Fully online | 3-4 months | 10-20 hours per week.
Tech Sales
Learn to sell tech and scale your income.
- Part-time, flexible schedule
- Certificate of Completion
- 1:1 Mentorship

Finally Break into Tech
Learn what it takes to make six figures
We’ll teach you how to build your selling skills through live learning sessions. Every week you’ll meet and observe tech sales industry leaders and participate in role-play activities, so you can maximize what you’ve learned once you’re on the job.
Learn job-ready skills in
3 months
Program Benefits
- 15-20 hours a week
- Certificate of Completion
- Personal mentor
- Flexible schedule
- 100% online
Skills We Teach
- Researching, prospecting, and pipeline maintenance
- Effective engagement, storytelling, and relationship management
- How to adapt selling techniques to cloud delivery services and subscription-based models
- You'll work with tools like Salesforce, Zoom, zoominfo and Linkedin Sales Navigator
Advance your career
Learn directly from the experts at Winning by Design, who’ve trained sales teams at Uber, Adobe and Asana. Attend weekly 60- 90- or 120-minute live class to graduate.


Learn valuable lessons from top performers.
Our Tech Sales program is more than just training, we’ll engrain the skill, culture, habit and techniques of what it takes to sell anything.
1-on1 mentorship
Get matched with a personal mentor who works in the industry.
Learn from their invaluable real-world career experiences.
- Live personal video consultations
- Detailed feedback and reviews
- Career insights and tips
- Mentored Apprenticeship
- 100% online

