
Aaron Grossman
@aarongrossman
I build fintech sales engines, enterprise pipelines, and strategic partner ecosystems.
What I'm looking for
I built AviaryAI's sales function from zero, growing qualified pipeline from $250K to $3M and establishing a seven-partner referral and reseller ecosystem for an AI platform serving financial institutions.
Previously, I led national sales at Trellance, managing a $25M+ quota and $55M+ pipeline, and built a $6M ARR professional services business at TruStage. I bring deep financial-services GTM experience across direct sales, small-team leadership, and alliances with Microsoft, AWS, Databricks, and Snowflake.
Experience
Work history, roles, and key accomplishments
• Recruited by my former President at Trustage to co-found AviaryAI, a startup focused on AI and financial services, as part of a dynamic team of five.
• Designed and executed the entire sales function, growing the qualified pipeline from $250K to $3M.
• Established a robust 7-partner referral and reseller ecosystem to enhance sales outreach and collaboration.
• Selected and implemented the
Sales & GTM Founder
AviaryAI
Jul 2025 - Jul 2026 (1 year)
Recruited by former President to co-found AviaryAI, a Y Combinator-backed AI voice platform for financial institutions. Designed and executed the entire sales function, growing qualified pipeline from $250K to $3M and building a 7-partner referral network.
• Recruited by executive leadership to lead a $12M revenue portfolio during a pivotal company rebrand.
• Coached and developed a high-performing 6-person sales team while spearheading strategic enterprise deals.
• Drove alignment between sales strategies and company objectives to enhance overall performance.
• Recruited by the CSO to revitalize the national sales function following organizational turnover, leading a 12-person commercial team.
• Standardized sales processes, forecasting, and go-to-market strategies for enhanced operational efficiency.
• Managed a $25M+ annual quota and a $55M+ enterprise pipeline across Microsoft Cloud Services and SaaS analytics.
• Developed a professional services business from the ground up, achieving $6M ARR in the credit union market.
• Spearheaded the go-to-market strategy for a new analytics offering, resulting in 125% year-over-year revenue growth.
• Collaborated with cross-functional teams to establish a national program, enhancing service delivery and client engagement.
• Drove net-new enterprise business development across the TOLA region for HCM and financial analytics solutions.
• Cultivated strong relationships with strategic implementation partners to enhance collaboration and drive sales.
• Leveraged industry knowledge to identify market opportunities and tailor solutions to meet client needs.
• Exceeded a $15M annual new-business quota for three consecutive years, achieving an average deal size of over $2.5M.
• Developed go-to-market strategies for new verticals, fostering trusted relationships with sales and consulting teams.
• Focused on strategic sectors such as Financial Services, Life Sciences and Healthcare to drive business growth.
Worked as Business Development at Northrop Grumman Information Systems.
Worked as Senior Account Executive at Convergenz.
Worked as Account Manager at Insight Global.
Education
Degrees, certifications, and relevant coursework
University of Virginia
University of Virginia
Bachelors, Sociology, Architecture
2004 - 2008
University of Virginia
Bachelor's, Sociology, Architecture
2004 - 2008
Pursued a Bachelor's degree with a focus on Sociology and Architecture.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Salary expectations
Job categories
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