Summary
Overview
Work History
Education
Skills
Certification
Timeline
Generic

Guy Weismantel

Franklin,USA

Summary

Growth-oriented business leader with over 25 years of experience in senior leadership executive roles. Proven track record in strategic problem solving and scaling fast-growing businesses. Expertise in vertical SaaS markets with a focus on operational growth and scalability.

Overview

35
35
years of professional experience
1
1
Certification

Work History

Chief Executive Officer

Deep Lake Software
Nashville, TN
02.2024 - Current
  • I currently lead a technology investment group that owns and manages a digital marketing agency, RestorationBoost (digital marketing for restoration), as well as an AI start-up focused on the home services industry, LittleGiant, both of which launched in May 2025.
  • Scaled a 10+ member team, preparing a data-centric SaaS for market entry.
  • Responsible for product development, operations, marketing content and campaigns, and GTM strategies for both businesses.
  • Signed the first paying customers in both businesses, and have begun to scale into early adopters in both industries.
  • Self-funded both businesses and will be cashflow positive this year.

Chief Executive Officer

Psignite
Naples, FL
08.2023 - 02.2024
  • Restructured this founder-led SaaS, scaling revenue and operations.
  • During my tenure, we raised $ 10 M+ in a Series C round and grew ARR by 18%.
  • We revamped our pricing and positioning, introduced AI insights into our tools, and reduced customer churn by 40% through a restructured organization and personalized customer attention.
  • The founder, who had previously expressed an interest in retiring, decided he was not ready to retire, and as such, I stepped aside as I did not wish to be in conflict with his style or wishes.

Vice President of Marketing

Homeward
Nashville, TN
08.2022 - 08.2023
  • Originally I was consulting for the marketing team and was ultimately asked to step in and lead the marketing organization on a full-time basis.
  • Working in an increasingly difficult lending and housing environment, we opened up new channels, brought to market 2 new product offerings, and generated over $5M via segmented lead campaigns.
  • We increased conversions by 30% with personalization to key segments of real estate agents.
  • Company retrenched in the wake of housing market collapse in 2024 and I voluntarily resigned in light of cashflow challenges for the company, and the lack of marketing going forward.

Executive Vice President of Marketing

NContracts
Brentwood, TN
07.2020 - 07.2022
  • Built and scaled the marketing and partnership organizations for this fast-growing fintech SaaS company, focused on risk and compliance solutions for the financial services industry.
  • •Increased qualified pipeline by 4x in first two years of work;increased high-intent leads by 7x and ARR contribution frommarketing by 3x vs. prior team
  • Built new digital engines and processes to drive scale andrepeatability in the GTM teams resulting in ROMI of 50% fromkey channels
  • Expanded partnership and channel strategies by 2x to expand pipeline and new sales opportunities. Built and scaled a new marketing organization, and led the operational integration of three acquisitions in the first 18 months in the role.
  • Built and scaled a new marketing organization, and led the operational integration of three acquisitions in the first 18 months in the role.

SVP of Marketing

Zenoti
Bellevue, WA
07.2019 - 07.2020
  • I was the first marketing executive for this fast-growing spa/salon software provider
  • I grew pipeline by over 65% in the first year, as well as helped us launch in 3 new countries
  • I redesigned the company's brand, positioning, digital footprint, created the content strategy, and restructured our enterprise and inside sales processes and materials.
  • We ran our first user conference, set up global user groups, and significantly increased our market share.
  • The company retrenched in the wake of the COVID-19 onset and paused operations in the U.S.

