Operations Generalist — Wonderly
About Wonderly
Wonderly is an end-to-end verticalized AI-native OS for home services businesses. We own the entire system of record, all business applications (we replace ServiceTitan, House Call Pro, RingCentral, Squarespace, Docusign, Square, and a dozen other applications), and dozens of AI agents ourselves embedded natively inside our business applications, with native data read & write access to our system of record. As a result, we can deploy dozens of production-ready AI Agents to our customers in under 30 minutes with no FDEs, no integrations, and no data cleaning work.
Wonderly has the most result-driven business model, because we’ve proven our system and AI Agents work. We are not trying to sell our customers a dream - we deliver real revenue and profit to our customers. All of our software and AI Agents are free - we charge a % of revenue we deliver for our customers. Each of our 10+ core AI Agents help improve their revenue by 5-20%. This is the ultimate outcome-based pricing, only possible when you own the entire end-to-end system and all the agents yourself.
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 of stealth to build. We believe Wonderly has the potential to be a $100B - $1T outcome. The market is massive: home service businesses across North America (a $2T market). We’ve raised over $50M from top-tier investors, have $20M a year in free cashflow from another product line (Motion) - all that $ gets pumped into Wonderly.
About the Hiring Manager
Hey, I'm Bishop, Head of Customer Experience at Wonderly.
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'm hiring early-career generalists. People I can point at any operational problem and trust to figure it out. The role I'm hiring for is the role I would have killed for at 22.
The Role
We need generalists. People we can point at any operational problem at Wonderly and trust to figure it out.
Right now, that means a lot of customer-facing work — talking to service business owners, getting them set up, watching their numbers, intervening when something's off. We're growing fast and that's where the most leverage is this month.
Next month it could be different. Could be cleaning up our recruiting funnel. Building internal tooling so the team moves faster. Standing up a new vendor. Fixing a data problem. Redesigning a broken process. Whatever the highest-leverage problem is at the time.
You won't have a fixed scope. You'll have a fixed bar: own the problem, ship a solution, move to the next one.
The work is hands-on. You'll write SQL when you need data. You'll get on the phone when you need answers. You'll build a spreadsheet, a doc, a script, a process — whatever the situation requires. You're not above any of it.
If you want a defined function and a clear job description, this isn't it. If you want a role where you'll have done five different things by the end of your first quarter and gotten dramatically better at all of them, apply.
What Makes This Role Different
Most early-career roles are narrow. You join a function, you learn that function, you get good at one thing.
This role is the opposite. You'll get exposure to every part of the company in your first six months — sales, customer ops, recruiting, finance ops, product, marketing — by being the person who steps in when each one breaks.
The career trajectory is wide. Generalists at fast companies become founders, COOs, heads of ops, chiefs of staff to executives. You'll get there faster here than anywhere else.
Backgrounds That Tend to Work
People from these backgrounds tend to thrive:
2–4 years at a top startup in a generalist, ops, or chief-of-staff-style role
Top consulting where you actually owned outcomes (not just slide-making)
Anyone who has run a business themselves
Bizops or strategy & ops at a fast-moving company
Backgrounds we care less about:
Big-company functional roles where the bar was activity, not outcomes
Anything where the playbook was static for more than a quarter
What matters more than the resume:
You can think in systems
You make decisions on incomplete information
You're calm in chaos
When things break, you fix them — you don't blame the playbook
You're comfortable being thrown into something you've never done before
Expectations
60–70 hour weeks during this growth phase. We are at a hacker house in Las Vegas as I write this.
Real ownership of a real problem within your first 2 weeks
Performance is transparent — you'll see your numbers daily and so will everyone else
The scope evolves constantly. If you want a stable job description, this isn't it.
Compensation
$80,000–$300,000 TC (base + equity)
Equity in Wonderly
Remote (North America & Canada), with regular in-person at hacker houses
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.