Head of Sales – Senior Level

(we call this Head of Earning the Opportunity (ETO))

At Happen to Your Career we are a small, rapidly growing company that believes in doing work you love and doing work within your strengths.

We value potential over experience and give high preference to those who are already familiar with our brand and how we help people live the life they want to!

Why we exist:
To change the way the world does (and thinks about) work to allow humans to thrive.

How:
We help individuals define what creates extraordinary work for themselves and the people around them – then make it happen!

The secret mission:
Help enough people figure out and change to their “ideal career” so they can then help the organizations they lead, impact and work with to do the same! (This is bigger than all of us and we need an army of Happeners to accomplish this mission!)

• 👍🏻
  Be Ridiculously Helpful – We take care of our people… and their people too! We treat others like humans and we exceed expectations in every interaction
• 💪🏻
  Signature Strengths – We do what we are the best at and use our uniqueness and what we enjoy doing, we enable everyone around us do the same
• 🫶🏻❤️
  It’s Personal – We want every single touch to feel like we care – because we do!
• 🏄🏻♂️
  One Life – We go for what scares us; we intentionally get outside our comfort zones and push ourselves and everyone we interact with for growth
• 🛠️
  Leverage – We use technology and systems to do anything that a human doesn’t need to.
• 🤗
  Give Pareto a hug – we fail often and fast and make mistakes early and are transparent about them. We remove what isn’t working and relentlessly seek out and prioritize the top 4% of what works;
  We call this out every opportunity!

Make meaningful, lasting impact Our work changes lives. You’ll thrive here if you’re energized by helping people find work that truly fits them—and by building deep, long-term relationships with clients along the way.

100% remote, truly location-independent Our team is spread across the globe. Work from anywhere and design a lifestyle that supports both your professional goals and personal life.

Flexible schedule, built on trust We care deeply about balance and sustainability. You’ll have the autonomy to shape your schedule around your life while meeting business needs and exceeding team goals.

Clear, competitive compensation

• $120,000 – $220,000 Base + Unlimited commissions

If you’re excited about meaningful work, flexibility, and being part of a values-driven team, this role offers a rare combination of impact, autonomy, and support.

📑 Type: 1099 Contractor position (Full-time | 40 hours per week)

🕒 Time Zone alignment: MUST be available between hours of 8a-6p PST (flexibility in how and when work is completed across the week)

⏰ Final date to receive applications:
Open Until Filled (opened on 1.30.26)

The Head of ETO at HTYC builds, owns, and scales a values-aligned revenue engine, converting trust-based demand from our content, podcast, and brand into predictable, ethical, high-quality enrollments—without pressure tactics, manipulation, or founder dependency.

Your mandate is to design, build, and run a consultative sales system that scales with integrity.

That means:

• The right clients enroll
• Sales conversations feel human, grounded, and respectful
• Revenue outcomes are predictable and measurable
• The system functions without founder involvement in day‑day sales

This role exists to replace heroic selling with repeatable excellence.

Not “sell harder.”

But sell cleaner, smarter, and more consistently.

This role is intentionally not for everyone.

If you’re looking for a traditional Head of Sales role focused on closing deals, managing quotas, or running rigid scripts, this will likely feel frustrating. We are not looking for someone to “carry the bag” or rely on pressure-based tactics.

This role is for a senior, consultative sales leader who wants to own the revenue system end-to-end—from strategy to execution to team development. You should be comfortable operating with high autonomy, minimal…