Founding Account Executives

About Grw

We're a San Francisco-based Kiwi startup, backed by leading San Francisco investors like Next View Ventures, Precursor Ventures and Alumni Ventures. We have customers all over the world, from high-growth startups to large US public companies, and we're growing fast with record product engagement. Our founders have 14+ years of GTM leadership, have been writing prompts since before ChatGPT dropped, and bring a Cambridge ML background.

We have built Taylor - an AI teammate that builds and runs the systems for high-performing sales teams. Running a high-performing sales team is one of the hardest operational problems in business, and when the systems around the team can't keep up, the whole company feels it. Taylor steps into a sales team's workflows and runs the work that good teams need but rarely get done well: pre-meeting prep, call reviews, pipeline hygiene, post-call follow-ups, coaching, and the operational threads that hold a sales org together.

About the role:

• First dedicated sales hires  conversion of our PLG-assisted motion end-to-end, and generate more pipeline of in-ICP opportunities to feed it.
• Our ICP is SMB sales teams of 5-50 reps. Fast cycles, small buying committees, founders or sales leaders are usually our buyer. ACV is $8-50K.
• Report to GTM focused Co-CEO. Partner closely with our CX lead on the trial-to-paid handoff, and with the Growth Lead on inbound conversion and outbound experiments.

What you'll own:

• PLG-assisted conversion end-to-end: trial users who are engaged but need a human to bring them across the line. Tight handoff with CX and Product on activation signals and trial-stage interventions.
• Inbound demo qualification and conversion.
• Outbound generation of in-ICP opportunities: 5-50 rep sales teams. Founder-led and sales-leader-led companies. You'll prospect with Linked In, and the AI-assisted outbound stack we’re building.
• Pricing conversations with customers, including support of our new usage-based pricing motion as it ships.
• Hub Spot hygiene — every deal in your pipeline reflects reality. Stage definitions are followed. Probability is not a wish casting exercise (Taylor will help with this).
• Insight loop into product, marketing, and CX. You're closer to our ICP buyer than anyone — what you hear shapes the roadmap, the website, and the trial flow.

Must-haves:

• Has carried and consistently hit a SaaS sales quota selling to SMB. Comfortable running high-volume, fast-cycle deals — small buying committees, founder/sales-leader buyers, weeks not quarters.
• Real outbound chops. Has personally generated pipeline before, not just worked inbound MQLs. Comfortable in a hunting motion with modern AI-assisted prospecting tools.
• Ideally sold to sales leaders, revops, or founder buyers before. Understands how they think and how to talk to them without sounding like a vendor.
• Strong written communication. Most of our prospects live in Slack and email. A lot of the sales work happens async.
• Pre-Series A or early Series A stage experience. Comfortable shaping process, not just executing one. Will be asked to figure it out, not handed a playbook.
• Fluent with AI tools and uses them daily — Claude, ChatGPT, Cursor-style tools, Clay or similar for prospecting. Will use Taylor herself as a daily-driver and become our best internal customer.
• Technical curiosity. Can discuss integrations, MCP, SOC2, and product architecture without translation. Bonus for any real coding or automation skill.
• High agency. Will hunt, will fix Hub Spot fields nobody told you to fix, will disqualify deals that are wasting our time. Operates without permission inside reasonable guardrails.
• Comfortable with our pace — daily shipping, weekly strategy reviews, fast feedback loops. Not for someone who wants quarterly planning cycles.

You’ll know you're succeeding when:

• Trial-to-paid conversion has a measurable, defensible rate that improves each month, with a clean handoff between you and CX.
• You're consistently generating in-ICP outbound opportunities each week — the inbound + your outbound together meaningfully grow our qualified pipeline.
• Hub Spot accurately reflects pipeline reality. The founders no longer audit deals to…