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Wonderly
Marketing & Sales 2h ago

Sales Lead & Playbook Architect (Home Services)

Wonderly
CanadaCanada
United StatesUnited States
Full-time
$100,000–$400,000 TC (base + equity)
Senior-Level

Job Description

Key Skills Required

Master these to land this role

Cold CallingLead GenerationSales Representative

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Who you are

You run sales at a home services company doing $10M+. Or you were the top closer there and then built the team.

You've done hundreds of in-home consultations. You know:

  • What to say when they say "we're getting a few quotes"
  • How to handle the spouse who wasn't at the first meeting
  • When someone's actually buying versus tire-kicking
  • How to price without losing the room
  • Why one of your guys closes 40% and another closes 15%, and what the actual difference is
  • What financing does to close rate and how to bring it up

That last category is what we want most. The stuff that isn't written down anywhere.

The role

Two things.

1. Our calling team.

We have people who call our customers' leads and book their onsite appointments. You'd run it, hire into it, make it good. You'd also own quote follow-up, which is where deals die quietly.

2. Making our customers better at selling. The bigger one.

We have contractors closing at wildly different rates on identical leads. Some of that is territory. Most of it is that some are good in a living room and some aren't, and nobody has ever told them what good looks like.

You'd build the playbook. The specifics. What you do in the first ninety seconds, how you handle the walkthrough, when you present the number, how you follow up. Then it becomes non-negotiable for every customer on the platform.

If you've ever thought "I could double this company's close rate if they'd just do what I say," that's the job, except across hundreds of companies at once.

Why this is interesting

You've spent your career making one company good at selling. This is the same skill applied to hundreds of them, with real money and software behind it.

And you're building it from scratch. Nothing to inherit or defend. What you build is what we run.

Who you'd work with

Me, mostly. I'm Bishop, I run Customer Operations here.

To be straight about what that means: I give a lot of feedback and it's direct. It won't be softened and it isn't personal. If I'm spending time on your feedback it's because I think you can be much better.

I'd expect you to push back on me. I change my mind when the argument is good, and I've done it several times this month.

What I want out of this is someone who knows something I don't and can teach it to hundreds of companies at once. I've built the Call 1 playbook, the qualification criteria, the escalation process. I have no idea what happens in a living room after we book the appointment, and that's the part that decides whether any of this works.

You'd be the person who knows that.

What you should know before accepting

Expect ~60 hours a week, with weeks where it's more. Ambiguous problems, operational fires, decisions on incomplete information, constant context switching.

The playbook changes constantly. It's not unusual for it to say do A, B, C on Monday and get rewritten by Thursday. We changed our rev share terms across all leads essentially overnight because the numbers told us to. That's normal here.

It's a sprint, probably a multi-year one. It will be hard. We want to win.

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Wonderly (operating under wonderly.com) is an aggressive, fast-growing AI-driven business operation and automation platform engineered specifically for local service small-and-medium businesses (SMBs) and franchises. Positioned as an all-in-one software-and-agency hybrid, Wonderly provides service industries—such as contracting, remodeling, roofing, power washing, and landscaping—with an end-to-end digital infrastructure traditionally reserved for enterprise franchises. The company's proprietary platform utilizes a vast ecosystem of coordinated AI Agents to completely manage a business's consumer lifecycle, deploying responsive AI website builders, automated Meta and Google Local Services ad campaign setups, and immediate AI phone receptionists that handle live customer qualifications, scheduling, and quote generations within minutes. By consolidating CRM workflows, localized search/AI engine optimization (AEO), VoIP infrastructure, automated billing, and customer review collection into a single interconnected system, Wonderly eliminates the technical friction of managing multi-app subscription bundles. Operating with a high-disruption performance pricing model, Wonderly scales rapid client acquisition pipelines across North America without demanding upfront vendor or agency costs before delivering real, trackable revenue outcomes.

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Sales Lead & Playbook Architect (Home Services) at Wonderly | HireSkys