Enterprise SaaS Account Executive · Strategic Prospecting

Enterprise SaaS sales for companies still building their name.

16 years creating enterprise pipeline, winning new logos, and selling emerging technology before the market catches up.

6× President’s Club·Up to 235% of quota·$250K average enterprise deal size

Performance Snapshot

Measurable results across six enterprise SaaS roles — new-logo acquisition, self-sourced pipeline, and quota attainment.

President’s Club
235% Best Quota Attainment

ADP, FY13 · $325K plan

$250K Average Enterprise Deal Size
$3.2M Self-Sourced Pipeline

SPOTIO, cold territory · FY26 Q1

$6.2M Pipeline Generated

Nextworld · #1 in outbound production, FY25

16 Years in Enterprise SaaS

Enterprise SaaS Hunter

When I’m dialing, my favorite response is, “Sorry, you’re with who again?” It means the bar is mine to set. They don’t know the company, so they don’t know the product. If getting in the door is the hardest part of sales, then be the first one through. Introduce something new, and earn the conversation with research, relevance, and results. That’s why I’d rather build the brand than stand behind it. The edge of technology is where I like to work.

Outside of work, life is simpler. You’ll usually find me with my wife of 12 years, in a landscaping battle with my neighbor Bill, wearing out my huskies (and Mr. Frank), or finding new ways to automate the boring parts of life. This site is one example; it was built with curiosity rather than coding experience. That said, it is real code. I used Claude Cowork AI to turn plain-English prompts and iterations into what you’re looking at now.

Sales Training & Certifications

MEDDPICC (2023, 2025) | Challenger Sale (2020, 2023) | Force Management (2025) | Miller Heiman Strategic Selling (2019) | Richardson Group I & II (2018) | The DNAs of Selling (2020)

Prospecting Starts Too Late

Suspecting is the research layer before outreach: the part where I find the reason a conversation should exist before I ever pick up the phone.

Find the hidden context. Earn the conversation. Create the meeting.
1

Identify the target company.

2

Research the organization and its executives.

3

Speak with former employees.

4

Uncover firsthand operational context.

5

Convert that insight into relevant executive outreach.

Illustration of searching LinkedIn profiles with a magnifying glass

If every AE is making dozens of calls hoping for one real conversation, they should be as prepared as possible before picking up the phone. That’s why I start before the call. I call it Suspecting. I suspect before I prospect.

With apps like 6sense, Apollo, and ZoomInfo, any tech-savvy AE can find the right contact, the incumbent, and recent company headlines. But if every AE is doing that now, how is it any different from the traditional value-proposition intro?

Suspecting goes beyond the tech stack. I talk to people with firsthand insight into the prospect: former employees. They know in great detail what’s working and, more importantly, what isn’t. I’m transparent about why I’m reaching out, direct about the favor I’m asking, and careful not to waste their time. Most people appreciate the creative approach and are willing to help.

That firsthand insight changes the conversation. Unlike most, I’m not just referencing yesterday’s press release. I’m showing that I put in the work before asking for their time.

And it sets meetings. Sometimes, because the approach earns respect. More often, because the insight is accurate, the problem is real, and the value proposition lands where it should.

Prospecting generates activity. Suspecting generates meetings. I’ve been successfully suspecting for over a decade.

Jared’s outreach message asking a former employee for insight
LinkedIn search filter set to a target company's past employees LinkedIn search filter set to less than 1 year at current company
Former employee reply with firsthand detail on vehicle reimbursement, last name blurred
Former employee reply with firsthand detail on company vehicle policy, last name blurred

Where I’ve Closed

Mobile Field Sales SaaS

Senior Enterprise Account Executive

SPOTIO · 2025–2026 (ramp) · Quota $760K

Mobile field sales software helping outside sales teams plan territories and execute their days with AI.

