Keith Underwood

Enterprise Account Executive | AI & SaaS Sales | Driving 38% YoY growth with generative AI solutions.

San Francisco1.7k followersOpen to work

Amazon

ex-Freshworks

ex-HoneyBook

I am an Enterprise Account Executive with 20 years of experience driving significant revenue growth. I excel at developing and executing global go-to-market strategies, particularly for AI solutions.
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I increased year-over-year growth by 38%, adding $42 million in revenue by launching generative AI ad solutions. I improved enterprise win rates from 25% to 46% by delivering AI demonstrations focused on client outcomes. I also reduced feature adoption time by 30% through structured feedback loops. My expertise lies in building strong relationships with C-level executives and leading cross-functional teams to scale AI adoption globally. I am passionate about empowering businesses with cutting-edge AI technology. Let me show you how I can drive similar results for your organization.

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GTM Index

AMAZONJOB
1. Sr. GTM (GTM) Sales Specia…
  5Y 7M
FRESHWORKSJOB
1. Enterprise Account Executive
  2Y 3M
HONEYBOOKJOB
1. Dir of Sales
  1Y 7M
2. Sales Mgr & Enterprise Acc…
  1Y
3. Enterprise Account Executive
  1Y 1M
LOCBOXJOB
1. Senior Account Executive,…
  1Y 3M
VALLEY YELLOW PAGESJOB
1. District Sales Mgr
  3Y 6M
2. Account Executive
  2Y 5M
HOME TRUST MORTGAGEJOB
1. Loan Officer
  1Y 11M
MASS CONNECTIONSJOB
1. Regional Mgr
  1Y

Job: Amazon — Sr. Go-to-Market (GTM) Sales Specialist · 2021-03 – present · 5y 5mo — As a GTM Specialist for Amazon Business Ads, I'm responsible for Sales Strategy, Demand Generation, supporting new product launches, educating sellers/advertisers on product capabilities and features, and keeping a pulse on advertisers/industry to provide feedback between product and sales. - Drove 38% YoY growth ($42M incremental revenue) by launching global GTM strategies for generative artificial intelligence video and image ad solutions - Increased enterprise win rate from 25% to 46% by delivering tailored AI demonstrations tied to advertiser performance metrics and business outcomes - Reduced feature adoption time 30% by building structured voice-of-customer feedback loops with Produc…
Job: Freshworks — Enterprise Account Executive · 2018-11 – 2021-02 · 2y 3mo — • Specialized in customer support and helpdesk software solutions for large organizations, focusing on building relationships with VP and C-level decision-makers. • Drove new logo acquisition and expansion revenue, ranking in the top 10% company-wide. • Earned Rookie of the Year recognition for outstanding performance and strategic market leadership.
Job: HoneyBook — Director of Sales · 2017-04 – 2018-11 · 1y 7mo — At HoneyBook, I was instrumental in shaping the sales strategy to meet ambitious revenue goals while nurturing key customer relationships. My role involved overseeing the entire sales cycle for Key Accounts, ensuring a focus on long-term value. Additionally, I led recruitment and training efforts, established sales targets, and reported performance metrics to senior management.
Job: HoneyBook — Sales Manager & Enterprise Account Executive · 2016-03 – 2017-03 · 1y — I successfully built and managed an inside sales team at HoneyBook, focusing on driving revenue and customer adoption. • Executed territory account coverage plans that aligned with company objectives and revenue targets. • Acted as a player-coach, fostering team development while addressing customer escalation issues effectively. • Gained valuable experience in leadership and strategic planning within a fast-paced startup environment.
Job: HoneyBook — Enterprise Account Executive · 2015-01 – 2016-02 · 1y 1mo — As an Enterprise Account Executive at HoneyBook, I successfully managed complex sales cycles, engaging with C-level executives and key stakeholders. My efforts led to closing the largest contract in company history and securing a national advertising agreement with Marriott International. I also set a new company record for monthly recurring revenue, showcasing my ability to drive significant business growth.
Job: LocBox — Senior Account Executive, SMB · 2013-09 – 2014-12 · 1y 3mo — (Acquired by Square) - Recruited for generating new business in a fast-paced startup environment focused on hyper growth by selling location-based marketing automation Saas solution to SMBs in various verticals. - Exceeded quota 10 of 12 months through high-velocity outbound prospecting and hunter mentality
Job: Valley Yellow Pages — District Sales Manager · 2010-02 – 2013-08 · 3y 6mo — Valley Yellow Pages is a lead generation marketing solution dedicated to help SMBs with new customer acquisition and increase company revenue.
Job: Valley Yellow Pages — Account Executive · 2007-08 – 2010-01 · 2y 5mo — Responsible for new logo acquisition from prospecting, nurturing and building new opportunity pipeline, in an assigned territory by selling advertising solutions to SMB key stakeholders; identify client needs, conduct sales presentations for decision makers, and create an advertising plan tailored to the business.
Job: Home Trust Mortgage — Loan Officer · 2005-09 – 2007-08 · 1y 11mo
Job: Mass Connections — Regional Manager · 2004-08 – 2005-08 · 1y
School: Auburn University — Bachelor of Arts - BA, Sociology
School: San Ramon Valley High

Skills

Go-to-Market StrategyEmerging TechnologiesEnterprise Technology SalesValue PropositionsComplex SalesRevenue GenerationCross SellingConsultative SellingSolution SellingDirect SalesOutside SalesCustomer RetentionMarket ResearchSales ProcessDigital MarketingArtificial Intelligence (AI)Account ManagementBusiness DevelopmentStrategic PlanningStrategy

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Keith Underwood

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