Full Time position in 1 North Wacker Drive Chicago, IL, 60602

Job Title: Digital Marketing Sales Consultant
Location: Chicago, IL-Hybrid/Remote

If you've ever sold digital marketing to a small business owner and actually enjoyed it — this is the role you've been waiting for.

About Us:

Predictive Sales AI builds AI-powered websites and digital marketing tools specifically for home services contractors — HVAC companies, plumbers, roofers, landscapers. We help them show up online, generate more leads, and grow their business. Our clients are owner-operators who work hard and need a marketing partner they can trust. That's where you come in.

The Role:

As a Digital Marketing Sales Consultant you'll be selling PSAI's websites, SEO, PPC, and Google Ads services to home services business owners across South Florida and beyond. This is a consultative sale — you're not order-taking, you're helping contractors understand why their current marketing isn't working and showing them a better path.

You'll manage your own pipeline, run discovery calls, present proposals, and close deals. The sales cycle is typically 2–4 weeks. Most of your buyers are skeptical at first — they've been burned by marketing agencies before. Your job is to earn their trust fast and back it up with results.

What You'll Do:

Prospect and develop your own pipeline through outreach, referrals, and warm leads from our marketing team
Run discovery calls to understand a contractor's current marketing, pain points, and growth goals
Present PSAI's digital marketing solutions — websites, SEO, PPC, Google Ads — and tailor proposals to each client's situation
Handle objections from skeptical business owners who have been burned by agencies before
Close deals and hand off to the client success team for onboarding
Hit monthly revenue targets and maintain accurate pipeline records in CRM
Stay current on digital marketing trends so you can speak credibly to clients about what actually works

What We're Looking For:

Required:

1–5 years of sales experience — digital marketing, SaaS, lead gen, or related field
Comfortable selling to small business owners — you understand how they think and what they care about
Strong phone and video presence — most of your outreach and demos will be remote
Self-starter who can manage their own pipeline without being micromanaged
Genuine interest in digital marketing — you don't need to be a technical expert but you need to care about the product
Based in or commutable to Boca Raton, FL for hybrid work schedule

Bonus Points:

Experience selling to home services contractors (HVAC, plumbing, roofing, landscaping)
Background selling SEO, PPC, Google Ads, or website services
Sold for a digital agency, lead gen platform (Angi, HomeAdvisor), or local marketing company
Familiar with contractor objections — ROI conversations, skepticism of digital marketing, long decision cycles

Who Success Here:

The reps who thrive at PSAI are hunters. They're comfortable picking up the phone, handling a tough objection, and following up until they get a yes or a no. They're also genuine — contractor owners can smell a pitch from a mile away, and the best reps here build trust quickly by being real.

You're a closer — you know how to create urgency without being pushy
You're resilient — rejection doesn't derail you, it refocuses you
You're curious — you ask good questions and actually listen to the answers
You're coachable — you want feedback and use it to get better
You're hungry — you're motivated by commission and want to control your own earnings

Why PSAI?

You're selling something that works. Our clients see real results — more calls, more leads, more booked jobs. That makes every sales conversation easier.
The market is massive. There are hundreds of thousands of home services contractors in the US and most of them have terrible marketing. The opportunity is enormous.
You control your earnings. Competitive base plus uncapped commission. The more you close, the more you make.
You're hybrid. Work from home most of the time with regular check-ins at our Boca Raton office. No five-day commute.
You'll grow. We're a growing company — reps who perform get more responsibility, better accounts, and a real career path.

Sound like you?

Apply with your resume and tell us in 2–3 sentences about the toughest SMB sale you've ever closed — what made it hard and how you got it done. That's all we need to get started.

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