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Location: Redwood City, CA (In-person, 5 days/week)
Experience: 4–8 years
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
You own the functions, build the systems, and eventually manage the Associate.
Today, the CEO is personally running pipeline reviews, BDR founder screens, customer check-ins, demo prep, contract coordination, recruiting, and team logistics. An Associate can run that machine. We need you to design how that machine works—and improve it quarter over quarter.
You're not just executing. You decide how the work gets done, where the leverage is, and what gets built next. You partner directly with the CEO on GTM motion, the hiring plan, and operational metrics—and you take whole functions off his plate so he can stay on the things only he can do.
What You'll Do
GTM Operations
Own the GTM ops stack (HubSpot, Clay, Smartlead, Pendo): selection, implementation, hygiene
Build the pipeline reporting and metrics layer the CEO and team run on
Design the contract, lead-routing, and handoff workflows—and the standards they hold to
BDR Coordination Function
Own the BDR operating rhythm: standups, performance reviews, sequence reviews, coaching escalations
Build the activity and pipeline-contribution reporting that makes performance legible
Define what "good" looks like for outbound and hold the team to it
Customer Success Operation
Stand up and own health scoring, renewal tracking, and expansion identification
Build the systems that let a small CS team carry a growing book without dropping accounts
Turn customer signal into a feedback loop for product and GTM
Recruiting Operation
Own pipeline design, interviewer training, and the offer process
Build a hiring machine that protects the bar while moving at startup speed
Internal Automation Roadmap
Own what gets built, by whom, in what order
Replace manual, repetitive work across the company with AI tools, agents, and no-code/low-code systems
Be the person who decides where automation creates real leverage vs. where it's a distraction
What We're Looking For
We care far more about judgment, ownership, and operating instinct than pedigree. You should be someone who's already built the systems an Associate runs—and who can see two quarters ahead of where the company is today.
You might be a fit if you:
Are AI-native from day one. You build with AI tools and agents reflexively, and you own the company's bar for how AI shows up in operations.
Resolve ambiguity at the function level. You take an unowned, ill-defined area, give it shape, and make it run—without a spec.
Bring the CEO decisions, not problems. You design the rules for what escalates and what doesn't, you handle the rest, and when you do escalate, you come with a clear recommendation.
Own functions end-to-end. You take direction on the what and own the how completely—including the standard, the system, and the people running it.
Have high agency. You don't wait for permission, you don't wait for headcount, and you finish what you start.
Can lead a small team and raise the bar on everyone around you—including the Associate you'll eventually manage.
Prefer being in the room, in person, solving problems together.
Experience that helps:
Owned BizOps or RevOps at a growth-stage SaaS company
Chief of Staff at a 50–200 person company and want to operate at smaller scale and higher ownership
Senior consultant (MBB or equivalent) who wants to stop advising and start owning
B2B SaaS, supply chain, or CPG context
Path: Head of Operations or RevOps as the team scales past ~25 people.
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 partnership with a repeat founder & CEO on how the company operates
A clear path to Head of Operations or RevOps
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
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