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Dylan Sharpe

@dylansharpe

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Account Executive driving full-cycle SaaS growth through net-new and land-and-expand.

United States

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What I'm looking for

I’m looking for a high-growth SaaS team where I can own full-cycle net-new and expansion, use a disciplined consultative discovery process, and partner tightly with Customer Success to drive measurable time-to-value and retention.

I’m an Account Executive with 7+ years of B2B SaaS experience across full-cycle net new acquisition and account expansion. I’ve consistently demonstrated quota attainment, including finishing in the top 20% at WeTravel with a $400K annual quota in an environment where only 38% of reps hit target.

I run consultative, discovery-first sales motions with sustained 28-45% close rates on qualified opportunities across multi-stakeholder, multi-month cycles averaging $25K ACV. I’ve owned 30-50 active accounts and delivered tailored SaaS demos that map directly to buyer workflows, improving conversion—at WeTravel, 40%+ of demos converted to closed deals.

Across recent roles, I’ve partnered cross-functionally to improve pipeline quality, forecast accuracy, and time-to-value—exceeding monthly revenue targets while maintaining disciplined pipeline hygiene in Close CRM. I’m focused on mid-market and SMB growth at high-growth SaaS companies where I can combine value-based selling, MEDDIC-style qualification, and tight collaboration with Customer Success for measurable customer outcomes.

Experience

Work history, roles, and key accomplishments

Current

Account Executive

Current

Assistant Launch

Jan 2026 - Present (3 months)

Exceeded monthly revenue targets by running full-cycle inbound and outbound sales, converting qualified leads with a 35%+ appointment-to-close rate using a discovery-first process. Managed 25+ active opportunities in Close CRM, maintained 3x pipeline coverage with accurate forecasting, and partnered with the CEO on GTM strategy and onboarding handoff.

Full cycle Sales Discovery First Selling Contract Negotiation Lead Qualification Sales Forecasting

Account Executive

Freedom Academy

Jun 2024 - Dec 2025 (1 year 6 months)

Generated $70K+ in peak monthly closed revenue and contributed to over $1.2M in team ARR, ranking in the top 10% of producers across inbound and warm outbound channels. Maintained 28–45% close rates on qualified pipeline, reduced average sales cycle by 20% by tightening ICP criteria (cutting unqualified pipeline 30%), and led full-cycle deals across 15–20 active opportunities.

Account Management Full cycle Sales Objection Handling Sales Forecasting Contract Negotiation

Account Executive

WeTravel

May 2023 - Jun 2024 (1 year 1 month)

Carried a $400K annual quota with a $25K average ACV, finishing in the top 20% of a team where only 38% of reps hit target and achieving 110%+ attainment during peak scale (3,000 to 5,000 customers; 300% transaction volume growth). Owned full-cycle sales across 30–40 concurrent accounts, maintained a 60-day average sales cycle, converted 40%+ of operator-specific demos into closed deals, and drove

Full cycle Sales Account Expansion MEDDIC Forecasting Customer Success