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Assistant Coaching Jobs in Whitby, ON (NOW HIRING)

Sales Enablement Trainer

Toronto, ON · On-site

CA$29K - CA$35K/yr

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team - not with ... This is a coach who has carried a quota and closed , and uses that credibility to make real ...

Assistant Manager

Toronto, ON · On-site

CA$23.10/hr

This role supports the Store Manager in driving sales results, coaching the team, and keeping the store running strong; day in and day out. Assistant Managers are handson leaders who move with ...

As an Assistant Boutique Manager, you will assist the Boutique Management team with the efficient ... Coach selling staff on outreach strategies, client mapping, and top client hosting to develop their ...

As an Assistant Boutique Manager, you will assist the Boutique Management team with the efficient ... Coach selling staff on outreach strategies, client mapping, and top client hosting to develop their ...

Assistant Manager

Toronto, ON · On-site

CA$23.10/hr

This role supports the Store Manager in driving sales results, coaching the team, and keeping the store running strong; day in and day out. Assistant Managers are handson leaders who move with ...

Assistant Manager

Scarborough, ON · On-site

CA$23.10/hr

This role supports the Store Manager in driving sales results, coaching the team, and keeping the store running strong; day in and day out. Assistant Managers are handson leaders who move with ...

As a Restaurant Assistant Manager you empower and lead your team to deliver exceptional guest ... You are an expert at recruiting, training, and coaching a diverse team to achieve and maintain Tim ...

Provide one-to-one employment coaching to help students and alumni develop job readiness and ... Advise students in employment application processes. Assist in mentoring, training and coordinating ...

Position Summary As an Aquatics Assistant Swim Team Coach, you must enjoy working in a fast-paced environment. You will help our Swim Team members improve their swimming in our state-of-the-art ...

As an Assistant Store Manager you will coach and develop your store team to deliver world class service to all customers and help Pet Parents find the right nutrition and other solutions for their ...

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Assistant Coaching information

What is an assistant coach?

Assistant coaches are professionals who support the head coach in training, developing, and managing athletes or teams. Their duties often include planning practice sessions, analyzing player performance, providing feedback, and handling administrative tasks. They play a key role in team strategy, skill development, and ensuring that players are motivated and prepared for competitions. Assistant coaches may also be responsible for scouting opponents and recruiting new talent. Their contributions are essential to the overall success of the team.

What are the key skills and qualifications needed to thrive as an assistant coach, and why are they important?

To thrive as an Assistant Coach, you generally need a solid understanding of the sport, experience in coaching or playing, and often a relevant coaching certification. Familiarity with video analysis tools, training management software, and safety protocols is also important. Strong communication, motivational skills, and the ability to work collaboratively with athletes and head coaches set outstanding assistant coaches apart. These skills are crucial for developing athletes' abilities, ensuring effective training sessions, and supporting the overall success of the team.

What are the most common challenges faced by an assistant coach and how can they be effectively addressed?

Assistant Coaches often encounter challenges such as balancing administrative duties with on-field coaching and aligning their coaching style with the head coach’s vision. Another common hurdle is building trust and rapport with athletes while maintaining professional boundaries. Effective communication, adaptability, and a willingness to learn from both players and senior staff are key to overcoming these challenges. Proactively seeking feedback and engaging in ongoing professional development can also help Assistant Coaches thrive in their roles.

What is the difference between Assistant Coaching vs Coach?

AspectAssistant CoachingCoach
Required CredentialsOften requires relevant sports or fitness certifications, sometimes a bachelor's degreeTypically requires coaching certifications, experience, and sometimes advanced degrees
Work EnvironmentSupports head coach, works with athletes or teams, often in schools, sports clubs, or fitness centersLeads training sessions, develops strategies, and makes game or training decisions
Employer & Industry UsageUsed across sports teams, schools, and fitness organizationsUsed in similar settings, often as the primary decision-maker in coaching

Assistant Coaches support the main Coach by assisting with training, strategy, and athlete development. Coaches are responsible for leading, planning, and making key decisions. The roles differ mainly in responsibility level, with Assistant Coaches focusing on support tasks and Coaches taking the lead in team management and strategy.

What cities near Whitby, ON are hiring for Assistant Coaching jobs?

Cities near Whitby, ON with the most Assistant Coaching job openings:

Infographic showing various Assistant Coaching job openings in Whitby, ON as of August 2026, with employment types broken down into 2% As Needed, 75% Full Time, 20% Part Time, 1% Temporary, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution.

Sales Enablement Trainer

Toronto, ON • On-site

Wing Assistant
Online Marketplaces • 501 - 1,000 employees

CA$29K - CA$35K/yr

Full-time

Re-posted 9 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.
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