Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 17 hours ago

Head of Sales, Providers

Wonderschool38 open roles

Pay
$135,000 – $300,000 a year
Where
San Francisco
Work mode
On site
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowHead of Sales, ProvidersWonderschool · San Francisco

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Wonderschool's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

12.3% of postings close within 7 days. Measured by our own scanner across the market. Wonderschool postings stay open a median of 63 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.7%14 days
  5. 35.6%30 days
  6. 58.0%60 days
This job: posted 17 hours ago

Wonderschool median: 63 days open

The posting

About Wonderschool

Wonderschool helps child care providers fill openings and run stronger businesses. Our marketplace connects providers with families, while our software supports enrollment, communication, payments, and daily operations. We sell SaaS products and usage-based marketplace solutions.

AI is becoming part of how providers run their businesses. We are building tools that help them respond to families, manage enrollment, and make better business decisions.

The Role

We are looking for a Head of Sales to hire and manage our provider sales team and grow revenue from child care providers. You will convert inbound interest, build new pipeline, and help the team sell across our marketplace and SaaS solutions.

You will be directly involved in the work. You will take provider calls, work alongside reps on important deals, and coach them through discovery, objections, follow-up, and closing. You will build the sales process in HubSpot and use AI to improve outbound, tracking, and team performance.

What You'll Own

Grow revenue

  • Own the provider sales team's revenue targets and results across SaaS and usage-based marketplace solutions.
  • Improve conversion from first conversation through close and initial use.
  • Build an outbound motion alongside our existing inbound demand.
  • Grow revenue from existing providers by identifying opportunities to adopt additional Wonderschool products, in partnership with provider growth and customer success.
  • Track the revenue generated by the providers the team signs, including revenue that depends on ongoing product usage.
  • Use customer feedback and sales results to improve targeting, positioning, and the sales approach, and recommend changes to pricing and packaging.

Hire and lead the team

  • Hire, manage, and develop provider salespeople.
  • Take calls yourself and join important or difficult deals.
  • Review calls and coach reps on discovery, deal strategy, objections, follow-up, and closing.
  • Set ambitious goals, develop your team's ability to meet them, and hold people accountable for results.

Build the sales system

  • Own lead routing, pipeline stages, sequences, workflows, follow-up, forecasting, and reporting in HubSpot.
  • Create playbooks for selling both SaaS and usage-based marketplace solutions.
  • Use funnel data to identify where deals stall, test improvements, and share a reliable forecast with leadership.
  • Partner with provider growth and customer success so sales commitments lead to successful adoption and continued use.

Make AI useful

  • Use AI for prospect research, outbound outreach, call preparation, follow-up, and tracking.
  • Measure whether AI improves qualified pipeline, conversion, and revenue.
  • Help providers understand and use Wonderschool's AI tools to respond to families, manage enrollment, and run their businesses more effectively.
  • Bring what you learn from provider conversations to product and engineering to improve the tools we build.

What Success Looks Like

  • Revenue from child care providers grows across SaaS and usage-based marketplace solutions.
  • The team converts more inbound leads and creates a reliable source of qualified outbound opportunities.
  • More reps consistently meet their revenue targets as coaching and sales playbooks improve.
  • New hires become effective through clear onboarding, coaching, and performance expectations.
  • HubSpot provides an accurate view of the pipeline and forecast.
  • Providers activate the products they buy and continue using them, in partnership with provider growth and customer success.

Who You Are

  • You have grown revenue selling SaaS, marketplace, or usage-based products to small businesses. You can explain your targets, results, and the decisions that improved performance.
  • You have hired, coached, and managed salespeople. You can point to people you helped become better sellers and the results they achieved.
  • You enjoy taking sales calls and closing deals. You earn the trust of business owners, ask good questions, explain products clearly, and move deals forward.
  • You take responsibility for results, make decisions with incomplete information, and follow through. You move comfortably between leading the team and doing the work yourself.
  • You have built or substantially improved a sales process in HubSpot, including routing, stages, sequences, workflows, forecasting, and reporting.
  • You work directly with your funnel data, identify where deals stall, and test changes that improve conversion and revenue.
  • You use AI in real sales workflows, can explain what it has improved, and are eager to help child care providers use it in their businesses.
  • You learn new products and customer needs quickly. Experience in child care, education, payments, or marketplaces is a plus.

Compensation and Location

We offer highly competitive compensation, uncapped earning potential, equity, and benefits.

This role is based in our San Francisco office Monday through Friday. Occasional weekend work may be required, either in the office or remotely.

Posting text belongs to the employer. Removal requests: contact us.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Wonderschool's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Wonderschool's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Wonderschool's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.