Curriculum
Become a Top Performer in No Time.
In this opening week, you’ll receive an overview of how the bootcamp works and a breakdown of your weekly schedule.
You’ll also attend your first live learning session, exploring the different roles within tech sales and understanding the end-to-end customer journey.
Learn the vocabulary of two high-growing industries, Software-as-a-Service (SaaS) and Business-to-Business (B2B) sales
Understand the SDR role and its crucial role in the end-to-end customer journey
Learn how sales roles include inbound and outbound sales
Learn about the bowtie model and the six stages of the customer journey
You’ll explore how to visualize your prospects into hot, warm, and cold categories and categorize prospects from a list during a live learning session. You’ll also look at the wider pool of customers by familiarizing yourself with TAM (Total Addressable Market).
Review a list of prospects and categorize them into hot, warm, or cold
Understand how to receive weekly, monthly, and quarterly lists based on the average contract values (ACV) of customers
Explain that Total Addressable Market (TAM) is not infinite
Researching is a crucial step before contacting your prospect. Learning about what your prospect cares about and how they make decisions will help you tailor a communication strategy around their business needs.
In live learning guided practices, determine prospect fit to qualify and disqualify prospects
Explain what different personas care about, from VPs and C-level execs to Directors and below
Read and assess a LinkedIn profile, company site, YouTube page, or social media site to pull relevant information
Identify appropriate channels to use for your prospect given certain background information
Taking the knowledge you’ve attained from your research, you’ll engage your prospect through different communication strategies.
You’ll learn how to tune into how your lead prefers to communicate and start engaging using the TALKER technique. Guided practices include roleplay on understanding the five elements of tone and practicing communications strategies for email, unscheduled calls, and voicemails.
Employ the 5 elements of tone — speed, volume, prosody, silence, and enthusiasm
Implement TALKER, a conversation technique designed to apply the science of effective communication to any conversation
Structure an email using RRR (Relevance, Reward, Request) and respond by mirroring the customer’s language
Prepare for the opening of unscheduled and scheduled cold calls
ESQ – Engagement, Sequencing, and Intro to Qualifications
You’ll focus on two emerging engagement strategies that have taken root in the 21st century — video and social media. Live learning will guide you to work within this space.
You’ll prepare for and create a 60-second video with a clear call to action and send a LinkedIn request following RRR. You’ll also learn to sequence and batch prospects based on similar personas.
The week closes with introducing you to the components of a qualification call: open, diagnose, prescribe, and close.
Create a 60-second video with a clear call to action using the WWW framework (who are you, why are calling, what’s in it for me)
Identify where a prospect is in a sequence and what step to execute in the sequence
Use key opening techniques for scheduled calls using ACE (Appreciate, Check Time, and End Goal)
Learn the difference between close-ended (situational) and open-ended (pain) questions
Understand how to tell a story through the hero’s journey effectively
You’ll dissect preparation steps for the introductory phase of both scheduled and unscheduled calls. You’ll execute close-ended and open-ended questions. You’ll review a sample of qualification calls in live learning sessions, prepare qualification questions, and construct relevant stories using the hero’s journey framework.
Prepare for the opening of a scheduled call by jotting down a simple three-step agenda
Prepare for the opening of an unscheduled call focusing on the “what’s in it for me” exchange of the WWW framework
Learn best practices for a qualification call, including conveying enthusiasm and adjusting for surprises
The opening of a call is one of the most crucial aspects of establishing a rapport with your prospect. This week, you’ll learn to put your preparation into action. Live learning sessions will have you implement ACE, an agenda, and the WWW framework on an unscheduled call.
Use ACE (Appreciate, Check Time, End Goal) to transition from small talk to business talk
Tailor your ended goal to any relevant information you have about the prospect
Set a three-step simple agenda and refer to the end goals in closing the meeting
Diagnosing involves building empathy and establishing trust. This week you’ll develop active listening skills and mirrored language to understand and empathize with your prospect’s pain points. Live learning sessions include role plays for diagnosing on a qualification call and prescribing through storytelling (hero’s journey) while employing personalization language.
Review a battle card listing your prospect’s expected challenges and generate closed and open-ended qualification questions
Summarize the prospect’s responses using mirrored language and demonstrate active listening
In 90 seconds or less, tell a relevant story using the three steps of the hero’s journey (Situation, Pain, Impact)
Develop an awareness of the need to adjust stories in different contexts
Use personalizing language to connect with the prospect (“like you” statements)
Closing involves taking ownership of the call, ensuring you don’t leave any doors wide open for your prospect to leave. This week you’ll learn how to set up next steps to enable the prospect to continue conversations with you and hold yourself accountable. Live learning involves demonstrations and guided practices in closing scheduled and unscheduled calls.
Verbally define next steps, such as scheduling a discovery call
Learn to take ownership of next steps and immediately follow up in writing to confirm
Describe the difference between closing a scheduled vs. an unscheduled call
You’ll learn that objections and rejections are the norms in qualifying. You’ll review the most common types of objections and how to deploy the appropriate responses, then move on to rejections, which must be handled more delicately by adjusting your tone. Finally, you’ll learn how to relay critical information about the prospect in preparation for your handoff to an Account Executive.
Learn how to appropriately respond to the four most common types of objections
Purpose handle an objection to earn more time to qualify a prospect
Recognize the differences between rejection and objection and when it’s best to end a call or continue qualifying
In live learning, record a 30-60-second video message describing the SPI to an Account Executive
Learn the tools of the trade. You’ll review an SDR’s tech stack, including Salesforce, the leading cloud-based CRM, then execute email sequencing through Outreach. A later unit helps you explore more advanced functions in the SDR tech stack for LinkedIn and Gmail.
Differentiate between objects: Lead, Account, Opportunity, Tasks
Recognize dashboards and metrics used to track prospecting success
Create a list of potential clients from a LinkedIn search
Practice setting up Gmail and navigating tabs and filters inside of Google sheets in live learning sessions
In order to succeed in your new tech sales role, you’ll have to learn how to handle setbacks appropriately. This final week will help you plan and timebox in live learning sessions.
You’ll explore different time management techniques, such as the Pomodoro Technique and the Getting Things Done (GTD) method. You’ll also learn how to manage stress and the common fears of not meeting quota.
Develop a mindset of accountability (taking ownership of what is in your control)
Find a stress management technique to reset your mindset
Apply a timeboxing template to your calendar to create a weekly plan
Explain the importance of a learning/growth mindset in achieving success in your role
Throughout this program, you’ll work through assessments focused on helping a fictional company find and attract potential customers. You’ll read through their objectives, value propositions, ideal customer profile (ICP), competitors, and customer stories, then execute qualifying calls.
Student Outcomes
We help student launch careers.
Hired Rate
81%
Average Salary Increase
$17k

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