Skip to main content
Matt Goldstein

Matt Goldstein

GTM & Enterprise Account Executive | $10M+ Revenue Generated or Influenced | $250K Largest Deal | Full-Cycle B2B Sales | SaaS, Media, HR Tech, and Dental Tech

Talent
ChicagoMember since August 20, 2026
ProspectingPipeline GenerationConsultative SellingDiscoveryNegotiationAccount ExpansionHubSpotOutreach
·

Hire this person

Send a job offer directly to this candidate

ProspectingPipeline GenerationConsultative SellingDiscoveryNegotiation

About

Enterprise Account Executive and business growth leader with 15+ years of experience across B2B SaaS, demand generation, MarTech, digital media, healthcare, and dental practice operations. Generated and influenced more than $10M in revenue while carrying quotas up to $1.25M, with an average deal size of $45K and a largest closed deal of $250K.

Proven full-cycle hunter with deep experience building self-sourced pipeline, leading complex discovery, engaging executive buyers, navigating multi-stakeholder sales cycles, and winning competitive enterprise opportunities. Brings additional hands-on experience managing orthodontic practice operations, patient experience, marketing, referral development, insurance workflows, scheduling, technology adoption, and community growth.

This combination gives me a broader commercial perspective than a traditional AE. I understand both the seller and customer side of the equation, from revenue strategy and executive decision-making to the operational realities buyers face after the sale. Known for curiosity, integrity, strong relationship-building, and disciplined follow-through.

Seeking an Enterprise AE, Strategic AE, or business development role where sales experience, operational insight, and customer empathy create measurable growth.

Experience

Business Operations & Growth Manager at JAWZ Orthodontics (2026-01 – Present)

Lead business development, patient acquisition, and referral-growth initiatives for a growing healthcare practice.

  • Support new-patient growth through referral development, community outreach, patient communication, and local market visibility.
  • Work inside the daily workflows dental and orthodontic vendors sell into, including scheduling, CRM/SMS communication, insurance coordination, patient conversion, and referral follow-up.
  • Partner across front-office, clinical, and patient-facing workflows to improve experience, reduce friction, and support practice growth.
  • Build relationships with referring dental offices and community partners to increase awareness and create new patient opportunities.
  • Gained firsthand understanding of how dental/orthodontic practices evaluate technology, manage staff adoption, handle parent objections, and protect chair time.

Enterprise Account Executive / Account Director at DemandWorks Media (2025-03 – 2025-09)

Managed strategic B2B demand generation programs for enterprise technology, SaaS, and media clients.

  • Managed full-cycle client engagements spanning discovery, solution alignment, renewal, and expansion, consistently driving account growth and long-term retention across the enterprise portfolio.
  • Cultivated executive-level relationships with key stakeholders to uncover upsell opportunities and significantly increase long-term account value across a portfolio of enterprise clients.
  • Leveraged consultative selling techniques to align campaign strategies with client pipeline goals, resulting in measurable improvements to revenue outcomes and client satisfaction across managed accounts.

Enterprise Account Executive / Sr. Sales Director at Eventible (2024-08 – 2025-01)

Owned a $700K annual sales quota selling event intelligence and data-driven marketing solutions.

  • Secured 20+ qualified enterprise meetings across 150+ targeted accounts through strategic outbound prospecting, building a robust pipeline that directly supported revenue growth.
  • Increased annual revenue by 25% through improved account targeting, sales execution, and buyer engagement.
  • Improved renewal performance by 30% by strengthening customer relationships and aligning solutions to business goals.
  • Accelerated sales cycle time by 15% and improved conversion rates by 10% by refining qualification processes, tightening follow-up cadences, and aligning buyer conversations to key decision criteria.

Enterprise Account Executive /Senior Account Director at CONTENTgine (2023-11 – 2024-07)

Sold demand generation, content syndication, and intent-based marketing solutions to enterprise B2B clients.

  • Achieved 118% quota attainment against a $1M annual revenue target.
  • Increased portfolio revenue by 25% across 15+ strategic accounts through expansion, renewal, and upsell opportunities.
  • Accelerated deal velocity by 20% by restructuring discovery calls to surface buyer priorities faster, implementing disciplined follow-up cadences, and aligning proposals directly to each client's measurable business outcomes.
  • Improved client retention by 15% by conducting structured quarterly business reviews, proactively addressing performance gaps, and consistently delivering campaign outcomes tied to each client's core business objectives.

Director of Business Development at Inbox Insight (2022-01 – 2023-01)

Led and coached a team of eight BDRs supporting a $1M annual revenue objective.

  • Increased lead generation volume by 25% through stronger outbound process, coaching, and accountability. Improved conversion rates by 35% by refining messaging, qualification standards, and sales handoff processes.
  • Increased MQL-to-SQL conversion by 30% through structured pipeline management and performance tracking.
  • Designed and implemented scalable sales frameworks, coaching programs, and repeatable prospecting systems that standardized team performance and supported sustained pipeline growth across the business development function.

Sr. Account Executive / Sr. Account Director at Inbox Insight (2019-11 – 2022-01)

Managed enterprise client relationships supporting a $1M annual revenue target.

  • Increased client pipeline creation by 40% through consultative campaign strategy and account growth initiatives.
  • Increased repeat revenue by 20% by developing trusted client relationships and identifying expansion opportunities.
  • Drove personal quota attainment that supported 110% team quota achievement through disciplined account management and consistent revenue execution.
  • Cultivated executive-level client relationships that directly supported client retention and long-term account growth across a portfolio of key accounts.

Sales & Revenue Operations Consultant at ABR Industries (2019-01 – 2019-11)

Built scalable sales infrastructure, HubSpot workflows, reporting processes, and sales enablement systems.

  • Improved workflow efficiency and productivity by 18% through CRM optimization and operational improvements.
  • Architected sales process frameworks, reporting strategies, and pipeline visibility tools that equipped leadership with actionable insights to drive revenue decisions.

Enterprise Account Executive /Senior Account Director at DemandWorks Media (2015-03 – 2018-12)

Managed a $1.25M annual quota selling B2B media and demand generation solutions.

  • Drove full sales cycles across prospecting, discovery, proposal, negotiation, and close, consistently advancing opportunities through to account expansion and recurring revenue growth.
  • Negotiated and closed contracts valued up to $250K, managing a pipeline of enterprise opportunities while maintaining strong win rates and consistent quota attainment.
  • Led consultative sales presentations and executive-level business reviews with enterprise clients, strengthening relationships and accelerating deal progression through the sales cycle.
  • Built and nurtured long-term enterprise client relationships that significantly contributed to account retention, upsell expansion, and sustained recurring revenue growth across the portfolio.

Education

Bachelor of Arts – University of Iowa

Skills

GTM & Enterprise Account Executive$10M+ Revenue Generated or Influenced$250K Largest DealFull-Cycle B2B SalesSaaSMediaHR Techand Dental Tech

Reviews

Related