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Operations Director

$130k - $250k
Full-time

Wonderly

About Wonderly

Wonderly is a closed-loop, end-to-end system that self-improves on our customers’ revenue. We serve the home service industry ($1.3T), and can consistently double a new customer’s revenue within 90 days. We make all of our AI and software completely free - and only get paid when our customers make real money. We’re here helping real small businesses make a life, pay for their children’s college tuition, and live the American dream.

Pre-AI SaaS sold tools. AI companies claim they sell outcomes - task done, call answered, lead booked, ticket resolved - but calls or leads aren’t the outcomes that ultimately matter. Revenue is what ultimately matters, and today, none of the AI companies actually promise revenue. Wonderly changes that.

Our 70-person team (mostly in PDE) spent over a year building in stealth; our thesis is that - if you actually want to control the end result (revenue) of a business and deploy AI fast/cheaply, you can’t just build the sexy part (agents), you must also build the unsexy parts and own everything end to end: the system of record layer and the application layer. We built from scratch every software a home service business needs - replacing ServiceTitan, Squarespace, Ringcentral, Jobber, Square, Hubspot, and a dozen others applications. And we built every agent necessary - AI marketing, AI receptionist, AI voice, AI sales outreach, AI sales coaching, AI follow-ups, AI 3D design, AI finance, AI quoting, AI collections, and more - all embedded inside our own system with native data access. As a result, we can deploy dozens of production-ready Agents to our customers in under 24 hours with no FDEs, no integrations, and no data cleaning work.

We are the most outcome driven business model in the business because we’ve proven our system and AI Agents actually work in driving the end result - revenue. We are not trying to sell our customers a dream - each of our 10+ core AI Agents help improve our customers’ revenue by 5-20%.

Wonderly already has PMF and has gone from 0 → 1 (we are happy to share more over a call), with very clear moat and deep industry knowledge that took a team of 70 hardcore A-players 18 months to build (we are at least 2 years ahead of anyone else in the space). We believe Wonderly has the potential to be a $100B - $1T outcome. The market is massive : home service businesses across North America (a $1.3T market). We’ve raised over $50M from top-tier investors, have $20M a year in free cashflow from another product line (Motion), and all that money gets pumped into Wonderly.

About the Hiring Manager

Hey, I’m Bishop, Head of Operations at Wonderly.

I’m extreme, direct, and care a lot about getting to the truth. I started in FP&A, realized I wanted to be in the middle of building something instead of analyzing it from the outside, and ended up here.

I work best with people who are high-agency, low-ego, and can handle intensity without needing a perfect playbook.

The Role

You’ll run the day-to-day of our inside sales team, the front line of how our contractors win jobs.

Our team works the leads we generate for our contractor customers, qualifies them fast, and books onsite appointments on the contractor’s behalf. Every lead that goes cold is money our customers lose, and money we lose. Your job is to make sure the team behind those bookings is staffed, trained, and performing every day.

That means:

  • Managing the team: schedules, coverage, weekend rotation, attendance

  • Hiring and onboarding new reps, and getting them productive fast

  • Listening to calls and coaching reps on what to fix

  • Tracking the numbers that matter (speed to lead, contact rate, booking rate, show rate) and acting when they slip

  • Handling performance issues directly, including the hard conversations

  • Keeping the process documented so the team doesn’t depend on any one person

  • Flagging what’s broken in the process so we can fix it, not just work around it

What Makes This Role Different

Most ops manager roles inherit a team that’s already built and a playbook that’s already set.

Here, the team is growing and the playbook is still being written. You’ll shape how the team is run, not just keep it running. If you see a better way to do coverage, coaching, or onboarding, you say it Monday and we’re testing it Wednesday.

You’ll work directly with me and Victoria, who leads Sales Operations, and you’ll see exactly how your decisions affect our customers’ revenue.

Backgrounds That Tend to Work

People from these backgrounds tend to thrive:

  • Running an inside sales or appointment-setting team

  • Team lead or sales floor manager who coached reps every day

  • Sales ops or support ops at a fast-growing company where you managed people, not just dashboards

  • Home services or remodeling companies where you ran the team that booked in-home appointments

Backgrounds we care less about:

  • Managers who have never sold or booked on the phone themselves

  • Ops or reporting roles with no people to manage

  • Account management or customer success with no team of your own

What matters more than the resume:

  • You’ve managed a team and been responsible for its numbers

  • You can listen to a call and know exactly what the rep should have done differently

  • You can have a hard conversation, say what needs to be said, and move on

  • You notice when something’s slipping before it shows up in the numbers

  • You’re organized, and you keep the team organized without being told twice

  • You’re comfortable with ambiguity and fast changes

Expectations

  • 60–70 hour weeks

  • Coverage that matches when leads come in, including some weekends

  • Real ownership of the team within your first 2 weeks

  • You own the team’s numbers and we’ll review them together regularly

  • The scope evolves constantly. As the team grows, so does the role.

Compensation

Total compensation: $130,000–$250,000 (base + equity)

Remote (US & Canada)

Wonderly is committed to creating a diverse and inclusive workplace where everyone is treated with respect and given equal opportunities. We do not discriminate based on gender identity, race, ancestry, disability, religion, sexual orientation, pregnancy status, veteran status, or any other characteristic protected by law. We welcome and encourage all qualified candidates to apply for our job openings.

Vacancy posted 18 days ago
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