Careers at Clicking Awesome
Build somethingawesome.
We are hiring across sales, growth, web, AI and operations. 10 open roles, remote-first with a Barrington, IL home base. Apply by email with a résumé and links to your work.

10 open roles
Sales.
Commission Sales Representative (multiple openings)SalesPart-time or full-time · CommissionRemote · Anywhere in the US
We are adding several commission reps. Bring us owners who are spending on marketing and not seeing numbers. You introduce and co-sell; Clicking Awesome scopes, pitches, contracts, delivers and collects. You are paid commission on collected revenue, on paid invoices, with 180-day deal registration protecting your introductions.
Sales · Part-time or full-time · Commission
Remote · Anywhere in the US
1099 · Commission on collected revenue
What you bring
- Register every prospect through deal registration before or at introduction (180-day protection)
- Qualify against the ICP: owner-led or marketing-led, 10–250 employees, budget above minimums
- Make warm introductions and join discovery and proposal calls where agreed
- Use only approved materials: partner kit, published price list, real testimonials
- Represent prices and terms exactly as published; never promise results, discounts or scope
- Partner certified before first payout
Sales RepresentativeSalesFull-timeRemote-first · Barrington, IL
Find, qualify and close small and mid-sized businesses that need marketing that pays for itself. You run the full cycle on our published price list, from first conversation to signed scope, then hand clients to the Account Manager.
Sales · Full-time
Remote-first · Barrington, IL
Compensation discussed at first interview
What you bring
- Build and work a pipeline across our target industries: outbound, referrals, events and inbound follow-up
- Run discovery against the ICP: owner-led or marketing-led, 10–250 employees, budget above minimums
- Book and run Numbers Calls and proposal meetings; quote only from the published price list
- Log every activity and stage in the CRM the same day
- Hand off won deals with complete notes, scope and expectations
- Quoting certified by day 30
Sales ManagerSalesFull-time or contractRemote-first · Barrington, IL
A cohort of up to 25 commission sales reps that registers deals every quarter, represents the price list correctly and gets paid on time. You recruit, onboard, coach and keep the pipeline honest so Nick can close.
Sales · Full-time or contract
Remote-first · Barrington, IL
1099 / W-2
What you bring
- Recruit partners from the target profiles and run Day 0–30 partner onboarding
- Confirm or decline deal registrations within 72 hours; keep registration hygiene
- Run a weekly partner pipeline review and coach on qualification and follow-up
- Review monthly statements for the cohort; resolve disputes; report pipeline monthly
- Co-sell on larger partner deals with Nick; never quote outside the rules
- Quoting and Sales Manager certified before appointment
Growth.
SEO ManagerGrowthFull-timeRemote-first · Barrington, IL
Own organic and AI search for clients and for our own sites: technical SEO, content, local search and LLM visibility, reported in plain numbers a business owner can act on.
Growth · Full-time
Remote-first · Barrington, IL
Compensation discussed at first interview
What you bring
- Run technical audits: crawlability, indexation, Core Web Vitals, structured data, internal linking
- Map keywords and questions to search intent and turn them into content briefs
- Manage local SEO and Google Business Profiles for service-area and storefront clients
- Track and improve visibility in AI answers (ChatGPT, Perplexity, Google AI Overviews)
- Work in Google Search Console, GA4 and Semrush; report monthly on traffic, leads and revenue
- 3+ years of hands-on SEO with results you can show
Web & Development.
Website UX/UI SpecialistWeb & DevelopmentFull-time or contractRemote-first · Barrington, IL
Design the websites and landing pages we build: wireframes, prototypes and UI systems that load fast, read clearly and convert on a phone first.
Web & Development · Full-time or contract
Remote-first · Barrington, IL
W-2 / 1099
What you bring
- Turn strategy and content plans into wireframes and high-fidelity designs in Figma
- Design responsive, mobile-first layouts and reusable components, including light and dark themes
- Meet WCAG 2.2 AA accessibility in every design
- Design conversion paths: forms, calls to action, pricing and quote flows
- Hand off cleanly to developers working in Next.js and WordPress, and review the build
- A portfolio of live sites you designed
Web DeveloperWeb & DevelopmentFull-time or per projectRemote-first · Barrington, IL
Websites, CRM build-outs and app or software projects that are scoped honestly, built cleanly and delivered on schedule. Mobile-first, fast and measurable.
