SaaS Sales Assistant Instructor (U.S. based - Remote/Consultant)

ABOUT GENERATION

At Generation, we believe in the power of employment to change lives. We are a global nonprofit organization that supports adults to achieve economic mobility through employment. Generation trains and places adult learners of all ages into careers that are otherwise inaccessible, working in partnership with governments, employers, and other system actors. We also conduct original research and share data insights on high priority global workforce transition topics to inform decision-making by workforce system stakeholders. Launched in 2015, Generation comprises a global hub (Generation You Employed, or GYE) and a network of in-country affiliates. To date, the network has 100,000+ graduates and 11,000+ employers across 46 professions and 17 countries.  

When learners join Generation, 91% are unemployed, of which nearly half are long-term unemployed.  Three months after completing our program, graduates have an 78% job placement rate, rising to 88% within six months. Of our employed graduates, 68% are hired by repeat employers who have previously hired Generation graduates, and 89% are in jobs directly related to the profession for which we have trained them. Employed graduates immediately earn an average of 3-4X their previous earnings.  Two to five years after graduation, 77% of our alumni from upper-middle income countries continue to meet their daily financial needs and 63% can save for the future. To date, Generation’s global graduates have earned more than $1 billion in wages. Generation graduates typically have a secondary school background, 54% are female, 34% have dependents, and the majority identify with underrepresented communities in their country. 

ABOUT THE ROLE

We are seeking a dynamic and experienced Instructor to lead training for the Sales Development Representative (SDR) role in the Software as a Service (SaaS) sector who is motivated by Generation’s mission and driven by the objective of helping learners begin a new career. You will play a pivotal role as we establish our US operations through fully remote program delivery and job placements. We plan to use this program to create data insights on conditions for successful remote work so we may expand beyond West Virginia to serve all rural US communities. Your efforts will contribute to changing the lives of unemployed and underemployed individuals seeking economic stability and mobility.

For the pilot phase, we are looking for a full-time contractor for a specific period of time, as follows: 

Job Type: Full-Time Contractor (40 hours per week) 

Start Date: January 8, 2025

End Date: October 19, 2025

Job Duration: 9-month contract between Jan-Oct2025

Location Requirements: Remote (with access to strong WiFi), based in the U.S. and able to work from 8 am - 5 pm ET (with an hour unpaid lunch break)

Please note that the start date and job duration are subject to change based on final program design and launch timelines. This will be confirmed by the time of hiring.

Responsibilities

1. "SaaS Sales” Online Training Facilitation Support (80%):

·       Assist the lead instructor in providing quality, effective, rigorous, relevant and adapted training to an adult audience

·       Become familiar with and follow the course of the program as designed by Generation

·       Reinforce a positive and inclusive learning environment by building strong, trusting relationships with learners, understanding their strengths and challenges, and fostering a culture of learning and teaching

·       Co-facilitate and co-manage smaller breakout groups for discussions, hands-on activities, and other exercises

·       Provide personalized attention to smaller groups of learners or individual learners, as needed

·       Conduct assessments, input data, and regularly report progress through Canvas, Salesforce, and other relevant platforms as needed

·       Monitor and support learner engagement and progress by taking attendance, answering questions, reviewing assignments, and collaborating with the Lead Instructor to address learner needs and implement support strategies

·       Provide support to learners through various methods, including hosting office hours, providing 1:1 tutoring if needed, and offering asynchronous learner support

·       Monitor and respond to learners' messages and requests on our communication channels (e.g. Teams, Slack)

·       Share feedback with the Generation team and implement the recommendations to guarantee quality training for our learners

·       Effectively use digital tools such as Teams, Canvas, Slack, and GDrive to perform daily instructional tasks

2. Supplementary Activities (20%):

·       Build strong and trusting relationships with learners, develop a detailed knowledge of their strengths and challenges while ensuring a caring learning environment

·       Support and motivate learners to be resilient in their professional as well as personal journeys

·       Support lead instructor and Generation team in identifying and effectively countering obstacles to learners' success and transition into a professional environment

·       Participate in the organization of the cohort launch

·       Attend onboarding sessions as agreed with the management team before cohort launch

·       Take part of coaching cycles determined per management with specified cadence; this could include instructional team meetings, coaching conversations, participating in communities of practice and/or take part of specific professional development activities for upskilling such as attending workshops/trainings

Instructor Criteria

Experience and Technical Skills

·       A bachelor’s degree in any field or equivalent work experience

·       A minimum of 2 years of relevant – hands-on – professional experience as an SDR/BDR, preferably at a SaaS company. Professional experience may include:

 o   Conducting lead generation and lead qualification for outbound and inbound contexts is a must. Experience with the remaining parts of the sales cycle (demonstration, negotiation, and closing) is a plus but not required. 

 o   Having in-depth knowledge and hands-on experience with HubSpot and its functionalities, including automation, analysis, and customization, is a MUST (other CRM systems like Salesforce is a plus)

 o   Analyzing and leveraging sales metrics to drive performance improvements using the above-mentioned CRM systems

 o   Managing SDRs/BDRs is a plus. 

·       At least 1 experience facilitating on-the-job SaaS Sales Training/Coaching. Experience as a professional adult trainer is essential

·       Passion for helping change the life trajectories of unemployed and/or at-risk youth.

·       Professional certifications from Hubspot or motivation to obtain necessary Hubspot certifications on the job is a must

·       Being up-to-date with the latest trends, methodologies, and opportunities in Sales. Specific knowledge on SaaS sales is a plus. 

·       Strong command of digital tools is key, in particular: G Suite, Teams, Slack, and Outlook

·       Proven track record with LMS platforms to manage and deliver training content (Canvas preferred)

·       Excellent communication skills (writing + oral expression that can work for different audiences)

Mindsets and abilities

·       Embody values and understand the future challenges and opportunities for youth empowerment and is passionate about creating an impact in the employment ecosystem

·       Identify with the mission of Generation

·       Demonstrate an interest in the intersection of social and educational initiatives and genuine enthusiasm and passion for teaching and facilitation

·       Demonstrate resilience as well as great adaptability and flexibility

·       Demonstrate great motivation and empathy to support groups of young adults who are facing barriers to employment

·       Work rigorously and independently

·       Thrive in a fast-paced and dynamic work environment

·       Creative problem-solving abilities to address training challenges and learner needs

·       Demonstrate proactiveness, personal responsibility and a strong commitment towards self-reflection and growth