Summary
Overview
Work History
Skills
LinkedIn
Timeline
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Jared Ollmann

Gilbert,AZ

Summary

My fulfillment comes from contributing to the success of those around me. My passion is helping people achieve something they couldn't do themselves and results fuel my grit and determination.


I'm a sales strategist with 10+ years of success scaling sales organizations across property management, real estate investing, SaaS, and ROI based marketing. I have a proven track record of turning underperforming teams into top contenders, launching profitable outbound programs, and implementing inbound tactics that increase conversion rates and accelerate revenue while lowering churn / cancellations.


I'm able to build teams from the ground up or inspire established teams to perform at a higher clip while creating inbound/outbound playbooks and leveraging technology to decrease monotonous workloads and drive consistent ARR growth.


Predictive Index Profile: Captain

Myers Briggs: ESTJ

DISC: High D / High I (Persuader or Pioneer)

Overview

12
12
years of professional experience

Work History

Vice President of Sales

3PL Bridge
01.2025 - Current
  • Built the sales organization from the ground up, hiring and leading the outbound team, inbound team, and business development function, and writing playbooks for each department.
  • Hired and managed marketing contractors, improving lead volume, lead quality, and conversion rates through a structured inbound sales process.
  • Partnered with leadership to design and implement proprietary technology supporting brand-to-3PL matchmaking at scale.
  • Closed over $300K ARR in the first 6 months, validating the sales model and establishing a foundation for rapid growth.

Director of Sales

MyStudio
01.2022 - 01.2025
  • Promoted to Director of Sales & Customer Onboarding after strong performance leading outbound growth.
  • Built the sales organization from zero to $1.5M ARR in 2 years, generating over $4M in subscription LTV and an additional $1.5M in processing revenue.
  • Created compensation plans, career pathing, and onboarding playbooks for the sales team.
  • Hired, trained, and managed both remote and in-person teams.
  • Owned sales P&L, reporting directly to the CEO/CRO, and built cold call scripts, demo decks, and closing strategy.
  • Drove continuous improvement by tracking & reporting KPIs (demo sets, demos held, closed ratio).

Regional Sales Manager

Mynd (Acquired by Roofstock)
01.2021 - 01.2022
  • Managed a team of 20 across West & Southwest territories.
  • When hired, the team was closing $400K ARR per month; by the time I left, they were consistently closing over $1.5M ARR per month.
  • Improved close rate by 30% through 1:1 coaching, training, and structured onboarding.
  • Secured the largest deal in company history: a 430-unit, $1.75M ARR account with $10M+ potential expansion.
  • Contributed to successful acquisition by Roofstock through rapid revenue growth and operational scalability.
  • President’s Club Winner.

Regional Sales Manager

Grubhub (Acquired by Just Eat Takeaway)
01.2019 - 01.2021
  • Attained 150% of quota in 2020 and 175% in 2021.
  • Coached sales associates on product positioning, sales incentives, and selling techniques, significantly boosting close rate and retention.
  • Exceeded team targets by building, directing, and motivating a high-performing sales team.
  • Monitored performance against KPIs weekly, monthly, and quarterly to ensure consistent achievement.

Area Sales Manager

Web.com
01.2017 - 01.2019
  • Ranked #5 of 40 managers company-wide as top-performing sales leader in Scottsdale office.
  • Analyzed sales data to identify gaps and implemented corrective action plans that boosted results.
  • Developed the “manager bench” by mentoring future leaders through structured leadership roundtables.

Regional Sales Manager

MINDBODY, Inc. (Acquired by Vista Equity Partners)
01.2016 - 01.2017
  • Ranked #1 manager in Scottsdale and #6 company-wide out of 17 teams.
  • Implemented sales processes that improved close rates, shortened sales cycles, and improved retention.
  • Trained sales process across three offices, including international team expansion.
  • Partnered with senior leadership for pipeline reviews, projections, and rep development.

Area Sales Manager

Yodle, Inc. (Acquired by Web.com)
01.2014 - 01.2016
  • Promoted rapidly from Sales Rep → Lead Rep → Area Manager within 18 months.
  • Took over a consistently last-place team (#30/30) and transformed them into the #1 team in the company within 60 days.
  • Multiple #1 company-wide finishes in both individual and team sales; President’s Club Winner.

Skills

  • Sales Leadership & Strategy
  • Coaching Teams to Close More Deals
  • Discovery (the most important part of sales)
  • Objection Handling
  • Outbound & Inbound Program Development
  • Revenue Growth & ARR Expansion
  • Team Hiring, Coaching & Development
  • CRM / Salesforce Optimization
  • Go-to-Market Execution
  • Process Design & Playbooks

LinkedIn

https://www.linkedin.com/in/jared-ollmann-b010568a/

Timeline

Vice President of Sales

3PL Bridge
01.2025 - Current

Director of Sales

MyStudio
01.2022 - 01.2025

Regional Sales Manager

Mynd (Acquired by Roofstock)
01.2021 - 01.2022

Regional Sales Manager

Grubhub (Acquired by Just Eat Takeaway)
01.2019 - 01.2021

Area Sales Manager

Web.com
01.2017 - 01.2019

Regional Sales Manager

MINDBODY, Inc. (Acquired by Vista Equity Partners)
01.2016 - 01.2017

Area Sales Manager

Yodle, Inc. (Acquired by Web.com)
01.2014 - 01.2016