Head of Sales

BootLoop (YC S25) • San Francisco, CA, United States

16 days ago

Job type

Full-time

Job description

Join to apply for the Head of Sales role at BootLoop (YC S25)

This range is provided by BootLoop (YC S25). Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$450,000.00 / yr - $675,000.00 / yr

The Role

As we continue to scale our GTM motion and sales pipeline, we’re seeking an accomplished sales leader to help us build a high-performing sales process across North America and abroad. This is very much a hands-on role - you’ll regularly be working directly with the CEO and CTO, helping to take our growing startup to the next stage of scale. You’ll help refine sales motions, expand our reach in different verticals, and improve win rates, all while getting your hands dirty and building a world-class sales team under you.

What You'll Do

Own the full sales cycle from prospecting to close across SMB and enterprise deals
Build and execute our outbound strategy targeting companies from hardware startups to Fortune 500 companies
Run product demos that showcase complex technical capabilities to engineering buyers
Define and evolve our segmentation strategy, coverage model, and GTM motion based on rigorous analysis of what's actually working
Collaborate with founders on pricing strategy, positioning, and go-to-market decisions
Recruit, develop, and retain exceptional sales talent who thrive in fast-pace, high-performance environments

About You

5-10+ years in B2B SaaS sales, with at least 2 years selling to technical buyers (engineers, CTOs, VPs of Engineering)

Track record of consistently hitting or exceeding revenue targets in competitive markets

Proven experience building and aggressively scaling sales organizations through phases of significant growth

Developer tools or infrastructure experience - you’ve sold to engineers before and understand their buying psychology

Full-cycle sales expertise - you can prospect, demo, negotiate, and close without a supporting cast

Extremely data driven - you can build strategies, measure their impact, and use this data to quickly iterate

Sold into hardware, embedded systems, or deep tech companies (preferred)

Established relationships across the embedded ecosystem in verticals such as aerospace, semiconductors, or IoT (preferred)

Built sales processes and playbooks from scratch at early-stage companies (preferred)

What We Offer

Competitive compensation : $450k-675k OTE (base + commission)

Significant equity : 0.5-1.0% as founding sales leader

High-impact role : You'll define how this product gets sold and build the team that scales it

Direct founder access : Work side-by-side with CEO / CTO daily, shape company strategy

Cutting-edge product : Sell something genuinely innovative that helps companies build world-changing technologies

Health & benefits : Comprehensive health insurance, unlimited PTO, relocation compensation

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Head Of Sales • San Francisco, CA, United States