  • FY26 Q1: Built $3.2M in new-logo pipeline from a cold territory through 100% self-sourced outbound prospecting
  • FY26: Introduced AI-powered field sales software to enterprise leaders, averaging 2.5 self-generated net-new meetings weekly
Low-Code ERP SaaS

Senior Enterprise Account Executive

Nextworld · 2024–2025 · Quota $1.5M

Enterprise application SaaS that automates workflows and business processes across departments.

  • FY25: Ranked #1 in outbound production among all AEs and BDRs — 51 self-sourced enterprise meetings, $6.2M in pipeline
  • FY25: Ran complex, multi-stakeholder evaluations for ERP modernization and workflow automation
Vehicle & Reimbursement SaaS

Senior Enterprise Account Executive

Motus · 2022–2024 · Quota $1.2M

SaaS for vehicle, device, and reimbursement management through personalized cost calculations.

  • FY23: Achieved 109% to $1.2M plan and earned President’s Club
  • FY23 Q2: Fastest new sales hire to close a deal among 14 new hires
  • FY23: Directed a pod of four BDRs that produced the most meetings among eight pods
AI Service Management SaaS

Enterprise Account Executive

Aisera AI · 2021–2022 · Quota $1.5M

Gartner Magic Quadrant Leader providing AI-driven SaaS for automating business processes.

  • FY22: Achieved 122% to $1.5M plan
  • FY22 Q1: Set company record for meetings booked in one month — 22 Fortune 500 meetings in 31 days
  • FY22 Q1: Fastest AE in company history to build 8x pipeline on a $1.5M quota
ITSM & Cybersecurity SaaS

Enterprise Account Executive

Ivanti (formerly Cherwell Software) · 2019–2021 · Quota $1.6M · Book $3M

Gartner Magic Quadrant Leader providing ITSM and cybersecurity SaaS used by 78 Fortune 100 companies.

  • FY21 Q3: Ranked top 10% globally among 96 reps — $983K against $1.6M CY plan
  • FY21 Q1: Ranked top 10% nationally among 48 reps — $462K against $1.6M CY plan
  • FY20 Q4: Achieved 109% to new-logo plan and 103% to existing-book plan
Vehicle & Reimbursement SaaS

Enterprise Business Consultant

Motus (formerly Runzheimer) · 2014–2019 · Quota $1M · Book $2.6M

SaaS for vehicle, device, and reimbursement management through personalized cost calculations.

  • FY18: President’s Club recipient and highest revenue producer in Enterprise Sales across 30+ reps
  • FY18: Circle of Excellence at 116% and National Runner-Up for Top Quota Achiever
  • FY15: Created the “Suspecting” methodology, adopted company-wide — drove a company record of 276 net-new meetings booked from mid-FY15 to FY18
HRIS & Payroll SaaS

District Manager

ADP · 2012–2014 · Quota $510K

HRIS, payroll, and workforce-management SaaS used by more than 1,000,000 organizations worldwide.

  • FY14: Achieved 131% to $510K plan (Oct–Mar)
  • FY13: Achieved 235% to $325K plan and earned President’s Club; named National Rookie of the Year

Enterprise Accounts Won and Supported

Selected organizations where I’ve won new business, expanded relationships, or supported enterprise sales cycles — not every logo represents the same type of relationship.

7-Eleven
Dr Pepper
Chevron
National Oilwell Varco
Sally Beauty
University of Texas
TTI Inc.
Chuck E. Cheese’s
Whataburger
The Home Depot
BNSF Railway
AZZ Inc.

Sales Technology

The tools I use daily to research accounts, run outreach, and forecast pipeline.

Salesforce
LinkedIn Sales Navigator
ZoomInfo
Outreach
Gong
Clari
Claude
HubSpot

How I Work

Consistent across DISC, Predictive Index, and a 13-dimension behavioral assessment.

Decisive

I move quickly once the information supports a direction and take responsibility for the result.

View Full DISC Report →

Prepared

I research the account, buyer, and internal business context before asking for executive time.

View Full PI Report →

Dependable

I follow through, communicate directly, and remain accountable when circumstances become difficult.

View Full Behavioral Assessment →