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Assistant Remote Sales Trainer Jobs in Colorado (NOW HIRING)

Sales Enablement Trainer

Denver, CO · On-site +1

$29K - $35K/yr

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team - not with generic intro decks, but by improving the actual emails, calls, and cadences our reps use every day.

... team success Assist with applications and underwriting requirements What We Offer: 100% Remote ... Training Program Benefits available after 90 days based on production Annual all-expenses-paid ...

... team success Assist with applications and underwriting requirements What We Offer: 100% Remote ... Training Program Benefits available after 90 days based on production Annual all-expenses-paid ...

... team success Assist with applications and underwriting requirements What We Offer: 100% Remote ... Training Program Benefits available after 90 days based on production Annual all-expenses-paid ...

... team success Assist with applications and underwriting requirements What We Offer: 100% Remote ... Training Program Benefits available after 90 days based on production Annual all-expenses-paid ...

... team success Assist with applications and underwriting requirements What We Offer: 100% Remote ... Training Program Benefits available after 90 days based on production Annual all-expenses-paid ...

Remote Sales Position Must be authorized to work in the US, no work visas offered at this time ... our training and sales system and engage with our lead system, and the insurance needs of the ...

$69K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

$69K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

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Assistant Remote Sales Trainer information

What is the difference between Assistant Remote Sales Trainer vs Remote Sales Trainer?

AspectAssistant Remote Sales TrainerRemote Sales Trainer
CredentialsSales or training certifications, relevant experienceSales experience, training certifications often preferred
Work EnvironmentSupports training sessions, administrative tasks remotelyLeads training sessions, develops sales training programs remotely
Employer & IndustrySales organizations, e-learning companiesSales teams, corporate training providers

The Assistant Remote Sales Trainer typically supports and assists in training activities, focusing on administrative and preparatory tasks. The Remote Sales Trainer leads training sessions and develops sales strategies. Both roles require sales knowledge and training skills but differ mainly in responsibility level and scope.

What are the most commonly searched types of Remote Sales Trainer jobs in Colorado? The most popular types of Remote Sales Trainer jobs in Colorado are:
What cities in Colorado are hiring for Assistant Remote Sales Trainer jobs? Cities in Colorado with the most Assistant Remote Sales Trainer job openings:
Infographic showing various Assistant Remote Sales Trainer job openings in Colorado as of July 2026, with employment types broken down into 1% As Needed, 75% Full Time, 21% Part Time, 1% Temporary, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution.

Sales Enablement Trainer

Wing Assistant

Denver, CO • On-site, Remote

$29K - $35K/yr

Full-time

Re-posted 16 days ago


Job description

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team - not with generic intro decks, but by improving the actual emails, calls, and cadences our reps use every day. This is a coach who has carried a quota and closed, and uses that credibility to make real, measurable improvements on the floor.
If your first instinct when a deal stalls is "let me see the thread and the call recording" - read on.
Responsibilities
  • Sit in the calls - live and recorded - and find exactly where deals are being lost.
  • Rewrite the copy, scripts, and sequences that aren't converting, and prove the new version works.
  • A/B test sales emails, call openers, demo pitches, and tactics like personalized video - keep the winners, kill the losers.
  • Build and tune outbound cadences so reps follow up at the right time, on the right channel, with the right message.
  • Coach reps one-on-one on real calls and build the objection-handling playbook for our market - then drill it until it's reflexive.
  • Produce a video training series and self-serve modules with assessments, so new reps ramp fast and tenured reps keep sharpening.

Requirements
You'll thrive here if you
  • Have personally sold and closed - ideally outbound/high-volume B2B - and can show your numbers.
  • Write sales copy that converts and can explain why it works.
  • Are comfortable on camera and can produce clean training videos without a production team.
  • Can structure an A/B test, read the result honestly, and make the call.
  • Coach without crushing - you leave reps better and more confident.
  • Move fast: a diagnosis becomes a usable fix in hours, not weeks.
  • Know your way around a CRM (Hubspot plus) and a sales sequencing tool.

Nice to have
Experience in virtual staffing, BPO, or managed services • Pipedrive or CRM automations • video editing • sequencing tools (Apollo, Outreach, Salesloft, Instantly, Smartlead) • prior sales enablement assets (playbooks, battle cards, certification programs).
Why the Role
How the role actually runs - fast loop, not slow decks: Listen - Diagnose - Build - Intervene.
  • You hear the calls, name the specific problem, build the fix the same day, and get it into reps' hands immediately. A pattern that shows up Monday should have a tested correction in motion by midweek.

Why this role
  • You're joining at a build moment. You'll start lean and resourceful - and as the program proves it drives revenue, it ears more investment and room to grow. This is a roll-up-your-sleeves, multi-hat seat for someone who wants to own the engine, not manage a slide deck.

$29,000 - $35,000 a year
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.