About Plymouth Street
Our mission is to enable the best builders in the world to build in the U.S., no matter where they were born. We build technology that helps Silicon Valley's fastest-growing companies, incubators, and investors navigate immigration. More than half of Silicon Valley startups have at least one immigrant founder – and only by bridging the gap between talent and opportunity can we power innovation. Read more here, here, and here.
The Role
This isn't a cold-outreach role. Most of your conversations will come from inbound interest from founders and companies who already want to work with us. Your job is to understand what they need, earn their trust, guide them to the right path, and make sure they have a great experience once they're with us.
You'll work closely with our Sales Lead and founder, own your own pipeline and client relationships from day one, and help shape how we grow as we scale. You don't need a sales background. We care more about how you think, how you work with people, and how fast you learn.
What You'll Own
Run conversations with founders and companies end to end, from first call through signed engagement.
Learn our clients' problems well enough to advise, not just pitch, and translate complex immigration options into clear decisions.
Stay close to clients after they sign, making sure they have a great experience, and spot opportunities to support more of their team.
Bring what you see on calls back to the team: what's resonating, where deals stall, and what we should try next.
Work with marketing to sharpen messaging and improve the quality of inbound demand.
Keep your pipeline and CRM accurate, and use the data to prioritize well.
Build long-term relationships with founders, operators, investors, and referral partners.
Who You Are
1-4 years of experience in a customer-facing role such as sales, consulting, customer success, account management, recruiting, client service at a law or professional services firm, or something similar.
A sharp, structured thinker who can get to the root of a problem quickly and explain it simply.
Someone who takes real ownership: you follow through, close loops, and don't wait to be told what to do next.
A fast learner who seeks feedback and visibly improves month over month.
A clear, warm communicator who builds trust quickly with senior, busy people.
Comfortable with ambiguity and excited to help shape how things work, not just follow a playbook.
Bonus
Experience in immigration, legal, or another regulated industry.
Experience working with founders, startups, or high-growth technology companies.
Any exposure to a CRM or to managing a pipeline or book of clients.
Why Join Now
Plymouth is still small enough that one person can fundamentally shape the trajectory of the company, but established enough to work with many of Silicon Valley's fastest-growing startups from day one. You'll get direct mentorship from our Sales Lead and founder, take on real responsibility early, and grow quickly as the team and company scale.
Skills Required
- 4+ years of sales experience
- Track record of exceeding revenue targets
- Experience running consultative sales processes with founders and executives
- Experience building or materially improving a sales motion
- Ability to sell personally and build a sales team
- Comfort using CRM and pipeline data
- Clear and persuasive communication skills
- Startup, B2B SaaS, or professional services experience
- Experience in immigration, legal, another regulated industry, or selling to high-growth technology companies
What We Do
Plymouth Street is a technology-enabled immigration company helping founders, engineers, researchers, and other technologists secure U.S. work visas and green cards across the United States. Its platform and expert-supported services simplify immigration for global talent and the companies, incubators, and investors that support them. The company focuses on pathways including O-1, H-1B, TN, L-1, E-2, EB-1, and EB-2 visas.
