Zentry Pass
About Zentry Pass
Zentry Pass helps teams work better by giving employees access to a curated network of workspaces. We partner with independent coworking spaces and work‑friendly locations, and we offer employers a simple way to provide flexible workspace access as a benefit. We’re building a category‑defining company from St. Louis and expanding nationally.
The Role We’re hiring our first
Head of Sales
to build and lead our employer sales motion from the ground up. You will own the pipeline, close early customers, and create the repeatable playbook we’ll scale. This is a hands‑on role for someone who thrives in early‑stage environments and loves turning ambiguity into momentum.
What You’ll Do
Own revenue
for employer accounts from first meeting to close (and renewal/expansion early on).
Build a
repeatable outbound motion
(ICP, messaging, sequences, objections, follow‑ups).
Prospect and close across
St. Louis first , then expand into additional markets.
Sell to decision makers like
HR leaders, People Ops, founders, office/ops leaders, and finance .
Create and refine sales assets: decks, one‑pages, ROI stories, pricing proposals.
Partner closely with the founder to iterate positioning, pricing, and packaging based on real calls.
Establish a lightweight sales system (CRM hygiene, forecasting, pipeline stages, dashboards).
Build relationships with local STL communities (founder networks, HR groups, operators, chambers).
Over time: hire/manage reps and build a small team as revenue grows.
What Success Looks Like (First 90 Days)
Clear ICP + messaging that converts.
Consistent pipeline generation (outbound + referrals + partnerships).
First wave of employer wins and a documented sales playbook.
A predictable weekly cadence: meetings booked, proposals out, deals closed.
Who You Are
You can sell, period. You’re comfortable being the first sales hire and doing the work yourself.
You’re a strong communicator and can explain a product simply without buzzwords.
You’re organized, follow up relentlessly, and you run a tight pipeline.
You’re energized by relationships and community and can build trust quickly.
You’re local to St. Louis and love meeting customers in the real world.
Preferred Experience
5+ years in B2B sales (bonus: HR, benefits, employee experience, SaaS, marketplaces, or services).
Experience selling to SMB and mid‑market (and navigating multi‑stakeholder deals).
Early‑stage startup experience or building a sales motion from scratch is a big plus.
Familiarity with CRM tools (HubSpot or similar) and outbound tools (Apollo, Salesloft, etc.).
#J-18808-Ljbffr
The Role We’re hiring our first
Head of Sales
to build and lead our employer sales motion from the ground up. You will own the pipeline, close early customers, and create the repeatable playbook we’ll scale. This is a hands‑on role for someone who thrives in early‑stage environments and loves turning ambiguity into momentum.
What You’ll Do
Own revenue
for employer accounts from first meeting to close (and renewal/expansion early on).
Build a
repeatable outbound motion
(ICP, messaging, sequences, objections, follow‑ups).
Prospect and close across
St. Louis first , then expand into additional markets.
Sell to decision makers like
HR leaders, People Ops, founders, office/ops leaders, and finance .
Create and refine sales assets: decks, one‑pages, ROI stories, pricing proposals.
Partner closely with the founder to iterate positioning, pricing, and packaging based on real calls.
Establish a lightweight sales system (CRM hygiene, forecasting, pipeline stages, dashboards).
Build relationships with local STL communities (founder networks, HR groups, operators, chambers).
Over time: hire/manage reps and build a small team as revenue grows.
What Success Looks Like (First 90 Days)
Clear ICP + messaging that converts.
Consistent pipeline generation (outbound + referrals + partnerships).
First wave of employer wins and a documented sales playbook.
A predictable weekly cadence: meetings booked, proposals out, deals closed.
Who You Are
You can sell, period. You’re comfortable being the first sales hire and doing the work yourself.
You’re a strong communicator and can explain a product simply without buzzwords.
You’re organized, follow up relentlessly, and you run a tight pipeline.
You’re energized by relationships and community and can build trust quickly.
You’re local to St. Louis and love meeting customers in the real world.
Preferred Experience
5+ years in B2B sales (bonus: HR, benefits, employee experience, SaaS, marketplaces, or services).
Experience selling to SMB and mid‑market (and navigating multi‑stakeholder deals).
Early‑stage startup experience or building a sales motion from scratch is a big plus.
Familiarity with CRM tools (HubSpot or similar) and outbound tools (Apollo, Salesloft, etc.).
#J-18808-Ljbffr