A headshot of Joshua Crigger

Hello,
my name is Joshua and I love making systems click and revenue grow!

About Me

• Solution Design
• Technical Discovery
• Integrations & APIs
• Identity & SSO
• AI Tooling
• RFP / RFI Responses
• De-escalation
• Training & Enablement
• Collaboration & Teamwork
Solutions Architect with 10 years in B2B SaaS, working where systems connect: identity and SSO, ITSM/PSA, ERPs, APIs and AI. I'm a builder who comes in early and creates what isn't there yet: Articulate's first Sales Engineer, Prokeep's TAM function from zero, and AI tools that cut prospect analysis from days to same day. I've delivered hundreds of customer integrations. I do right by the customer, run honest discovery, validate hands-on, and never oversell what can actually be delivered.

Work Experiences

Fixify
02/2026-10/2026
Solutions Architect
  • Secured the technical win on six-figure annual deals for an AI-native IT automation platform, owning discovery, ROI and onboarding plans, and trained a new SA to take over MSP pre-sales.

  • Built a data-driven AI ticket-coverage model that forecast each prospect's automation potential within ~10 points. Productized for company-wide use, it shaped go-to-market and roadmap decisions.

  • Cut prospect ticket reviews from 3-4 days to same day with an ML-assisted toolkit that identified the source ITSM/PSA, mapped 90 days of ticket data and surfaced workload trends for ROI stories. Adopted by the full SA team.

  • Protected a new customer relationship by catching a third-party integration gap with Jira Service Management (JSM) before onboarding and partnering with the vendor's head of product on the fix.

  • Partnered with the co-founders on a customer-pain-focused demo with reusable Entra ID, Okta, ServiceNow and JSM environments, and ran UAT and wrote setup guides for 10+ new integrations. Role eliminated in a reduction in force.
Prokeep
11/2023-02/2026
Technical Account Manager
  • Built Prokeep's Technical Account Manager function from zero and served as TAM for the entire customer base (8,000+ distributor locations), taking over escalations and RFP work from a co-founder, two product team members and an engineer. Helped hire and train our tier-2 engineer.

  • Doubled as technical lead in pre-sales, owning integration, security and infrastructure discussions, and helped close enterprise deals including a mid-six-figure win.

  • Technical lead for enterprise accounts including four totaling $2M+ ARR, with no enterprise churn.

  • Unlocked a Fortune 500 account, its Canadian expansion and 3 more enterprise deals by designing Just-in-Time (JIT) SSO that derived role and location from Entra ID security groups.

  • Delivered ~100 customer integrations across 15 platforms, including 7 ERPs (Epicor Eclipse, Prophet 21, NetSuite, Dynamics 365), Salesforce and HubSpot, and wrote 20+ public technical guides.

  • Made integration onboarding ~5x faster with a 13-tool Python app for bulk ERP/CRM data pulls and de-duplication, built with AI, and lifted one customer's clean-contact rate from 22% to 80%.

  • Cut RFP/RFI turnaround from about a week to 1-2 days with an AI drafting tool grounded in our trust-center policies, producing drafts 75-80% complete before security, engineering and legal review.
Intercom
05/2023-08/2023
Sr. Technical Enablement Manager
  • Consolidated regional demo tools into one environment and launched a cross-functional certification program as the first Technical Enablement Manager.

  • Built a product fundamentals course with tiered, role-specific go-to-market onboarding, and ran RFP and RFI responses.
Articulate
06/2018-02/2023
Manager, Sales Engineering 09/2021-02/2023
  • Improved win rate ~15% by moving Sales Engineering upmarket to $100K+ and 3-year Rise.com and Articulate 360 deals, with enablement that let AEs demo smaller deals themselves.

  • Hired, onboarded and coached two Sales Engineers.

  • Cut customer-facing account-merge issues by 80% with an admin guide and video.
Sales Engineer 09/2020-09/2021
  • Earned Revenue department MVP by peer nomination as the company's first Sales Engineer, supporting every SE-assisted deal, pre- and post-sales, across two SaaS products globally.

  • Quantified demand to get two Salesforce integrations built, and set up Zapier, Google Forms and LMS integrations for customers.

  • Saved $70K in at-risk ARR by getting a frustrated customer's bug prioritized with support.
Senior Technical Support Engineer 06/2018-09/2020
  • Brought client data handling into GDPR compliance by mapping customer file flows and building API-based Python automation to purge data per retention policy.

  • Built unified internal diagnostic tools integrated with the Salesforce solutions database.
Alchemer
03/2016-06/2018
Technical Support Team Lead 06/2017-06/2018
  • Helped close multiple large deals by partnering with engineering on test LMS environments for a new feature.
  • Led a team of five Technical Support Engineers.
Technical Support Engineer 03/2016-06/2017
  • Subject matter expert for SSO, SSL, APIs and LMS integrations, and a frequent contributor to the internal knowledge base.

Hobbies & Projects

Torah
Micro Electronics
Programming
verba, a Latin vocab app I built with Claude for my daughter
Built bethanycrigger.com
Skateboarding
Rock Climbing
DIY & Home Improvement
Front-End Design
Learning

Contact

720.290.1634
shout@joshuacrigger.com
Linkedin
https://www.linkedin.com/in/joshuacrigger
PreSales Collective
joshua.crigger

Skills & Integrations

Pre-sales

Technical DiscoverySolution DesignTailored DemosPOCsUATROI AnalysisRFP / RFI / RFQSecurity Questionnaires

Identity & Security

SAML 2.0SSO & JIT ProvisioningEntra IDOktaGoogle WorkspaceActive Directory

APIs & Data

REST APIsWebhooksJSONXMLODataMCPSQL / PostgreSQLPython

ITSM / PSA & Device Management

ServiceNowJira Service ManagementZendeskConnectWise PSAHalo PSAFreshserviceJamfIntuneNinjaOne

CRM, ERP, HRIS & LMS

SalesforceHubSpotDynamics 365NetSuiteEpicor EclipseProphet 21WorkdayRipplingLMS (xAPI)

Automation & AI

Microsoft 365 / GraphPower AutomateZapierTwilioClaude CodeCodexGemini

Plus hundreds of customer integrations across ERPs, ITSMs, HRIS, LMSs and messaging platforms.

Languages

English
Portuguese

Education & Certifications

  • 2007

    The Art Institute of Colorado

    Associate of Applied Science in Commercial Photography. Relevant Studies: Advertising, Marketing & Communications, Web Design

  • 2016

    Johns Hopkins University - Via Coursera

    HTML, CSS, and Javascript for Web Developers

  • 2018

    University of Michigan - Via Coursera

    Python for Everybody; Building Web Applications in PHP

  • 2022

    Challenger Fundamentals - Core Sales Skills

    Advanced Sales Skills, Taking Control Of The Buying Journey

  • 2023

    Google Cybersecurity

    Foundations of Cybersecurity; Connect and Protect: Networks and Network Security

  • 2023

    Google Cloud Fundamentals for AWS Professionals

    Load Balancing, Google Cloud Platform, Cloud Computing

  • 2023

    The Complete SQL Bootcamp - Udemy

    PostgreSQL, pgAdmin

  • 2023

    Salesforce Basics - UC Irvine

    Division of Continuing Education

  • 2023

    Sales Enablement - Hubspot Academy & Udemy

    Marketing-driven sales enablement strategies

Prior Appointments

Crocs
2015-2016
Customer Support Rep
The Old City
2014-2016
Co-Founder & Executive Director
Joshua Crigger Photography
2005-2014
Owner & Lead Photographer