Executive Leader / Revenue Driver / GTM Strategist / SaaS & Fintech Sales /Sales Leader
Executive Leader / Revenue Driver / GTM Strategist / SaaS & Fintech Sales /Sales Leader

Aaron L. Dils

Executive Leader / Revenue Driver / GTM Strategist / SaaS & Fintech Sales

aarondils@yahoo.com
623.695.9804

Executive Leadership Summary

I am a passionate, results-driven sales leader with extensive experienced driving high-impact growth in fintech, SaaS, and payment solutions. I specialize in building top-performing teams, creating scalable go-to-market strategies, and leading enterprise partnerships that consistently exceed revenue goals and passionate about transforming challenges into strategic opportunities for long term success. I have a strong professional curiosity and focus on improving operational processes and sales tactics by prioritizing facts and data over opinions when making decisions.

My leadership approach is situational and typically embodies a servant, coaching, transformational, or visionary style but is always rooted in clarity, collaboration, and long-term success.

Executive Sales Leadership Experience

REPAY

FinTech/SaaS/Payments

SVP, Sales/Vertical Leader & GM – Credit Unions & Banks
April 2020 to June 2025

Led the development and execution of the strategic Go-to-Market (GTM) plans for market entry of the Credit Union Vertical, growing the team from including a team of 10 direct reports, established revenue acceleration strategies, initiated market expansion, gathered market intelligence, defined the value proposition and client success management strategy with a focus on the client journey.

  • Functioned as the General Manager of the vertical achieving 20%+ YOY growth, achieved a vertical market penetration of 10% a
    client churn rate under 5% and a reduction of 36% (5.5 months) in the average sales cycle length.

  • Directed B2B sales initiatives generating $100M+ annually while cultivating a culture focused on results and reinforcing C-suite engagement.

  • • Developed and authored a comprehensive sales playbook outlining best practices, prospecting strategies, value propositions, objection handling, competition analysis, strengths and weaknesses, and deal-closing techniques to ensure consistent training and go-to-market delivery of a SaaS platform, results included improved Sales performance, shorter ramp-up time for new hires, and increased win rates by 18% across the team.

  • Secured multiple $1M+ contracts with top financial institutions and established four new integration partnerships per year, resulting in an accelerated Annual Recurring Revenue (ARR) growth of the portfolio by 143% and a strategic account management practice.

  • Created, recruited, and led the customer success team, along with the sales and partner management teams for the vertical resulting in a 20% reduction of client churn rate in the portfolio and a scalable model for company-wide use.

  • Leveraged data for making decisions to identify market trends, optimize go-to-market strategies, and drive measurable improvements in customer acquisition, retention, and revenue growth.

  • Aligned cross-functional teams to boost client retention and net revenue, consistently exceeding targets with over 30% YOY growth.

  • Implemented MEDDIC/MEDDPIC certification and sales practices to improve pipeline generation, enhance forecasting accuracy, align long-term strategic business objectives, and support scalable revenue growth.

BillingTree (acquired by REPAY)

FinTech/SaaS/Payments

Financial Services Vertical Leader,
Credit Unions & Banks
May 2019 to April 2020

  • Orchestrated strategic initiatives for the credit union and banking segments, increasing market penetration and deepening C-suite relationships.

  • Cultivated and managed high-value client relationships across financial services, improving net revenue retention through targeted sales strategies.

  • Collaborated with cross-functional teams to develop industry-specific solutions that enhanced product-market fit and brand positioning.

  • Leveraged data for making decisions to identify market trends, optimize go-to-market strategies, and drive measurable improvements in customer acquisition, retention, and revenue growth.

  • Developed targeted solutions to meet industry-specific needs.

  • Played a key role in driving company growth by exceeding revenue targets through strategic pipeline development.

  • Supported product alignment with evolving client needs, resulting in improved client satisfaction and retention.

Education

Central Michigan University
BS Business Administration, Major Marketing

MEDDIC Academy
MEDDPICC Certified

Global Payments Inc

Fintech/Payment Processor/Integrated ISVs & VARs/Agent Bank Program

Sr. Sales Manager, OPENEDGE
August 2015 to May 2019

Led multiple internal sales teams totaling 45 individuals, working with integrated partners for B2B sales in the Retail and eCommerce payments space focusing on the Medical, Automotive and Hospitality verticals. Developed high-performing sales executives working with multiple ISVs to drive the implementation of sales strategies for each integrated partner to meet and exceed the revenue goals of the company. Established sales performance metrics, provided training for exceeding performance metrics, coaching around lead generation and sales forecasting, guidance around SaaS sales techniques, as well as mentoring sales executives for succession planning. Evaluated the sales performance of everyone and the teams with daily KPI management resources to increase gross profit margins.

Sr. Sales Manager, Integrated Solutions VAR
June 2014 to July 2015

Directed and developed a team of 8 key B2B sales executives of the enterprise sales team working with multiple ISVs to drive revenue through tailored go-to-market plans for each integrated partner, focused on Level II and Level III processing needs of large clients in the B2B environment. Provided guidance on pipeline generation and pipeline management, including education on proper margin calculations for quota attainment as well as sales methodologies with specific sales techniques to improve close ratios and the sales cycle.

Sr. Sales Manager, Comerica Merchant Services
January 2010 to June 2014

Managed the merchant sales functions of a joint venture between Comerica Bank and Global Payment, Inc. Led a team of 37 individuals including multiple B2B sales managers of internal and external sales teams as well as enterprise sales executives leveraging several platforms and integrations while focusing on Retail and eCommerce clients within verticals ranging from automotive dealers to medical practices, to restaurants and golf courses, to manufacturers and facilities. Coached team member on the competitive environment with competitor analysis, partner collaboration, stakeholder management and pipeline generation to establish a results-driven culture.

"Strategy without execution is hallucination."

- Thomas Edison



“A pessimist sees the difficulty in every opportunity;
an optimist sees the opportunity in every difficulty."

- Winston Churchill