Contact Cypress PathwaysConnect
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Open roles & programs
Three ways to join us.
Every path starts the same way: real relationships, real ownership, and a real say in how we grow.
4–5 YOE Growth PartnerA partner-track role for someone who wants to build and run our sales playbook — with a real ownership stake.
Cypress Pathways is at an inflection point — growing, with client leads in motion across Massachusetts and Rhode Island. We're looking for a partner who thinks about growth seriously.
What You'll Do
- Build and run our pipeline — hands-on business development through industry events, introductions, cold outreach, and referral relationships.
- Bring or build a referral network among developers, landowners, general contractors, architects, and environmental engineers.
- Own our CRM and sales process — design and run real pipeline stages, follow-up cadence, and conversion tracking.
- Help shape go-to-market strategy: pricing, client segments, and how we position our three service lines.
- Support deliverables when useful — real estate and permitting fluency is a plus, not a requirement.
- Travel around Massachusetts periodically (roughly once a month) for client meetings and site visits.
What We're Looking For
- Roughly 4+ years in real estate sales, brokerage, or business development.
- An existing network in Massachusetts real estate — we don't want to start from zero.
- A self-starter comfortable building a system from scratch.
- Genuine interest in the projects we take on, not just closing deals.
- Boston-based or nearby, comfortable traveling within the state.
- Planning or permitting knowledge is a nice-to-have — real estate and sales instincts matter more.
Compensation & Path to Partnership
- Commission on closed deals, revenue split for billable work, and part equity ownership.
- Part-time to start, with potential to scale into full-time.
0–2 YOE Growth AssociateA partner-track entry point for someone in Greater Boston building a referral network and pipeline from the ground up.
The same partner-track opportunity as our Growth Partner role, sized for someone earlier in their career.
What You'll Do
- Build and run our pipeline — hands-on business development through industry events, introductions, cold outreach, and referral relationships.
- Build a referral network among developers, landowners, general contractors, architects, and environmental engineers.
- Own our CRM and sales process — design and run real pipeline stages, follow-up cadence, and conversion tracking.
- Help shape go-to-market strategy: pricing, client segments, and how we position our three service lines.
- Support deliverables when useful — real estate and permitting fluency is a plus, not a requirement.
- Travel around Massachusetts periodically (roughly once a month) for client meetings and site visits.
What We're Looking For
- Located in or around Greater Boston — non-negotiable, given the role.
- 0–2 years in real estate sales, brokerage, or business development (internships, professional experience, or relevant hobbies all count).
- Some exposure to Massachusetts real estate — developers, landowners, brokers, GCs, architects, or environmental engineers.
- A self-starter comfortable building a system from scratch.
- Genuine interest in the projects we take on, not just closing deals.
- Planning or permitting knowledge is a nice-to-have — real estate and sales instincts matter more.
Compensation & Path to Partnership
- Commission on closed deals, revenue split for billable work, and part equity ownership — exceptional performance can lead to a larger equity share.
- Part-time to start, with potential to scale into full-time.
Commission Only Agent Referral ProgramFor licensed agents with developer, builder, or investor clients — refer a lead that closes and earn a commission.
How It Works
- Are you a licensed agent working with developer, builder, or investor clients?
- Refer us a qualified lead. If it closes, you earn a commission based on total contract value.
- No ongoing commitment — refer as often, or as rarely, as you like.
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