Web & Development · Full-time or per project
Remote-first · Barrington, IL
W-2 / 1099
What you bring
- Build marketing websites and complex or e-commerce sites to the creative direction and content plan
- Support paid discovery: technical audits, requirements and estimate inputs
- Build and maintain HubSpot and Salesforce integrations, forms and lead routing
- Contribute to the Clicking Awesome app and the property sites as assigned
- Implement SEO and LLM-optimization fundamentals on every build: structured data, speed, indexability
- Core Web Vitals passing and GA4 conversion events verified on every site touched
AI & Operations.
AI Enablement SpecialistAI & OperationsFull-time or contractRemote-first · Barrington, IL
Put AI to work inside client marketing teams and our own: workflows, prompt libraries, guardrails and training that people actually use, measured in hours saved and output shipped.
AI & Operations · Full-time or contract
Remote-first · Barrington, IL
W-2 / 1099
What you bring
- Build and document AI workflows for content, reporting, research and lead follow-up
- Connect tools with automation platforms (Zapier, Make or n8n) and CRM integrations
- Write guardrails: human review, approved tools, data handling and brand voice
- Train client teams and ours; build prompt libraries and SOPs
- Support AI Workflow Sprints and AI Visibility Audits from scoping to handoff
- Hands-on experience with ChatGPT, Claude or Gemini in a business setting
Operations.
ReceptionistOperationsPart-time or full-timeBarrington, IL
The first voice clients and candidates hear. Answer the phone and the inbox, book consultations, keep the calendar and the CRM clean, and make sure no lead waits.
Operations · Part-time or full-time
Barrington, IL
Hourly · W-2
What you bring
- Answer (847) 414-4272 during business hours, Monday to Friday, 9am to 6pm CT
- Manage the info@clickingawesome.com inbox and route messages the same day
- Book Numbers Calls, consults and interviews on the team calendar
- Log every new lead in the CRM with source and notes
- Keep client and vendor contact records current
- Warm, clear and organized on the phone and in writing
Client Success.
Account ManagerClient SuccessFull-time or part-timeRemote-first · Barrington, IL
Clients get numbers, not noise. The Account Manager owns the relationship after the close: scope, schedule, reporting, upsell and renewal. Nick closes new direct deals; you keep them and grow them.
Client Success · Full-time or part-time
Remote-first · Barrington, IL
W-2
What you bring
- Own a book of retainer and project clients: weekly status, monthly reporting, quarterly reviews
- Run kickoffs from won deals and keep projects, portal and client records complete
- Scope and quote add-on work within the quoting rules; issue change orders before scope changes
- Watch budget vs billed and account health; escalate at-risk accounts early
- Coordinate creative, web/content and contractors on deliverables and deadlines
- Quoting and Client Management certified by day 60
Creative.
Marketing CoordinatorCreativePart-time, full-time or contract to startRemote-first · Barrington, IL
The work ships on time and on brand. The Coordinator runs the production calendar across client social, content, email and the agency's own marketing (workshops, webinars, YouTube, LinkedIn). Reports to Nicole Irmo, Creative Director.
Creative · Part-time, full-time or contract to start
Remote-first · Barrington, IL
W-2 / 1099
What you bring
- Maintain content calendars for client social retainers and schedule through Buffer
- Draft posts, captions, email sends and short copy, then edit to voice before review
- Prepare workshop and webinar logistics: pages, registration, reminders, follow-up
- Produce monthly reporting drafts from GA4, platform analytics and ad dashboards
- Keep the asset library current: brand kits, client assets, templates, approved testimonials
- Brand certified by day 30
No roles match. Try another filter, or email us anyway.
How we hire.
A short call, a conversation about real work, then a paid trial project for most roles. We reply to every application.
Clicking Awesome is an equal opportunity employer. Email info@clickingawesome.com with the role in the subject line.

