Open to opportunities

Matthew Bennett

@matthewbennett

Message

I build enterprise revenue through full-cycle SaaS sales, executive relationships, and disciplined pipeline execution.

United States

Message

What I'm looking for

I'm looking for a high-autonomy sales environment where I can own enterprise revenue, build executive relationships, develop pipeline, and drive retention and expansion.

I've built revenue from zero at WealthCode, generating $130K+ ARR in my first year and acquiring 63 net-new clients through outbound sales.

At Northwestern Mutual, I generated $1M+ in new revenue across a 200+ account portfolio and was promoted to Director of Growth & Development. I recruited, coached, and performance-managed seven advisors while building a top-five performing team in Indiana.

At Litera Microsystems, I owned a greenfield Midwest territory selling legal technology SaaS to Am Law 200 and regional law firms. I exceeded quota for three consecutive years, reaching 120% of a $1M quota in 2019 while managing full enterprise sales cycles averaging $85K+ per deal.

I thrive in high-autonomy environments where executive relationships, structured outbound, accurate forecasting, and account expansion drive durable revenue growth.

Experience

Work history, roles, and key accomplishments

Current

Founder & CEO

Current

WealthCode

Feb 2025 - Present (1 year 6 months)

Built and scaled a high-touch client services firm from zero, operating with enterprise sales discipline across the full revenue lifecycle. Generated $130K+ ARR in year one and acquired 63 net-new clients through cold outreach.

Enterprise Sales Outbound Prospecting Pipeline Management Account Management GTM Strategy Territory Planning

Financial Advisor / Director of Growth

Northwestern Mutual

Oct 2020 - Feb 2025 (4 years 4 months)

Owned complex consultative sales cycles across a portfolio of 200+ accounts. Promoted to Director of Growth to lead, coach, and manage a team of advisors, generating $1M+ in new revenue.

Consultative Selling Relationship Management Team Leadership Coaching Pipeline Reviews Performance Management Revenue Growth Account Management Retention

Regional Account Manager

Latch

Feb 2020 - Apr 2020 (2 months)

Developed pipeline with multifamily developers and property operators for an enterprise access management SaaS platform. Managed regional pipeline and executive-level conversations across the Midwest.

Pipeline Development Enterprise Sales SaaS Relationship Management Territory Management

Enterprise Account Executive

Litera Microsystems

Jun 2016 - Jan 2020 (3 years 7 months)

Owned a greenfield Midwest territory selling enterprise SaaS into Am Law 200 and regional law firms. Consistently exceeded quota, achieving 120% of $1M quota in 2019 and 107% of $850K in 2018.