Tenstreet is a growing, fast-paced, Software as a Service (SaaS) business providing solutions for the transportation industry. Tenstreet is based in Tulsa, Oklahoma. Together we’re disrupting the ways in which companies market to, recruit, onboard and manage drivers. We’re a team of overachievers who excel in execution, collaboration and problem solving. But the real perk of working at Tenstreet is being part of a community that values your work, encourages life-long learning, and fosters a supportive culture.   

About the Sales Development Representative Fellowship:  

The Sales Development Representative Fellowship is a PAID 16-week in-person (Tulsa) fellowship that trains and up-skills candidates that are passionate about sales in technology. The Fellowship is an opportunity to create a pathway into a career as a Sales Development Representative in technology sales for exceptional individuals who might not have taken a traditional employment or academic path. Our goal is to train and hire exceptional talent while giving them access to hands-on technology sales development training in a collaborative in-person environment at our downtown Tulsa office. During the Fellowship, you will be considered for a full-time Sales Development Representative position at Tenstreet. 

The 4 general candidate profiles who might be a fit: 

• You want to transform your career: You have worked in fields outside of sales and technology and are looking to make a change. You could be working in retail, hospitality, education, a veteran, you name it. This could be your "second act".
• You do not have a degree and it’s been a barrier for you to sales opportunities.  
• You have an associate or bachelor’s degree but don't want to work in that specific field.
• You want to return to the workforce: There is a gap of employment that is a barrier for you re-entering the workforce. 

As a Sales Development Representative Fellow, you will be responsible for:   

• Being the first point of contact for new business prospects, primarily thru cold calling via the telephone. 
• Prospecting, researching, and identifying new leads by using a variety of approaches including online searches and industry specific searches.
• Moving prospects through the top of the sales funnel, by setting appointments with the sales team. (The Salesperson will conduct a demo online via Zoom/GoToMeeting) 
• Checking in with prospects who missed their scheduled demo. 
• Rescheduling demos with clients who couldn’t show at their previously scheduled time.
• Identifying key decision makers within these prospects. 
• Updating Tenstreet’s sales tools (Sugar CRM, SalesLoft, etc) with the up-to-date information.
• Coordinating with the Sales team to develop and grow the sales pipeline. 
• Honing your craft as a salesperson to be an exceptional SDR.
• Uncover ways Tenstreet might improve processes or products that add value to our clients.   

  You might be a good fit if:   

• Have a strong desire to be a Sales Development Representative and you’re looking for a chance to prove to others you can do great things in sales.
• You’re a self-starter who gets stuff done.  
• You aren’t afraid of cold-calling potential clients to prospect for basic information to pass on to the sales team. 
• Your phone and writing skills are exceptional.  
• You’re about to communicate relatively complex ideas so they are easily understood with clarity and confidence
• You’re inspired by great products and want to work with a product you can believe in. 
• You have demonstrated an ability to work independently as well as being a productive and supportive team member
• You want to contribute to and experience an intensely challenging, rewarding, and dynamic work community.
• You thrive in an unstructured, ambiguous, fast-moving environment where strategic action is required, often with limited information. 
• You deal positively with obstacles and failure in pursuit of challenging goals 

  What we’ll provide you:   

• A great compensation plan: This is a base plus commission role. 
• A positive and generative in-person work environment enabling you to develop your skills, collaborate with other professionals and invest in others. 
• An opportunity to be considered for a full-time Sales Development position after the Fellowship ends. 

If you want to be in sales, then the first step to doing so is selling yourself and presenting your experience thoughtfully. A few tips when applying that could help you be successful in securing a phone interview: 

• Make sure that your resume tells your unique story. 
• Most resumes don’t tell a story, they are lists of job duties and read like a job description. Don’t send us your job description. Tell us how you added value to the role. Here are some good examples of what we are looking for on a resume:
  • Cold called 40 prospects per day
  • Hit and exceeded quota for 11 out of 12 months last year
  • Led the team in closed deals.  
• A job description resume doesn’t tell a story. They list job duties. Here are some examples of what we are not looking for on a resume:
  • Outbound Sales
  • Prospecting
  • Scheduled demos
• Create a format that is easy to follow along. Your most recent experience should be at the top. Do not write long paragraphs, use bullet points. 
• The resume itself should be in .pdf or .doc format. If the resume was formatted by Indeed, AI, or another source that was not you, it may decrease your chances in moving forward in our process. 
• We want to learn as much as we can about you, so don't try to minimize your experience to fit on one page if it doesn't allow enough room to include all your experience. The length of the resume depends on how much experience you have so if your resume is one page, great! 2 pages, also great!  

