Work directly with America's best employers to bring joy to millions of employees!

Chicago + Remote: We have a solid footprint in Chicago, but we also hire exceptionally talented people who reside elsewhere.

We love the friendships we've forged in our Chicago office. But let's be real; things have changed. We don't plan to all return 100% in-office, but our office and gym are open on an optional basis for all employees who feel comfortable, including happy hours and team events. However, because culture and relationships are important to us, all candidates should be open to being in-office with their teams at pre-arranged times throughout the year. The specifics vary by role, so please discuss your plans with the hiring team.

Hi, welcome to PerkSpot. We’re looking for a helpful and creative Sales Trainer to join our team and deliver effective, successful trainings across both the Sales and Client Support teams.

At PerkSpot, we’re proud to extend benefits and perks to a robust client base. As our Sales Trainer, you will be responsible for identifying our internal training gaps, and coming up with a training process to fill these. You will then report on important KPIs that determine the success of new hires, as well as constantly strive to set future team members up for success. The success of the Sales team helps determine success of the company as a whole, so your efforts will help directly impact the company’s path forward.

About PerkSpot

PerkSpot is an employee benefits company that works with America’s top employers to offer exclusive discounts, rewards, and recognition to millions of employees. These exclusive perks and savings are a great recruitment and retention tool that allows employees to take advantage of unique opportunities and feel great about the company they work for. We help employees from over 1,000 companies like Spotify, Walgreens, McDonald's, and Lyft save on everything from gym memberships and movie tickets to electronics, new cars, and travel.

Profitable and growing, our company was founded in 2006 by good people with a great vision, and we’re carrying on the work they started. In 2018, our company was proud to announce an additional investment of $50 million dollars from Susquehanna Growth Equity. As we continue to grow, we’re excited about our leadership position in the industry, but we’re also committed to doing more - developing better products, reaching more employers, and getting more employees engaged with our platform. Our passion is to make every place a great place to work, starting with our own. We’re a big platform, but a small team. That means we’re going to trust you with more responsibility than you’d have anywhere else and invest in your success and growth more than any other employer.

Meet the Sales Team

Our Sales team is comprised of outgoing, proactive individuals who are proud to function as PerkSpot’s main brand ambassadors. Working with key stakeholders, you’ll identify training needs and create/distribute helpful training resources. This is a wonderful opportunity for someone with sales, client success, and learning and development experience to map out and execute a comprehensive training plan for a high-growth company.

Life as a Sales Trainer:

• Learn the ins and outs of PerkSpot’s business; use this to discover the most effective and efficient training techniques
• Meet with stakeholders to identify training needs and gaps
• Mapping out an effective training process and strategy, and developing accompanying training resources and collateral
• Report on KPIs such as addressable member growth, new client wins, 90-day hire performance, etc.
• Mentor new hires to success; report to leadership on their progress at 90 days
• Compile training resources for new processes and product launches
• Provide 1:1 support and coaching to underperforming reps as needed
• Set up Gong intelligence tracking to assess new member training adoption
• Report on training adoption progress to leadership
• Keep tabs on the sales and customer service training landscape, and adjust PerkSpot’s training plan as needed
• Attend regular team and staff meetings to go over company goals, success benchmarks, and sales strategies

What we’re looking for:

• Minimum 5-7 years’ experience in sales and/or customer service learning and development
• Background in client success, sales, and/or customer service required
• Experience in B2B serving HR or enterprise clients preferred, but not required
• Familiarity with standard HR roles, responsibilities, and typical KPIs a plus
• Experience in content creation, training, and public speaking
• Experience monitoring sales and client success benchmarks, ideally within a mentee/mentor capacity
• Excellent technical skills and proficiency in relevant IT platforms
• Strong communication, presentation, and analytical skills
• Helpful, collaborative, and positive nature
• Organized and thoughtful approach to all work
• Proactive and diligent work ethic
• Proven understanding of PerkSpot’s values as a whole and a willingness to work hard to achieve overall company goals

Your First Few Months

You’ll start by learning all about PerkSpot’s mission, culture, and product - you can’t train if you don’t know it yourself! We’ll have you meet with both the Sales and Client Success teams and then company leadership to identify training pain points and how best to tackle them. After that, you’ll familiarize yourself with the industry and our required KPIs, and then start building out our training schedule, collateral, and evaluation process. After 90 days, you’ll be a full-fledged trainer on the team, always on hand to answer questions or help our team members through a tough month. We can’t wait to see what you do with our sales and CS strategy!

The Perks of Working at PerkSpot

We’re a big platform, but still a small team. That means we’re going to trust you with more responsibility than elsewhere, and invest in you more. You’re going to grow – a lot.

We work out of our office in Chicago’s River North neighborhood. When we are in the office, we dress how we like, encourage flexible hours and an open time-off policy, stock a good beer selection, and we’re pretty obsessive about our coffee. Most of all, we welcome good people with lots of energy and enthusiasm.

PerkSpot offers the full suite of benefits you’d expect from a profitable, established company, including health and dental insurance, a generous parental leave policy, 401(k), pre-tax transit benefits, and fully-funded disability coverage. We have in-office bike storage, a private gym, and a shower on-site.

We hold weekly company get-togethers where we learn from what went wrong and celebrate what went right. Every week at PerkSpot, we aim a little higher and get a little bit better than the previous week.

Because we consider every member of our team to be a fundamental part of our success, we encourage everyone to be invested in our success, regardless of their position. We want every one of our employees to think like an owner: put in the effort to exceed expectations, solve problems before they come up, and always go the extra mile. It’s this drive to succeed that makes PerkSpot such an interactive and fulfilling place to work.

How to Apply

All applications will be kept strictly confidential. Please submit a resume AND cover letter (we know it is old school, but a cover letter is very important to us) telling us how you stack up to the qualifications, plus any other information you feel would be relevant to PerkSpot. Don’t be afraid to show your spark and personality!

All positions require a full background screening.

Offering a diverse, equitable, and inclusive culture is a priority at PerkSpot. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin, disability or protected veteran status, or any other legally protected basis, in accordance with applicable law.