Chief Marketing Officer

Pushpay
Redmond, WA
06.2018 - 06.2019
  • I was the chief marketing officer for this $120M publicly listed (NZSX: PPH, ASX: PPH) New Zealand start-up focused on the non-profit, educational, and faith markets. During my time there the company grew by 40% and increased transaction volume to $5B.
  • I led a team of 40 people across the marketing, partnerships/business development, and learning and educationteams in the company. As a member of the senior operating committee, I helped build the company and ensure our rapidgrowth trajectory
  • Sales pipeline velocity increased by 50%; improved lead quality and conversion rates to the sales teams converted at 2-3x sales generated leads; we reduced CPL in our advertising spend by 70% while increasing top of funnel lead flow by 60%.
  • Marketing contribution grew to over 95% of the new customer acquisition of the company, an increase of over 50% in one year as we conducted over 100 different conferences and events throughout the year through our field marketing and event steams

Chief Marketing Officer

Marchex
Seattle, WA
03.2016 - 05.2018
  • I was a member of the executive operating committee for this $150m publicly traded company (NASDAQ: MCHX) focused on the emerging category of call analytics.
  • Implemented a demand generation strategy focused on an account-based approach to our largest enterprise customers, resulting in $6M of annual contract value (ACV); for the mid-sized customers, resulting in $2M in ACV to the company; and existing customers, resulting in an additional $1M in ACV.
  • I led a company-wide project to rebrand and reposition the organization, including launching a new digital platform at www.marchex.com in July 2017, which resulted in increases of 30% in new visitors to the site, 4x new demos and sales appointments for our sales teams, and over 100% increases in content downloaded and time spent on the new site.

Vice President of Marketing

Vertafore
Bothell, WA
11.2013 - 08.2016
  • I led the marketing and partnership organization for this $400M P/E backed Insurtech company going through management changes preparing for an exit by the current investors.
  • I invigorated the Vertafore brand in the marketplace. In 18 months, our social community increased to double thecompetition; our SOV grew to 90%; and our sales pipeline increased in both its value as well as the speed at whichmarketing-involved deals closed.
  • I rebuilt the demand generation engine and digital marketing of Vertafore to align better with line-of business and buyerpersona segmentation. Our results included a 15% YoY increase in qualified sales leads and over $78M in pipeline in 2015, and a 37% YoY increase in qualified sales leads and over $107M in 2016.
  • Our team executed a successful sale of the company in August 2016 to a JV of Bain Capital and Vista Private Equity Partners

Vice President of Marketing

Egencia, a division of Expedia
Bellevue, WA
04.2011 - 11.2013
  • Created cross-functional teams to develop integrated marketing plans for new products and services launches.
  • Provided leadership and guidance to junior members of the Marketing team by setting clear expectations and providing feedback on their work.
  • Directed advertising efforts across multiple channels such as print, digital, radio, television, and out-of-home.

Other Positions

Microsoft, Vista Group, Caremark, Baxter
08.1990 - 04.2013
  • Earlier experiences included:
  • 5 years+ working for Microsoft leading marketing groups in Office and Dynamics divisions
  • Successfully growing and scaling a family technology business at Vista Technology Group through 2 funding rounds and eventual sale of the company.
  • International rotations at both Baxter International and its spin-off of Caremark International, running internal audit teams focused on M&A and compliance activities.

Education

MBA - Marketing

Northwestern University
Evanston, IL
05-1997

BBA - Accounting

University of Notre Dame
Notre Dame, IN
05-1990

Skills

  • Customer acquisition
  • Revenue growth
  • Stakeholder engagement
  • Profit and loss accountability
  • Leadership and team building
  • Brand development
  • Strategic partnerships
  • Market expansion

Certification

  • Certified Public Accountant, State of Illinois, 1993

Timeline

Chief Executive Officer

Deep Lake Software
02.2024 - Current

Chief Executive Officer

Psignite
08.2023 - 02.2024

Vice President of Marketing

Homeward
08.2022 - 08.2023

Executive Vice President of Marketing

NContracts
07.2020 - 07.2022

SVP of Marketing

Zenoti
07.2019 - 07.2020

Chief Marketing Officer

Pushpay
06.2018 - 06.2019

Chief Marketing Officer

Marchex
03.2016 - 05.2018

Vice President of Marketing

Vertafore
11.2013 - 08.2016

Vice President of Marketing

Egencia, a division of Expedia
04.2011 - 11.2013

Other Positions

Microsoft, Vista Group, Caremark, Baxter
08.1990 - 04.2013

MBA - Marketing

Northwestern University

BBA - Accounting

University of Notre Dame

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