#LSW1

Overview:

Are you a proven education professional with a track record of exceeding performance metrics and a passion for transforming how people learn? Nerdy is seeking experienced Educational Sales Representatives who combine educational expertise with consultative sales skills to help thousands of families achieve their academic goals.

As an Educational Sales Representative, you'll leverage your educational background to guide prospective students and families toward personalized learning solutions. This is a SALES position that requires a consultative approach when selling to clients. Success in this role comes from:

• Conducting meaningful needs assessment conversations with families
• Applying your education/teaching/training experience to recommend personalized learning solutions for each prospective client/student.
• Building trust through consultative conversations
• Demonstrating subject matter expertise in educational products and services

Location: Fully Remote Position

Upcoming Start Dates/Training: 

• Paid Training Schedule (Virtual | 6 weeks total):
  • For the May 11th cohort, training for all 6 weeks will be Monday through Friday from 8:00 AM to 5:00 PM Central Time (with a 1-hour unpaid lunch taken at the same time each day).
• Post-Training Schedule:
  After successful completion of training, your permanent schedule will be one of the options below (Central Time). Exact assignment will be reviewed during the interview process.
  • Sun, Mon, Fri, Sat | 7:00 AM–6:00 PM CT (with lunch & regular breaks)
    Sun, Mon, Tue, Wed, Sat | 11:00 AM–8:00 PM CT (with lunch & regular breaks)
    Sun, Mon, Thu, Fri, Sat | Split shift: 8:00 AM–12:00 PM + 4:00 PM – 8:00 PM CT
    Sun, Mon, Tue, Fri, Sat | Split shift: 8:00 AM–12:00 PM + 4:00 PM – 8:00 PM CT

Availability Requirement: You must be able to work all training hours and the permanent split-shift schedule after training.

About Nerdy:

At Nerdy (NYSE: NRDY) -  the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. 

We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win.

Fortune favors the bold. Join us.

How we compete:

• AI-Native at every level
  From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done.
• Entrepreneurial velocity
  Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die.
• Free-market rigor
  Ideas rise or fall on merit and results - no committees, no politics, no cap on upside.
• Full-stack ownership
  You design, build, and run what you ship; accountability is a feature, not a bug.
• Reward for contribution
  Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded.
• Relentless exploration
  Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way.
• Is Apolitical
  You stay focused on mission-aligned outcomes, not distractions or unrelated causes.

If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com.

Nerdy’s shareholder letters below explain our latest products and strategy:

• Q4-2025 Shareholder Letter
• Q3-2025 Shareholder Letter
• Q2-2025 Shareholder Letter

Qualifications:

• Bachelor's degree preferred
• 3+ years teaching, training, or educational sales experience strongly preferred
• Demonstrated success in metrics-driven environments
• Ability to work a FULL-TIME schedule, including evenings and weekends
• Strong technical aptitude and ability to learn new systems quickly
• Stable, distraction-free remote work environment
• Reliable high-speed internet connection
• Understand and appreciate that Nerdy is an apolitical company and that we can have the largest impact if we are united in our focus on helping people learn and not divided or distracted by advancing unrelated causes 

Our most successful Educational Sales Representatives typically bring:

• Educational experience and expertise (particularly from teaching and working directly with students and parents)
• Proven track record of exceeding metrics and performance goals
• Career progression showing increased responsibility and leadership
• Experience in needs assessment and solution-based selling
• Commitment to continuous learning and professional development

Career Growth & Development:

This role offers clear pathways for advancement based on performance:

• Structured promotion track from Educational Sales Representative to Senior Sales Representative
• Merit-based advancement opportunities into training, management, and other business areas
• Comprehensive paid training program focusing on educational consulting and sales excellence
• Mentorship and leadership development opportunities

Unlock Your Full Potential at Nerdy:

At Nerdy, we’re not just transforming how people learn—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer:

• Competitive Compensation: $41,600 ($20/hour) base salary plus $12,000 annual variable compensation target (after training). Also, performance-based advancement opportunities with increased earning potential.
• Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered.
• Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays!
• Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments.
• Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful.
• Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services.

Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included).

Overview:

Are you a high-performing sales professional with a proven track record of crushing quota and a passion for helping people unlock their potential? Nerdy is seeking experienced Sales Representatives who combine consultative selling expertise with competitive drive to help thousands of families invest in their academic success.

As a Sales Representative, you’ll own the full sales cycle—from initial outreach through close—guiding prospective students and families toward personalized learning solutions. This is a SALES position that demands a consultative approach and relentless execution. Success in this role comes from:

• Conducting high-volume, high-quality discovery calls with prospective families
• Applying consultative selling techniques to uncover needs and recommend tailored learning solutions
• Building trust and urgency through value-driven conversations
• Consistently meeting and exceeding daily, weekly, and monthly sales targets

Location: Fully Remote Position

Upcoming Start Dates/Training: 

• Paid Training Schedule (Virtual | 6 weeks total):
• Weeks 1–3: Monday–Friday 8:00 AM–5:00 PM CT
• Weeks 4–6: Monday–Friday 8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT (split shift with a mid-day break)
• Post-Training Schedule: After successful completion of training, your permanent schedule will remain on a split shift (8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT). Exact days will be reviewed during the interview process. 

Availability Requirement: You must be able to work all training hours and the permanent split-shift schedule after training.

About Nerdy:

At Nerdy (NYSE: NRDY) -  the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. 

We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win.

Fortune favors the bold. Join us.

How we compete:

• AI-Native at every level
  From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done.
• Entrepreneurial velocity
  Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die.
• Free-market rigor
  Ideas rise or fall on merit and results - no committees, no politics, no cap on upside.
• Full-stack ownership
  You design, build, and run what you ship; accountability is a feature, not a bug.
• Reward for contribution
  Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded.
• Relentless exploration
  Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way.
• Is Apolitical
  You stay focused on mission-aligned outcomes, not distractions or unrelated causes.

If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com.

Nerdy’s shareholder letters below explain our latest products and strategy:

• Q4-2025 Shareholder Letter
• Q3-2025 Shareholder Letter
• Q2-2025 Shareholder Letter

Qualifications:

• Bachelor’s degree preferred.
• 3+ years of sales, business development, or account management experience strongly preferred.
• Demonstrated success in quota-carrying roles with a track record of meeting or exceeding targets.
• Experience in consultative, solution-based, or needs-based selling environments
• Ability to work a FULL-TIME schedule, including evenings and weekends
• Strong technical aptitude and ability to learn new systems and CRM tools quickly
• Stable, distraction-free remote work environment with reliable high-speed internet

Our Most Successful Sales Representatives Typically Bring

• Proven history of exceeding sales quotas and revenue targets in B2C or high-volume sales environments.
• Experience in phone-based or inside sales with strong conversion metrics.
• Career progression showing increased responsibility, larger books of business, or leadership roles.
• Expertise in needs assessment, objection handling, and closing techniques.
• Background in industries such as edtech, SaaS, insurance, financial services, real estate, home services, or other consultative B2C sales.
• Comfort with CRM platforms, pipeline management, and data-driven performance tracking.
• Commitment to continuous learning and professional development.

Career Growth & Development:

This role offers clear pathways for advancement based on performance:

• Structured promotion track from Sales Representative to Senior Sales Representative and other career progression opportunities (training, management, operations).
• Merit-based advancement opportunities into training, management, and other business areas.
• Comprehensive paid training program focusing on educational consulting and sales excellence.
• Mentorship and leadership development opportunities.

