Remote
Info Product
himalayas
About this role
The preferred location for this position in Chicago, ILWe are seeking a Regional Sales Director who is a proven sales leader with a relentless drive for success to join our SkyBitz Sales team. The ideal candidate will have a passion for sales and be able to promote our mission, vision, and guiding principles, as well as collaborate with their teammates to generate extraordinary growth.
This individual will be a fierce advocate for our clients and our brand.
In addition, the person will provide customized solutions to clients and ensure a positive customer experience during the sales cycle to drive repeat business and continued customer loyalty.The Regional Sales Director will report to the VP of Sales and be responsible for the development and growth of a client base through strategic outside sales activity.
This includes prospecting for new accounts in a defined territory, developing consultative relationships with clients, and managing ongoing account and territory activity. New logo growth (hunting) will be the primary focus of this role, along with required account management. This role will also focus on small and mid-market sales.
If you have high energy, passion and vision and you want to help provide our customers with superior products, services and assistance, then we are looking for you.
Responsibilities: Meet and exceed all revenue goals and sales targets New logos (hunting) will be the primary responsibility of this role Contribute with development of leads and prospects and securing new business by participating in conference calls, webinars and in-person visits Effectively present and demonstrate our full suite of products and services to new prospects and existing clients Build relationships with regional and enterprise customers through professional demeanor and strong interpersonal skills Manage a travel expense budget effectively Achieve an annual sales quota and provide reasonably accurate sales forecasts to management Be an escalation point (th
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Geographic
Region-based territory assignment
Requirements at a Glance
Typical Day — Sales Rep
Estimates based on role type and selling motion — actual may vary by company.
Info Products — Interview Intel
Typical Sales Cycle
1–14 days (webinar/VSL funnel) · 1–3 days (phone close)
Common Buyer Objections
- "I've bought courses before and never finished them"
- "Can I see a free sample first?"
- "What makes this different from free content?"
- "I don't have time to implement"
Key Industry Metrics
Hot Topics to Reference
- • AI course creation tools
- • Community-led learning (Skool)
- • Subscription fatigue from too many memberships
- • Short-form content marketing shift
Use these insights to speak the buyer's language in interviews.
Tags
How do you coach underperforming reps?
Template questionDescribe your forecasting methodology.
Template questionHow do you structure onboarding for new hires?
Template questionThis leadership position involves both strategic planning and hands-on coaching of the sales team.
This remote-friendly role provides geographic flexibility while maintaining access to a info products market.
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