Regional VP of Sales, Midwest
At a glance
Leadership Sales Leadership role at Ask Locala. Chicago.
In listing
Growth Roles summary, based on the employer's posting.
What you'll do
- Lead, coach, and develop three sellers toward regional revenue goals
- Find high-growth targets, create win plans, and open strategic conversations with valuable prospects
- Keep Salesforce pipeline records accurate while forecasting against quarterly and annual targets
- Build senior relationships across Midwest agencies, brands, clients, partners, and stakeholders
- Work with marketing, client success, operations, and product on market opportunities and go-to-market strategy
What you bring
- At least eight years in AdTech or digital advertising, including senior sales or regional management success
- Chicago residence, plus willingness to travel as needed for roughly fifteen percent of the role
- Strong command of programmatic, digital media, data, measurement, or advertising technology
- Deep Midwest media-agency knowledge, especially in Chicago, with established Tier 1 and Tier 2 relationships
- Evidence of closing complex strategic deals, retaining clients, expanding accounts, and meeting revenue targets
Who this fits
You’ll suit this role if you can operate as a player-coach: selling personally while developing a regional team. It calls for a Chicago-based leader with Midwest agency and brand relationships, senior client access, and comfort presenting to clients and leadership. Travel is expected as needed, at approximately fifteen percent.
From the employer
Locala is hiring a Regional VP of Sales, Midwest. If you are a strategic sales leader who thrives in a fast-moving, entrepreneurial environment and wants to help shape the future of omnichannel advertising, we’d love to hear from you!
Locala is the world’s leading commerce media platform, leveraging consumer insights and location data to increase brand awareness, drive consumers to store, and deliver smarter business outcomes. Our proprietary technology enables local advertising and insights at scale, all while meeting the highest user privacy standards in the industry.
About the Role:
We are looking for a motivated and strategic Regional Vice President of Sales to join our growing AdTech organization. This role is ideal for a high-performing seller ready to take the next step into leadership or someone already leading a regional team. This can include first-time managers who are passionate about coaching, building relationships, and driving revenue growth.
The RVP of Sales will serve as a player/coach, leading by example, managing and developing a team focused on driving new business opportunities, growing strategic accounts, and helping brands and agencies leverage our intelligence platform. This individual should bring a strong hunter mentality, balanced with the ability to foster long-term partnerships and mentor top-performing talent.
You must be based in Chicago for this role.
Your background:
Based in Chicago, with the requirement of travel as needed (approx. 15%)
8+ years of experience in Ad Tech/Digital Advertising, with a proven track record in senior sales or regional management
Strong understanding of programmatic, digital media, data, measurement, or advertising technology
Deep understanding of the media agency landscape in Midwest, particularly in the Chicago market
Strong existing relationships with key decision-makers at media agencies and brands (Tier 1 & Tier 2)
Demonstrated ability to open doors and initiate strategic conversations with high-value prospects
Proven success in closing complex, strategic deals and building long-term client partnerships
Proven track record of meeting or exceeding revenue targets
Excellent communication, presentation, and relationship-building skills
Key Qualities:
Strategic thinker with strong problem-solving skills
Resilient and adaptable in a fast-moving and evolving industry
Collaborative leader with a team-first mindset with low ego; shares best practices and supports colleagues and team
Solution-oriented with a consultative approach to client challenges
Strong communicator comfortable presenting to internal leadership and external clients
Detail-oriented with strong follow-through and organizational skills
Market Curiosity - Stays up to date on industry trends and market perspective that build client credibility. Shares market intelligence to help inform team
Responsibilities
Lead, mentor, and develop a team of (3) sellers to exceed revenue goals
Identify high growth targets & develop and execute plans to win accounts
Report weekly on regional performance, wins, challenges, and growth opportunities to VP of West/Central
Forecast revenue accurately and manage sales performance against quarterly and annual targets
Salesforce reflects an accurate, well-documented pipeline that doesn't surprise leadership
Build and maintain senior-level relationships with clients, partners, and key stakeholders in Midwest market
Collaborate cross-functionally with marketing, client success, operations, and product
Identify new market opportunities and proactively contribute to overall GTM strategy
Participate in client meetings, industry events, and presentations
Foster a positive, collaborative, and high-performance team culture
Provide market feedback to upper management
Perform quarterly business and account reviews
Cultivate and expand relationships with key decision-makers
Drive client retention and expansion efforts, maximizing revenue from existing accounts
Why Join Us
Independently owned and management-run
Profitable for multiple consecutive years
Proprietary, differentiated technology stack
Strong employee tenure and collaborative culture
Significant upside and growth opportunity
Ability to influence strategy and shape the future of the business
In addition to an engaging company culture, a remote-first work environment and training & development, future Localers can expect a competitive benefits package that includes:
Medical, Dental & Vision Insurance - 100% paid for the employee-only, 80% for dependents
401k with Company Match
Paid Parental Leave
Paid Vacation, Sick Time & Holidays
Salary range for this role is $150-175K, with a competitive compensation package
Note: Actual compensation will vary depending on a candidate’s location, qualifications, and experience. We review our compensation data regularly to ensure we remain competitive.
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