Unlock Your Full Potential at Nerdy:

At Nerdy, we’re not just transforming how people learn—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer:

• Competitive Compensation: $41,600 ($20/hour) base salary plus $12,000 annual variable compensation target (after training). Also, performance-based advancement opportunities with increased earning potential.
• Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered.
• Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays!
• Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments.
• Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful.
• Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services.
• Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included).

Tenstreet is a growing, fast-paced, Software as a Service (SaaS) business providing solutions for the transportation industry. Tenstreet is based in Tulsa, Oklahoma. Together we’re disrupting the ways in which companies market to, recruit, onboard and manage drivers.  

We’re a team of overachievers who excel in execution, collaboration and problem solving. We offer great benefits and a casual environment.  But the real perk of working at Tenstreet is being part of a community that values your work, encourages life-long learning and fosters a supportive culture.  

Sales Development Representative (SDR) Summary: 

As an SDR at Tenstreet, you’ll generate leads, call potential clients, lead the discovery process, and book demos for the Sales Team. 

*This is a remote/on-site hybrid opportunity! Our corporate location is in Tulsa and travel to Tulsa will be required for at least 1 interview, onboarding, seasonal events, and monthly all-company meetings. 

As a Sales Development Representative, you will be responsible for:  

• Being the first point of contact for new business prospects, primarily thru cold calling via the telephone. 
• Prospecting, researching, and identifying new leads by using a variety of approaches including online searches and industry specific searches
• Moving prospects through the top of the sales funnel, by setting appointments with the sales team. (The Salesperson will conduct a demo online via Zoom/GoToMeeting) 
• Checking in with prospects who missed their scheduled demo. 
•  Rescheduling demos with clients who weren’t able to show at their previously scheduled time.
• Identifying key decision makers within these prospects. 
• Updating Tenstreet’s sales tools (Sugar CRM, SalesLoft, etc) with the up-to-date information 
• Coordinating with the Sales team to develop and grow the sales pipeline. 
• Honing your craft as a salesperson to be an exceptional SDR
• Uncover ways Tenstreet might improve processes or products that add value to our clients.  

You might be a good fit as a Sales Development Representative if:  

• You’re a self-starter who gets stuff done.  
• You aren’t afraid of cold-calling potential clients to prospect for basic information to pass on to the sales team. 
• Your phone and writing skills are exceptional.  
• You’re about to communicate relatively complex ideas so they are easily understood with clarity and confidence
• You’re inspired by great products and want to work with a product you can believe in. 
• You have demonstrated an ability to work independently as well as being a productive and supportive team member
• You want to contribute to and experience an intensely challenging, rewarding and dynamic work community.
• You thrive in an unstructured, ambiguous, fast-moving environment where strategic action is required, often with limited information. 
• You deal positively with obstacles and failure in pursuit of challenging goals
• You have experience with Sugar CRM and/or SalesLoft (or other sales tools). 

What we’ll provide you:  

• A great compensation plan:  This is a base plus commission role. 
• A positive and generative work environment enabling you to develop your skills, collaborate with other professionals and invest in others. 
• A work community that strives to take great care of you through great benefits like health insurance, dental, vision, 401k, PTO and others. 

A few tips when applying that could help you be successful in securing a phone interview:

• Make sure that your resume tells a story. Example bullet points could be something like, 'Outbound Sales, Prospecting, Scheduled demos' or they could sound more like 'Cold called 40 prospects per day, Hit and exceeded quota for 11 out of 12 months last year, Led the team in closed deals'. See the difference? The first few list responsibilities that everyone who performed that same job would list. The second set are specific to you. That difference makes a huge impact!
• Create a format that is easy to follow along. Your most recent experience should be at the top. Do not write long paragraphs, use bullet points.
• The resume itself should be in .pdf or .doc format. If the resume was formatted by Indeed, AI, or another source that was not you, it may decrease your chances in moving forward in our process. 
• We want to learn as much as we can about you, so don't try to minimize your experience to fit on one page if it doesn't allow enough room to include all your experience. The length of the resume depends on how much experience you have so if your resume is one page, great! 2 pages, also great! 

#LI-SW1