacy
Saying no, asking for what you need, handling conflict, and telling healthy compromise apart from constant self-erasure.
Energy management
Planning a social life around your real capacity, building confidence to be your genuine self, recovering intentionally, and choosing settings where you can thrive.
Guided by The Castellanos Compass™
Every engagement moves through Clarity, Alignment, Foundation, and Expansion. The framework gives the work direction while keeping it personal to the client.
What changes
What clients build
The measure of progress is your life, not a checklist: more genuine connection, less dread, and social situations that cost less energy.
- A repertoire of openers, exits, and repairs that feel like you
- First real friendships, or deeper versions of existing ones
- Confidence in interviews, meetings, and group settings
- Less post-conversation spiraling and self-criticism
- A social life sized to your energy, not to other people's expectations
Who this is for
Autistic and ADHD teens, young adults, and adults who want connection to feel less confusing or exhausting.
The goal is not masking. It is making the social world more navigable on your terms.
Not sure this is the right fit? That is what the free consultation is for. Reach out and Gregory will help you sort it out.
Related coaching
The first conversation is with Gregory.
Low stakes, genuinely friendly, and a good sample of what coaching feels like. Schedule a free consultation and see.
Choose an available daytime or limited evening appointment. Consultations are held remotely through Google Meet.
Prefer email? gregcastellanoswork@gmail.com