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Aaron GrossmanAG
Looking for a job

Aaron Grossman

@aarongrossman

I build fintech sales engines, enterprise pipelines, and strategic partner ecosystems.

United States
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What I'm looking for

I'm looking for a technology or financial services sales role where I can lead a small team as a player-coach or build strategic partnerships and alliances. I want hands-on builder work where financial-services domain knowledge and relationships drive growth.

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

AviaryAI (YC S22) logoAS

Sales & GTM Founder

Jul 2025 - Jul 2026 (1 year)

• 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

Arkatechture logoAR

Vice President of Sales

Apr 2025 - Jul 2025 (3 months)

• 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.

Trellance logoTR

Vice President of Sales

Feb 2022 - Apr 2025 (3 years 2 months)

• 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.

TruStage logoTR

National Sales Executive

Mar 2018 - Feb 2022 (3 years 11 months)

• 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.

Oracle logoOR

Sales Executive

May 2017 - Mar 2018 (10 months)

• 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.

IBM logoIB

Enterprise Account Executive

Jul 2013 - Sep 2016 (3 years 2 months)

• 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.

Convergenz logoCO

Senior Account Executive

Nov 2010 - Dec 2011 (1 year 1 month)

Worked as Senior Account Executive at Convergenz.

Insight Global logoIG

Account Manager

Jul 2008 - Sep 2010 (2 years 2 months)

Worked as Account Manager at Insight Global.

Education

Degrees, certifications, and relevant coursework

UV

University of Virginia

UV

University of Virginia

Bachelors, Sociology, Architecture

2004 - 2008

University of Virginia logoUV

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

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