VP of Sales at Affinitiv

| Chicago | Remote
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Driving results through new customer acquisition is the primary focus for our field and inside sales organization. As the VP of Sales, you’ll be responsible for hiring, developing, and leading the sales and account management team to ensure they’re identifying and securing new customers, as well as strengthening and maintaining relationships to expand revenue with existing clients. You will also be responsible for ensuring the sales team is managing their pipeline to provide accurate forecasts as well as meet and exceed the company’s sales objectives. As part of the corporate sales organization and an entrepreneurial culture you will play a significant role with our executive leadership team to define our short- and long-term sales strategies.


  • Collaborate with the executive team to provide a detailed sales strategy to determine short- and long-term sales objectives.
  • Responsible for monthly and quarterly sales quota forecasting to ensure revenue objectives are being met and exceeded.
  • Recruit, hire, train/coach, and develop the dealer direct sales and account management teams.
  • Establish and manage national and regional territory alignments to maximize account coverage and penetration.
  • Leverage approved OEM programs to identify and drive revenue opportunities.
  • Directly manage the tactical activities for the sales and account management teams.
  • Provide ongoing training and support for product, process, and sales forecasting.
  • Participate in conferences, tradeshows, industry meetings, and social/professional networks to represent company’s brand.
  • Drive and execute the overall coordination, functional management, and leadership of all sales and account management activities.

Required Skills & Experience:

  • Experience in the automotive software industry required.
  • Must have a minimum of 10 years of field sales management experience.
  • Bachelor’s degree strongly preferred or equivalent work experience.
  • Proven track record of meeting and exceeding sales objectives.
  • Experience with business planning, developing and implementing sales processes, and sales forecasting through CRM pipeline management.
  • Competitive and upbeat attitude with a drive to succeed.
  • Expertise and experience in prospecting, presenting, and closing deals.
  • High aptitude for comprehending SaaS solutions and delivering product value within the retail automotive business.
  • Ability to motivate sales team and maximize their performance.
  • Dynamic presentation ability and superior communication skills.
  • Detail oriented with experience reviewing and negotiating complex contracts.
  • Must be comfortable in a high pressure, results driven and fast paced work environment.
  • Ability to manage problems with solution-based approach.


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Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • .NETLanguages
    • C#Languages
    • JavascriptLanguages
    • PythonLanguages
    • SqlLanguages
    • AngularJSFrameworks
    • ASP.NETFrameworks
    • HadoopFrameworks
    • SparkFrameworks
    • Microsoft SQL ServerDatabases
    • MongoDBDatabases
    • Google AnalyticsAnalytics
    • MixpanelAnalytics
    • PendoAnalytics
    • AsanaManagement
    • ConfluenceManagement
    • JIRAManagement
    • SmartsheetManagement
    • WordpressCMS
    • HubSpotCRM
    • SalesforceCRM


We are located in the southwest corner of The Loop, right on the river! Just over the bridge from Union & Ogilvie and a few blocks from two L stops.

What are Affinitiv Perks + Benefits

Affinitiv Benefits Overview

Every employee is valued at Affinitiv and our employee's health and well‑being are important to us. We are proud to provide employees and their dependents with valuable and significant benefits. You and your family have unique needs, which is why Affinitiv offers a variety of benefit plans from which you may choose.

Volunteer in local community
Friends outside of work
Eat lunch together
Intracompany committees
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Open office floor plan
Dedicated Diversity/Inclusion Staff
Highly diverse management team
Affinitiv's C -Suite is 38% diverse including our CEO, Sid Nair. Affinitiv recently launched a Diversity charter & Inclusion council to celebrate our differences, drive business success & have fun!
Diversity manifesto
Someone's primary function is managing the company’s diversity and inclusion initiatives
Diversity Employee Resource Groups
The Affinitiv Diversity Council is BRIDGE: Building Real Inclusion via Deliberate Growth and Empathy.BRIDGE is a group of Affinitiv team members & leaders focused on diversity, equality & inclusion.
Hiring Practices that Promote Diversity
At Affinitiv, we celebrate diversity, equality, and an inclusive environment. Affinitiv is committed to providing an environment of mutual respect and where differences are celebrated.
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Wellness Programs
Onsite Gym
Retirement & Stock Options Benefits
401(K) Matching
Child Care & Parental Leave Benefits
Generous Parental Leave
Remote Work Program
Family Medical Leave
Vacation & Time Off Benefits
Generous PTO
Paid Volunteer Time
Paid Holidays
Perks & Discounts
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Some Meals Provided
Happy Hours
Professional Development Benefits
Job Training & Conferences
Diversity Program
Lunch and learns
Affinitiv hosts lunch "You Auto Know" seminars led by our CEO Scot about once a month.
Cross functional training encouraged
Promote from within
Customized development tracks

Additional Perks + Benefits

At Affinitiv, we embrace "work from here" culture, so wherever that might be we are open and flexible on work location arrangements during our core business hours of 8-5 CST.

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