Jason Bowles

Enterprise Account Lead | AI Solutions @ SUPERWISE® AI | Helping clients trust and manage their AI in Production

Nashville Metropolitan Area3.3k followers

SUPERWISE® AIex-The NewYork Times Broadcast Group/ WREG-TV/.com

ex-Mastek

I lead enterprise sales at SUPERWISE, helping organizations adopt and scale AI with the right guardrails in place.
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I work with executives and technical teams to bring structure, visibility, and control to AI systems—ensuring they operate responsibly while still driving real business value. My approach is consultative and partnership-driven. I focus on understanding each client’s environment, aligning stakeholders, and navigating complex buying cycles—from early conversations through RFPs, pilots, and full-scale deployment. Internally, I collaborate closely with product and engineering to ensure what we deliver is practical, scalable, and aligned to real-world needs. At the core, I help organizations move faster with AI—without losing control.

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SUPERWISE® AIJOB
1. Senior Enterprise Sales Le…
  3Y 7M
SUCCESSIVE TECHNOLOGIESJOB
1. VP of Sales & Client Success
  1Y 2M
CLOUD DEVELOPMENT RESOURCESJOB
1. Dir of Sales
  1Y 4M
MASTEKJOB
1. Regional VP of Sales, Sout…
  2Y 6M
LOKIONJOB
1. Sr. BD Lead/Nashville
  2Y 10M
2. Dir of Client Services
  4Y 7M
ST. JUDE CHILDREN'S RESEARCH HOSPITALJOB
1. Senior Dir of Brand and Mk…
  3Y 4M
2. Dir of Interactive Strateg…
  2Y 1M
THE NEWYORK TIMES BROADCAST GROUP/ WREG-TV/.COMJOB
1. Dir of New Media
  5Y 7M
THE COMMERCIAL APPEAL/GOMEMPHIS.COMJOB
1. Account Executive
  2Y

