Why Workbrew Needs You

As one of our first Account Executives, you’ll take point on converting high-intent interest into lasting customer relationships. Our message is resonating, our product meets a clear need, and Workbrew has traction in this market—now we need a team to scale our customer base with smart, consultative selling.

Working with our Sales Development Representative, you’ll take qualified inbound leads from discovery calls to close: facilitating stakeholder alignment, setting up effective pilots, shepherding the customer evaluation process, and meeting the defined success criteria. You’ll collaborate closely with product engineering, bringing customer context into everything we build. While generating leads and building out the pipeline, you’ll also shape what great sales looks like at Workbrew—providing input on pricing strategy to sales playbooks.

This role reports to the Lead Account Executive and is ideal for someone who thrives on solving real customer problems, works well with technical stakeholders, and is eager to build something early and big.

✨ Here’s what you’ll do:

Own and close new business opportunities with IT, security, and engineering teams at enterprises including many in regulated industries (e.g. financial services, healthcare, insurance).
Run full-cycle sales from discovery through contract signature, helping buyers navigate evaluation, stakeholder alignment, and rollout planning.
Develop a deep understanding of Workbrew’s technical value prop and articulate it to customers with clarity and confidence.
Deliver tailored demos and proof-of-concepts, escalating to the Solutions Engineer when needed.
Manage pipeline and forecast accurately using Pipedrive.
Partner with Workbrew’s leadership team to evolve pricing and packaging offerings, and update our positioning based on customer feedback.
Help build foundational sales materials—talk tracks, objection handling, email templates, and more.
Draft and maintain outbound playbooks, sequences, and battlecards.
Attend field events, industry conferences, or customer onsites (up to 50% travel).

Requirements (you need all of these):

You have 3+ years of experience in full-cycle sales roles at a B2B SaaS or devtools company.
You’ve sold to technical teams (IT, security, or engineering) and can hold your own in those conversations.
You know how to work the org chart: find a champion and support their stakeholder alignment.
You’re highly organized and know how to run an effective sales process without being overly rigid.
You’re entrepreneurial—you can identify problems, create systems, and scale what works.
You’re comfortable working remotely on a timezone-distributed team.
You’re energized by early-stage challenges and want to help define what a sales org should look like from the ground up.

Nice-to-haves (you do not need any of these):

Familiarity with the Apple IT ecosystem (Jamf, MDMs, MacAdmins, etc.).
Expertise with the package management ecosystem with an emphasis on Homebrew
Experience selling infrastructure, devtools, or security products.
Background working with open-source technologies or technical user communities.
Past success selling into high-compliance or security-conscious environments.

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