Back to jobs
New

AI Sales Engineer

USA

ConnectWise is an industry and Global leading software company with over 3,000 colleagues in North America, EMEA and APAC. As a community-driven software company dedicated to the success of technology solution providers, our suite helps over 45,000 of our partners manage their businesses better, sell more efficiently, automate service delivery, and remotely control technology so they can consistently deliver amazing customer experiences.

Our company is powered by our connections, our colleagues, and our community. And, we accept all kinds.

Game-changers, innovators, culture-lovers—and humankind.

We invite discovery and debate. We recognize key moments as milestones.

We see you and value you for your unique contributions. Our inclusive, positive culture lays the foundation to ensure every colleague is valued for their perspectives and skills, giving you the choice of how YOU make a difference.

Curious? Read this opportunity to learn how YOU can make a difference at ConnectWise!

 

 

AI Sales Engineer - 

General Summary: 

The AI Sales Engineer is a highly skilled, consultative technical sales professional responsible for driving new business and expanding existing accounts through expertise in artificial intelligence, automation, and data-driven solutions. This role evaluates customer needs, identifies opportunities for AI adoption, and demonstrates how our AI platform and services deliver measurable business value. AI Sales Engineers articulate the company’s value proposition, provide technical guidance throughout the sales cycle, and relay customer insights to influence future product development. They leverage deep technical knowledge of AI/ML technologies, automation workflows, and data infrastructure to support sales efforts, generate pipeline, and ensure successful customer onboarding and implementation. With your consent, reference checks will be conducted prior to receiving an offer.

Essential Duties and Responsibilities:

  • Represent both the technical and functional aspects of our AI platform, automation tools, and integrated partner solutions, clearly articulating how they address customer challenges.
  • Deliver high-impact technical demonstrations, product walkthroughs, and presentations tailored to both technical and business audiences.
  • Lead proof-of-concepts (POCs) and pilot engagements that showcase the value of AI models, automation workflows, and data-driven insights.
  • Translate customer requirements into scalable AI solution designs, including model selection, data integration, workflow automation, and deployment considerations.
  • Develop and execute standard or customized POCs, trials, and sandbox environments to help prospects evaluate AI capabilities.
  • Work independently or collaboratively with sales teams to position AI solutions in a consultative manner, guiding customers through capability assessments and ROI analysis.
  • Prepare and contribute to technical RFP/RFQ responses, including architecture diagrams, integration plans, and security documentation.
  • Serve as a key technical resource for revenue teams by providing product expertise, training, coaching, and ongoing support.
  • Maintain a strong understanding of AI sales methodologies, including objection handling, business case development, and technical deal qualification.
  • Stay current on AI/ML technologies, LLM advancements, automation frameworks, and industry trends through continuous learning.
  • Maintain excellent CRM hygiene by documenting all activities, technical notes, and engagement details throughout the presales cycle.

Knowledge, Skills and Abilities Required:

  • 3+ years of experience as a Pre-Sales Engineer, Solutions Architect, or Technical Consultant supporting AI, ML, automation, or data-driven products.
  • Proven track record in technical sales with the ability to identify opportunities, influence stakeholders, and drive complex technical evaluations.
  • Strong understanding of AI/ML concepts, including model training, inference, vector databases, data pipelines, and prompt engineering.
  • Working knowledge of cloud platforms (Azure, AWS, GCP), APIs, data integration, and automation frameworks.
  • Familiarity with LLMs, generative AI, RAG architectures, and enterprise AI deployment patterns.
  • Ability to evaluate competitive AI solutions and articulate strengths, weaknesses, and differentiators.
  • Experience working with MSPs, VARs, technology service providers, enterprise IT, or AI-focused solution partners.
  • Excellent communication and interpersonal skills with the ability to simplify complex technical topics.
  • High energy, curiosity, adaptability, and a collaborative mindset.
  • CRM experience (Salesforce or equivalent).

Working Conditions:

  • Professional office or remote work environment.
  • Occasional extended hours to meet deadlines, support customer evaluations, or attend events.
  • Fast-paced atmosphere within a rapidly evolving AI technology landscape.
  • Travel of 20% or more may be required.

ConnectWise is an Equal Opportunity Employer, dedicated to building a diverse and inclusive workforce and providing a workplace free from discrimination and harassment. ConnectWise provides equal employment opportunities to all employees and applicants without regard to race, ethnicity, color, religion, age, sex (including pregnancy), sexual orientation, gender, gender identity or expression, ancestry, national origin, citizenship status, physical or mental disability, genetic information, military/veteran status, marital status, familial or parental status, or any other characteristic or status protected by applicable federal, state and local laws.

The statements above are intended to describe the general nature and level of work being performed by individuals assigned to this job. Other duties may be assigned as needed. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions of the job and/or to receive other benefits and privileges of employment. If you need a reasonable accommodation for any part of the application and hiring process, please contact us at talentacquisition@connectwise.com or 1-800-671-6898.

Create a Job Alert

Interested in building your career at ‎ConnectWise? Get future opportunities sent straight to your email.

Apply for this job

*

indicates a required field

Resume/CV*

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf

Select...
Select...
Select...
Select...
Select...
Select...
Do you consent to the privacy policy? *

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in ‎ConnectWise’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.