Head of Sales
Uare.ai
$200,000 - $250,000 / year
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Description
San Francisco / Los Altos, in-person 5 days a week · Reports to the CEO · $200K to $250K base · $400K to $500K OTE + equity
About Uare.ai
Uare.ai builds AI for businesses where the expertise is the product: coaches, consultants, tutors and educators, and accounting and tax firms. A professional captures how they think, speak, and work, and Uare.ai turns it into their own AI. That AI runs the client work they can't scale on their own: client intake and document collection, courses and tutoring that adapt to each student, answering client questions in the expert's voice, and paid services clients can buy directly.
Customers today include accounting and tax firms, education programs, coaching and advisory practices, and enterprise training teams. Professionals start at $199.99 a month, and organizations get multiple workspaces, pooled Credits, and team roles.
We launched publicly in July 2026. Founder and CEO Rob LoCascio took LivePerson from startup to public company selling to global enterprises. He has built a sales engine before and wants a partner to build this one. Backed by $10.3M from Mayfield and Boldstart Ventures.
About the role
You will turn early demand into a repeatable revenue engine. Today the founders close every deal. You will carry the number first, then hire and run a young team of SDRs that scales it.
What you'll do
- Own new revenue. Founder-led service businesses first (coaches, consultants, tutors, accounting and tax practices), then education and enterprise training teams.
- Build the playbook. ICP, qualification, pricing, and contracts, from first touch to close.
- Close deals yourself while the team is small.
- Build the team. Hire and manage a team of about four SDRs, and own the forecast.
- Close the loop. Tell product what buyers want and why we lose.
What we're looking for
- 8+ years in B2B sales, carrying and beating a quota.
- Built a sales team from zero at an early-stage company.
- Sold to SMB and enterprise buyers.
- Comfortable selling a new category, where you teach before you sell.
- Results you can verify.
Bonus
- Sold to services firms, agencies, schools, or L&D teams.
- AI or vertical SaaS experience.
How we hire
We hire for a growth mindset: outcomes over output, experiments by default, and moving the metric that matters.
Location: in-person, 5 days a week, across our San Francisco and Los Altos offices.
Uare.ai is an equal opportunity employer. We welcome people of every background and do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other protected characteristic.
The expected base compensation for this position is below. Our total compensation package for full-time employees includes equity and a comprehensive benefits package.
Benefits
- stock options
About this role
Uare.ai is looking for a Head of Sales to build their revenue engine from the ground up. The company has built AI that lets professionals—coaches, consultants, accountants, educators—package their expertise into scalable AI products. You'll own new revenue in this early stage, starting by closing deals yourself in founder-led service businesses, then building and managing a small team of SDRs as the company scales. The role reports directly to the CEO, who previously took LivePerson public and is looking for a partner to build this sales function.
You'll need 8+ years of quota-carrying B2B sales experience and proven ability to build a sales team from scratch at an early-stage company. The ideal candidate has sold to both SMB and enterprise buyers, is comfortable selling a new category where education comes before the pitch, and ideally has background selling to services firms, schools, or L&D teams. You'll own the full playbook—ICP, qualification, pricing, contracts—and feed product feedback on what buyers want and why deals are lost.
This is a full-time, in-person role in San Francisco and Los Altos (5 days a week) with a base of $200K–$250K, OTE of $400K–$500K, and equity. The company is backed by $10.3M from Mayfield and Boldstart and launched publicly in July 2026.
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Pay for this role
$200,000 to $250,000 per year
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