Financial technology
10 Plaid sales leaders
These ten people have led sales, revenue and go-to-market teams at Plaid, from its chief revenue officer to heads of enterprise, fintech, SMB and regional teams. A reader can learn how Plaid organizes its selling to different customer segments and how its deals with fintechs, banks and enterprises come together.
Professionals to explore
01—10Ashley Woodroffe
LinkedInExperience: Head of GTM Canada · Plaid
Head of GTM Canada at Plaid since January 2025, after serving there as Account Executive, Banking and Wealth (2023–2025) and in Partnerships, Financial Institutions (2021–2023). Prior roles include Head of Financial Institutions Sales (Canada US) at Scotiabank (2018–2021), and the profile mentions leading a sales team with a portfolio of $100MM+ in revenue.
Chris Pearce
LinkedInExperience: Chief Revenue Officer · Plaid
Chief Revenue Officer at Plaid since July 2026, a role the profile lists in the sales department at C-level, after serving as Head of Enterprise at Plaid (2023–2026). Prior roles include Senior Vice President of Sales at Tableau, part of Salesforce (2022–2023), and Area Vice President of Sales, AMER Commercial at Tableau (2020–2022).
Dan Haynam
LinkedInExperience: Head of Enterprise Sales · Plaid
Head of Enterprise Sales at Plaid since September 2022, after serving there as Enterprise Sales Leader Western US (2021–2022) and Enterprise Account Executive (2018–2021). The profile mentions building strategic partnerships with Fortune 500 accounts across financial services, retail, telecommunications and hospitality.
Jenna Goldman
LinkedInExperience: Head of Commercial & New Business · Plaid
Head of Commercial & New Business at Plaid since January 2025, a role the profile lists in the sales department at head level, after serving as Head of Commercial there (2024–2025) and in a Commercial role (2020–2024). Prior roles include Dir., Platform Partnerships at Oracle (2017–2020).
Kathleen McGuirk
LinkedInExperience: Head of AI GTM · Plaid
Head of AI GTM at Plaid since May 2026, a role the profile describes as leading Plaid's AI go-to-market, owning sales, partnerships, strategy and execution with AI companies. Earlier Plaid roles include AI GTM Lead (2025–2026), New & Specialized Product Sales Leader (2024–2025) and Commercial Lead (2021–2024).
Michael Carpenter
LinkedInExperience: Head of Revenue, Banking & Wealth · Plaid
Former Head of Revenue, Banking & Wealth at Plaid (2023–2024), alongside a Head of Revenue, SMB role there (2022–2024). SVP, Sales at Fin since October 2024, leading its global sales organization, with an earlier role as Area Vice President, Worldwide Head of SMB Sales at Tableau (2021–2022).
Mollie Curran
LinkedInExperience: Head of GTM, Europe (GM Vibez) · Plaid
Head of GTM, Europe at Plaid since February 2025, a role the profile describes as leading sales, account management, marketing, client engineering and support teams to exceed revenue goals. Other Plaid roles include GTM lead - Payments (2023–2025), Product Marketing (2021–2023) and Enterprise Growth (2020–2021).
Reese Dandawate
LinkedInExperience: Head of Sales, SMB · Plaid
Head of Revenue, SMB at Plaid since January 2026, after serving there as Head of Sales, SMB (2025–2026) and Head of Sales, New Business (2022–2024). The profile describes a revenue leader who has launched products from 0-1, turned around underperforming teams and scaled initiatives into sales motions.
Tracy Meng
LinkedInExperience: Head of Revenue, Fintech Crypto & SMB · Plaid
Head of Revenue, Fintech Crypto & SMB at Plaid since October 2024, after serving as Head of Revenue, Fintech & Crypto there (2023–2024). The profile describes leading Plaid's Fintech/Crypto and SMB revenue teams of 70+ account executives and account managers. Prior roles include VP, Global Partnerships & Partner Engineering at Checkout.com (2021–2023).
Xander O'Han
LinkedInExperience: Head of Sales - Fintech · Plaid
Head of Sales - Fintech at Plaid since January 2023, after serving there as Sales Leader - Enterprise West (2022) and in Enterprise Accounts (2018–2022). The profile describes a sales executive whose expertise includes sales leadership, enterprise sales, fintech, SaaS, account management and sales process optimization.
Choose the right perspective
Match the person's segment to your own situation, since enterprise, fintech, SMB, financial institution and regional teams each sell a different way. Pick someone currently at Plaid for how the sales motion works today, or a former leader for an outside comparison.
Questions to take into the conversation
- 01How does Plaid structure pricing and contract terms for different customer segments, and where is there room to negotiate?
- 02What does a typical sales cycle look like from first conversation to signed contract, and who is involved on each side?
- 03How do Plaid's sales teams decide when to expand an existing customer to additional products?
About this directory
This is a professional research starting point based on business profile data retrieved on . Titles and companies reflect that source snapshot and may describe past or present roles. Check the linked profiles for current details. Inclusion does not imply Instant Expert membership or availability.
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