Job: SUPERWISE® AI — Senior Enterprise Sales Lead & GTM Strategist | Helping clients managed AI in production · 2023-01 – present — Senior enterprise sales leader at Superwise AI — reporting to the CEO, driving. I lead GTM strategy for our AI observability and governance platform, running complex C-suite sales cycles and building the repeatable motions that scale an early-stage sales org. From landing new logos to expanding accounts through embedded AI agents, I operate at the intersection of executive relationship management and hands-on execution.
Job: The NewYork Times Broadcast Group/ WREG-TV/.com — Director of New Media · 2000-01 – 2005-08 — *Developed and trained the first integrated digital sales team for the CBS affiliate WREG-TV/WREG.com, which was the home office of The New York Times Broadcast Group *Implemented a new bonus structure that allowed the traditional sales team and new media sales team to work collaboratively and achieve revenue goals *Created revenue models through a partnership with WorldNow, which was the news website's content management partner
Job: Mastek — Regional VP of Sales, Southeast · 2017-12 – 2020-06 — Mastek's goal is to deliver winning experiences across the enterprise for each of our partners. As Director of Sales, my job is to lead the voice of Mastek to grow revenue, cultivate loyalty and create memories. Mastek's core service line includes:  Digital Strategy  Commerce Transformation  Platform Development  Data & Analytics  Automation Key Leadership Skills: Cross-team leadership Sales-cycle leadership Contract negotiations Client relations and retention Multi-Million dollar sales leader Website URL: https://www.mastek.com/us/ ------- Committed to our Customer's Success ------- Actuant, Aetna, American Health Association, American Medical Association, Ascena Group, Destinat…
Job: Cloud Development Resources — Director of Sales · 2020-06 – 2021-10 — Cloud Development Resources is a software development and IT solutions provider that delivers OutSystems Applications Development, Software Project Development (Enterprise-grade Systems, Multi-platform Mobile Applications, Full-scale Web Systems), Resource Augmentation, and Maintenance and Support.
Job: St. Jude Children's Research Hospital — Director of Interactive Strategy and Promotions (ALSAC) · 2010-06 – 2012-07 — *Managed a driven team of digital marketing experts (SEO, social media, email, digital content writers, analytic experts) whose goal was to collaborate with internal ALSAC fundraising departments to grow St. Jude's digital marketing footprint and online fundraising dollars *Led the implementation of ALSAC's email service provider (ESP) solution from a legacy system to Exact Target, helping its reputation and process, as well as increasing its email marketing fundraising dollars *Charted a course and grew online fundraising to 10% of overall annual fundraising dollars in two years
Job: Successive Technologies — VP of Sales & Client Success · 2021-11 – 2023-01 — VP of Sales, North America at Successive Technologies — owning regional revenue, building the sales engine, and scaling enterprise accounts. Grew a $500M+ client into a $1M+ annual relationship, established co-sell motions with BigCommerce, Adobe, and AWS, and built the pipeline and forecast discipline the org adopted company-wide. Equal parts strategist and executor.
Job: St. Jude Children's Research Hospital — Senior Director of Brand and Marketing Strategy (ALSAC) · 2010-08 – 2013-12 — Built a world-class brand and marketing group, that partnered with internal business units, within ALSAC/St. Jude by working with a leadership team and C-level executives. *Developed and implemented a plan, including new processes, that merged internal personnel, internal groups and new hires, to form the Brand Strategy Group (Integrated Marketing Teams) *Fostered a better marketing approach centered around research-driven brand/marketing strategies and worked closely with internal SME teams to implement and measure the strategies set forth *Provided brand guidance and integrated marketing strategies to all nationwide ALSAC/St. Jude events, helping raise annual fundraising dollars of a…
Job: Lokion — Director of Client Services · 2005-01 – 2009-08 — *Managed, maintained and grew a book of business with new and existing clients for Lokion's enterprise commerce implementation practice (ATG/Oracle Commerce) *Led, closed and managed Lokion's first million dollar account (C Spire) *Established and implemented a model (smart proposals, robust CRM management, better project communication plans and project post mortems) to help the sales team build long-term relationships with all clients, ranging from small firms to Fortune 100/500 companies
Job: Lokion — Sr. Business Development Lead/Nashville · 2013-12 – 2016-10 — Lokion is a full service software development firm offering enterprise strategy and development support for mid-level to Fortune 500 companies. *Expanded the Lokion brand in the Southeast, specifically Nashville, TN, by engaging Lokion in various marketing sponsorships including my involvement with the Nashville Technology Council *Work with a team to help grow its annual sales budget for Lokion's Governance, Risk and Compliance strategy and implementation practice as well as its Enterprise Commerce practice (Archer RSA/Oracle Commerce) *Assisted in the development and branding of its "Digital Mapping" product marketing strategy http://www.aegirmaps.com
Job: The Commercial Appeal/Gomemphis.com — Account Executive · 1998-01 – 2000-01 — *Joined the first sales and marketing team for Gomemphis.com, which was the Commercial Appeal's first online version of the leading local paper in Memphis, TN *Increased online revenue separate from the off-line traditional print paper revenue by 10% in the second year *Built the paper's first online vertical revenue stream through creative campaigns and partnership with companies like Monster.com and Legacy.com, which were newcomers at the time
School: Southern Illinois University, Carbondale — Bachelor of Arts (BA), Political Science and Government

Skills

Sales NavigatorSaaS SalesEnterprise Software SalesConsultative SellingCustomer AcquisitionSales StrategyVice PresidentsSales ProcessesEstablishing RelationshipsSales GrowthSolution SellingSales ExecutionStrategy ImplementationE-CommerceOmni-Channel MarketingSoftware as a Service (SaaS)Artificial Intelligence (AI)Customer SuccessLeading transformational changeHealthcare Information Technology (HIT)

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Jason Bowles

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