Kent Tollette
Dallas, TX · Enterprise Software

Enterprise seller with an engineer's toolkit.

I'm Kent Tollette. For nine years at IBM and IBM HashiCorp I've owned enterprise revenue across Fortune 500 and FSI accounts, from cold prospecting as a founding rep to renewals and expansion with the world's largest banks. Trained as an engineer, fluent in the products I sell.

Kent Tollette
150%+
Quota attainment every year as a founding rep building a net-new sales motion, top 10% of the org
$16M+
Annual revenue generated running the full cycle from cold prospect to close
$2M
Monthly recurring revenue managed across 10 Fortune 500 accounts, growing 15% YoY
100%
Net revenue retention across a named FSI portfolio at IBM HashiCorp
Experience

Nine years owning enterprise revenue.

IBM HashiCorp
Nov 2025 to Present

Customer Success Engineer, Enterprise Accounts

Land, expand, and renew across a named FSI portfolio including JPMorgan Chase, Bank of America, Bloomberg, CoreBridge Financial, and McKinsey.

  • 100% net revenue retention with $200K in expansion pipeline sourced in the first two quarters
  • Recovered an at-risk enterprise account in 90 days by rebuilding executive and technical buyer trust
  • Client-facing technical deliverables: platform migration scoping for McKinsey (~6,800 workspaces, 40K projected users) and Vault maturity roadmaps for CoreBridge Financial
  • 95%+ weekly forecast accuracy in Gainsight and Salesforce
IBM
Oct 2021 to Nov 2025

Customer Success Manager, Fortune 500 Industry Accounts

Primary strategic advisor to 10 Fortune 500 accounts including American Airlines, FedEx, UPS, Home Depot, and Walgreens.

  • $2M in monthly recurring revenue with 15% YoY consumption growth
  • Co-developed the worldwide go-to-market strategy for IBM's Maximo Renewables launch with Product leadership
  • #1 Gartner Peer Insights Review Producer, Americas Public Cloud, 2023
IBM
Jan 2019 to Sep 2021

Software Reinstatement Sales Executive, Founding Team

Selected to build a net-new acquisition sales motion from scratch, running the full cycle from cold prospecting to close.

  • 150%+ of annual quota every year, generating $16M+ in annual revenue
  • Executive Achievement Award for sourcing and closing a net-new enterprise Blockchain deal through self-initiated Developer Advocate events
  • Playbook adopted org-wide; sold across all six IBM software product families
IBM
Sep 2017 to Dec 2018

Software Subscription and Support Seller

Retention and expansion across an enterprise software portfolio.

  • Converted 60% of at-risk renewals into multi-year commitments
What I'm Building

I ship software on nights and weekends.

Selling infrastructure is better when you've actually built with it. These are the two products I'm currently developing solo.

4Shot

Cup pong meets Connect 4, inside iMessage

A two-player iMessage game that fuses the skill shots of cup pong with the stacking strategy of Connect 4. Flick to sink one of seven cups and your disc drops into that column on the board above. First to four in a row wins.

Every shot is fully physics-simulated: short shots skip off the table, rim clips carom into neighboring cups, and every make or miss shapes the board. No accounts, no setup. Take your shot, send it, and your opponent gets a live snapshot in the message bubble.

TestFlight beta React Swift Capacitor
4Shot start screen showing game rules 4Shot gameplay with cups and Connect 4 board

Klippa

Strava for people who mow their own lawn

An iOS app for the enthusiast homeowner who treats mowing as a craft, not a chore. Klippa turns every mow into a logged, scored event: a start and stop timer, a satellite-drawn lawn polygon that unlocks accurate area and efficiency stats, streaks, and lifetime totals.

Built solo following a full production SDLC: feature branches, plan-before-implement reviews, unit-tested core logic, an EAS build pipeline shipping to physical devices, and an ADR-style decision log capturing every architectural choice.

v0 validation React Native Expo TypeScript Mapbox
From a Former Manager
His business acumen and technical aptitude are great, and his character is even better. I trust Kent to consistently deliver, getting underneath what customers were actually asking for and turning it into growth. He's exactly the person you want owning the outcome when a deal hinges on the details.
Spencer Adams · Cloud Leader, Customer Success · managed Kent directly
Credentials

Certified on the platforms I sell.

Certifications

  • HashiCorp Certified: Terraform Associate
  • HashiCorp Certified: Vault Associate
  • Microsoft Azure Fundamentals
  • IBM Technical Cloud Advocate v3
  • Professional Sales Engineer, Cloud
  • AI for Business L1

Education and Skills

  • B.S. Industrial and Systems Engineering, Texas A&M University
  • Minor in Business Administration
  • MEDDPICC, Challenger, value-based selling
  • Salesforce, Gainsight, Terraform (TFE/HCP), Vault
  • Python, SQL
  • English (native), Spanish (intermediate)
Off the Clock

Racquets, fairways, and one very good dog.

When I'm not in an account, I'm usually chasing a ball of some kind: golf (6 handicap), tennis (4.5), or padel, depending on the week. My wife Hailey and I live in Dallas with our Bernese mountain dog, Doby, and we travel every chance we get. Fall Saturdays belong to Texas A&M football. Gig 'em.

Golf · 6 hcp Tennis · 4.5 Padel Travel Hiking Skiing Fitness A&M Football
Kent and Doby the Bernese mountain dog
Doby, Director of Morale
Get in Touch

Let's talk.

Open to conversations about enterprise sales, customer success, and solutions engineering roles.

cktollette@gmail.com