Sales Enablement and Training Manager at Showpad

| Chicago
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About Showpad

Showpad is the leading sales enablement platform for the modern seller. Showpad’s all-in-one platform empowers sales and marketing teams to engage buyers through industry-leading training and coaching software and innovative sales content and engagement solutions. 

At Showpad, personalities and cultures connect across oceans to create something extraordinary. As a top 10 software company in the Inc. 5,000 Europe list, Showpad is changing the game when it comes to sales enablement. Our employees create the engagement and impact that drives our success as we expand globally.

In the morning, we’re drinking San Francisco cold brew coffee with a side of Portland doughnuts – English scones for afternoon tea, and in the evening we’re toasting success with Belgian tripel Westmalle to a Chicago house tune.

About the position

Showpad is growing fast and we are looking for a Sales Enablement and Training manager to help us scale the US Sales Organization. As a Sales Enablement and Training manager, you will help design, create and deliver training, certification and sales performance improvement initiatives. In doing this, you coordinate between different departments to ensure alignment of initiatives with the company’s objectives. You are genuinely passionate about building organizational capabilities, sales and organizational learning. Above all, you bring energy, enthusiasm and the desire to grow yourself, your team and the company.

Key responsibilities as a Sales Enablement and Training Manager at Showpad

Perform needs assessments in coordination with sales leadership and management to identify gaps and opportunities that will drive and increase sales performance through 1) knowledge and skill enhancement; 2) process improvement; 3) utilization of tools and systems

  • Develop, plan and coordinate sales trainings by identifying learning objectives, designing exercises, and running training sessions
  • Gather feedback, iterate and continuously deploy sales learning programs to ramped reps and new hires
  • Coordinate the creation of sales support assets used by the sales organization.
  • Manage Sales Enablement project work
  • Work closely with internal groups+ (sales leadership, marketing, product management, sales operations, training & education) to accomplish Sales Enablement objectives
  • Driving sales effectiveness initiatives, including Marketing to Sales hand-offs, analyzing data, planning and execution of outbound sales campaigns and sales tools vendor evaluations
  • Gather feedback and regularly look to improve upon our existing processes

Skills and Qualifications we are looking for

  • Bachelor’s Degree in Marketing, Business, Communications or a related field required
  • 5 - 7 years’ experience in Field Sales, Sales Management, Sales Training
  • 3 years of Learning and Development experience (instructional design)
  • Passion for adult learning
  • Outstanding verbal, written and presentation skills are a must
  • Experience working with B2B SaaS teams
  • Exposure and proficiency with Salesforce, LMS platforms, similar tools
  • Proven ability to design, create, and deliver training materials to global sales team
  • High aptitude to work successfully on cross-departmental initiatives
  • Ability to build strong, productive work relationships
  • Diplomatic, confident and approachable interpersonal skills
  • Highly organized with strong attention to detail
  • Superior project manager skills and strengths in managing multiple projects and deadlines
  • A fast-thinking, high-energy individual with a sense of humor and ability to work with a wide range of personalities will thrive in this role

What you can expect from Showpad

Focus on Impact and Growth

We are building the future in sales and marketing where every sales person is successful. As an international scale-up, we aim for yearly double digit growth that opens many opportunities. We want people who thrive in a fast-paced, performance-driven company, who are not afraid to stretch themselves in a fun environment, and focus on impact and growth.

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Technology we use

  • Sales & Marketing
    • WordpressCMS
    • SalesforceCRM
    • MarketoLead Gen


Centrally located in the Loop and easily accessible for all commuters with tons of options for lunch.

An Insider's view of Showpad

What’s the vibe like in the office?

The vibe in our Chicago office is unlike any other startup I've ever been a part of. Everyone is smart, humble and effective. Even though we are all busy, everyone is always willing to offer help or guidance - even if it outside of their wheelhouse. We all genuinely enjoy each other's company and want to see our teammates succeed.


Operations Manager

How do you collaborate with other teams in the company?

Collaboration is absolutely key for my team, since we’re tasked with bringing many different groups together. And as an international organization, we’re building relationships not only across departments, but across the world too. The key for us is to show how we provide value and prove how our collaboration impacts both revenue and culture.


Head of Global Business Development and Alliances

How does the company support your career growth?

Showpad does a great job communicating about open opportunities across the organization. Even more importantly, they're willing to work with you to find the right fit for your skills and your career goals. Showpad sets you up for success and that's what sets Showpad apart. They care about your career path as much as you do!


Associate Solutions Engineer

What is your vision for the company?

At Showpad, we know that the best buyer experience wins. Our mission is to empower sales and marketing to sell the way buyers actually want to buy.


President & Chief Product Officer

What are Showpad Perks + Benefits

Volunteer in local community
Partners with Nonprofits
Eat lunch together
Intracompany committees
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Open office floor plan
Unconscious bias training
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Wellness Programs
Onsite Gym
Team workouts
Retirement & Stock Options Benefits
Company Equity
Performance Bonus
Child Care & Parental Leave Benefits
Generous Parental Leave
Flexible Work Schedule
Family Medical Leave
Company sponsored family events
Vacation & Time Off Benefits
Unlimited Vacation Policy
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Some Meals Provided
Happy Hours
Recreational Clubs
Fitness Subsidies
Professional Development Benefits
Job Training & Conferences
Lunch and learns
Cross functional training encouraged
Promote from within
Customized development tracks
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