Location: Redwood City, CA (In-person, 5 days/week)
Experience: 2–4 years (versatility > specialization)
About Waystation
Waystation is building the operating system for consumer packaged goods (CPG).
Every product starts with ingredients and packaging—and today, that work is still run through inboxes, PDFs, and spreadsheets. Procurement is mission-critical, but opaque, manual, and painfully inefficient. It slows innovation, hides costs, and quietly destroys margin.
Waystation changes that.
We're building an AI-powered procurement platform that turns email-driven chaos into structured data, visibility, and leverage. Our product sits directly in existing supplier workflows (no portals, no supplier logins) and delivers immediate ROI.
"If you care about margin, availability, and speed, Waystation is a no-brainer." — Current customer
Our vision is bold: a world where building a physical product is as simple as launching a website. Waystation is the wedge—and ultimately the operating system—that makes that possible.
Waystation is led by repeat founder and CEO Ryan Caldbeck (previously founded CircleUp). Before writing a line of code, we conducted 200+ customer interviews to validate the problem. Today, we have paying customers, real usage, and real impact. We're backed by Founder Collective, Homebrew, Slow Ventures, and 87 Capital.
Why This Role Matters
This is not a back-office ops role.
You execute the operational machine. You're the CEO's operational right hand—the person who makes the company move faster by owning the systems, processes, and coordination work that doesn't belong on any one team's plate yet. You'll sit at the intersection of sales, product, recruiting, and customer success, and you'll context-switch constantly.
Today, the CEO is personally running pipeline reviews, BDR founder screens, customer check-ins, demo prep, contract coordination, and team logistics. That's not sustainable—and it pulls time away from closing deals and building the company. Your job is to take that weight off his plate, run it at a higher standard than it's running today, and surface only what truly requires his attention.
You're closest to the work. Your judgment shows up in what you flag, what you ship, and how clean your systems are. You'll take direction from the CEO directly today, and from the BizOps Manager when we hire one.
What You'll Do
Sales Operations & Pipeline Support
Own CRM hygiene, pipeline reporting, and weekly sales metrics—surface insights, not just data
Run the weekly pipeline review and daily standup when the CEO is on calls or traveling
Prepare prospect briefings, demo decks, and follow-up materials for active deals
Manage contract and MSA workflows through legal review to signature
Track and triage inbound leads; coordinate handoffs to BDRs or directly to the CEO
BDR Team Coordination
Run daily BDR standups and weekly performance reviews
Review outbound sequences and call recordings; flag coaching opportunities to the CEO
Track BDR activity metrics and pipeline contribution; own the reporting cadence
Be the first filter on BDR questions, blockers, and process improvements
Customer Success & Support
Run weekly customer check-ins; escalate only what requires the CEO's involvement
Triage customer issues and coordinate responses across product and engineering
Track customer health signals, adoption metrics, and renewal timelines
Gather and synthesize customer feedback to inform product direction
Recruiting & People
Own the recruiting pipeline: source candidates, manage scheduling, run first screens
Conduct first and second interviews for non-executive roles
Coordinate team events, offsites, and culture-building logistics
Help build lightweight onboarding processes as the team grows
AI, Automation & Systems
Build and maintain internal automations using AI tools, APIs, and no-code/low-code platforms
Identify manual, repetitive work across the company and proactively automate it
Evaluate, implement, and manage internal tools (CRM, analytics, project management, AI agents)
Be the team's go-to resource for "how do we use AI to do this faster and better?"
What We're Looking For
We care far more about drive, judgment, and adaptability than pedigree. You should be the kind of person who sees a messy process and can't help but fix it—and who reaches for an AI tool or script before a spreadsheet.
You might be a fit if you:
Are AI-native from day one. You don't wait for tools to be handed to you. You already use Claude, Cursor, ChatGPT, Zapier AI, or similar daily, and you build the automation before anyone asks for it.
Have high agency and ownership. You finish what you start, you don't wait for permission, and you treat the gaps between teams as yours to close.
Know when to solve vs. when to escalate. You resolve what you can resolve, and when something does need the CEO, you bring it with a recommendation attached—not just a problem.
Thrive in ambiguity. You can context-switch between sales ops, recruiting, customer calls, and systems work in the same day without losing the thread.
Lean technical. You're comfortable with APIs, light scripting (Python, SQL, or similar), and building workflows that don't require an engineer.
Can run a meeting, write a crisp email, and make a decision without checking with anyone first.
Take pride in operational excellence—you care about the details others overlook.
Prefer being in the room, in person, solving problems together.
Experience that helps (but isn't required):
BizOps, Sales Ops, RevOps, or Chief of Staff experience at a startup or high-growth company
Top analyst at a consulting firm or bank, top-performing BDR/AE moving into ops, or BizOps hire #1 at another startup
B2B SaaS, supply chain, or CPG industry experience
Comfort with HubSpot, Clay, Pendo, Smartlead, or similar GTM tools
Path: Grow into a Manager or specialist role (RevOps, Customer Ops, Recruiting Ops) as the company scales.
We are reliable, credible, and authentic
We are solution-oriented
We are proud of our work, our customers, and ourselves
Competitive base salary + meaningful equity (calibrated to level)
Direct mentorship from a repeat founder & CEO
Clear path to grow into a Head of Ops or RevOps role
Full health, dental, and vision coverage
Unlimited vacation
A product and mission you'll be proud to build around—and a team you'll be proud to build with
