The SaaS Founder's 4-Step Blueprint to Hiring A-Players
Finding the right salesperson for your SaaS startup can feel like a daunting quest. You need someone who is an intellectual, financial, and cultural fit – someone who will be in the top 5% and drive results, FAST. But ho...
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Your 4-step blueprint to consistently hiring A-Player sales talent for your SaaS startup.
Finding the right salesperson for your SaaS startup can feel like a daunting quest. You need someone who is an intellectual, financial, and cultural fit – someone who will be in the top 5% and drive results, FAST. But how can you truly determine that in just a few conversations?
Fear not! I've successfully used a four-step sales interview process with hundreds of clients to help them nail the perfect sales hire. This blueprint is designed specifically for the dynamic environment of SaaS startups.
Let’s dive into how you can move beyond guesswork and implement a systematic, data-driven approach to find your next sales A-Player.
Why a Structured Interview Process is Non-Negotiable
Many founders initially have a less formal interview process, which can unfortunately lead to bad hires or scare top candidates away. A structured approach, like the one outlined here, brings numerous benefits:
Consistency: Ensures every candidate is evaluated using the same framework by every interviewer.
Objectivity: Helps measure responses against predefined criteria, minimizing bias.
Data-Driven Decisions: Just like tracking sales KPIs, a scorecard approach to interviewing allows you to make smarter, evidence-based decisions.
Professionalism: Top salespeople are evaluating your process as much as you're evaluating them. A well-organized interview process signals a well-run company they'll want to join.
Remember, a bad sales hire can cost, on average, 200% of their salary in recruiting, hiring, and training, not to mention the lost revenue from deals they didn't close. Your next sales hire is a critical investment. This blueprint will help you get it right.
The 4-Step Sales Interview Blueprint
This process typically involves four distinct interview stages:
The General Interview: Assesses overall sales acumen, presentation, grit, and intellectual curiosity.
The Homework Assignment: Measures written communication, clarity, initiative, and dedication.
The Role-Play Exercise: Evaluates their sales process in action. (For leadership roles, a 30/60/90-day project presentation is substituted).
The Cultural Interview: Gauges alignment with company values and answers any final questions before a potential offer.
Let's break down each step.
Interview #1: The General Interview – Uncovering Potential
The purpose of this first in-depth conversation is to understand who the candidate is as a salesperson, see how their resume aligns with their answers, and ascertain if they have the requisite skills to advance.
A. Pre-Interview Preparation: Due Diligence is Key
Resume Review & Quantitative Data: Before the interview, meticulously review the candidate’s resume. Document all quantitative data: quota attainment, President’s Club qualifications, opportunity generation, revenue generation, etc.
Achievement Focused: Does the candidate reference what they accomplished in each role, or just list duties? Look for a consistent track record of exceeding 100% of quota. Occasional dips to 80-90% are acceptable, but be prepared to ask about those situations.
The Numbers Check (Initial): Based on the numbers presented on the resume, do a quick mental (or spreadsheet) check.
B. During the Interview: Probing for Process and Authenticity
The Quota Verification Sequence: This is a critical technique to gauge honesty about past performance.
Early in the interview, ask: “What was your quota last year?” Note their response.
Shift to other topics (e.g., sales process) for about 10 minutes.
Then ask: “What percentage-to-quota did you hit last year?” Note their response.
Again, shift to unrelated questions for another 10 minutes.
Finally, ask: “How much revenue (or relevant metric) did you generate last year?”
Why this matters: Many candidates inflate quota attainment. By spacing out these related questions, you get a better chance at uncovering inconsistencies. Top salespeople know their numbers inside and out; hesitation or incorrect math is a red flag. If the numbers don't align with what was on their resume or with each other, dig deeper. For example, if quota was $1M and they hit 120%, they should have generated $1.2M. If they say $800k, that’s a major discrepancy.
Understanding Their Sales Process: Ask questions to reveal if they have a clearly defined, repeatable process.
"Walk me through your sales process from start to finish."
"What do the first few minutes of your discovery call sound like?"
"What are some of your favorite discovery questions to ask?"
"How do you typically close a call and define next steps?"
"What’s your process after a call concludes?"
Listen for: A structured approach, not just "I sell through relationships." If they mention relationships, ask how they build them – there should be a process there too.
Assessing Preparation:
"What do you know about our company and me?"
"What kind of research did you do to prepare for this interview?"
Look for: Evidence they went beyond a cursory glance at your homepage. Do they understand your products, market, or even specific team members?
C. Gauging Honesty, Coachability, Grit & Intellectual Curiosity
Coachability & Self-Reflection:
"Discuss a skill you've attained over time through practice, hard work, or feedback."
Pro Tip: Try giving some light, constructive feedback during this first or a subsequent interview. Note how they react and if they adjust their approach in later interactions. Candidates who are open to feedback and can self-reflect are far more likely to succeed. Those who can't be coached often don't last.
Competitiveness & Drive for Success:
"Have you been involved in competitive activities – sports, debate, etc.? Tell me about that." (You want to ensure this person values winning and success).
Grit & Resilience (Learning from Failure):
"Tell me about a time you failed at something initially but eventually succeeded."
"Describe a time you failed and, despite your best efforts, didn't ultimately succeed. What did you learn?"
"What accomplishment are you most proud of, and why?"
"Tell me about your toughest sale – whether you won or lost it."
"What do you do when a hot prospect goes cold?"
Intellectual Curiosity:
"What’s the last new thing you learned, professionally or personally?"
"Who is your mentor, and what have you learned from them?"
"What's your best question for me?" (A candidate with no questions is often a red flag).
D. Evaluating Key Quantitative & Qualitative Areas (Using a 1-5 Scale)
While a full scorecard is ideal (more on that later!), even in a general interview, you should be mentally (or actually) scoring candidates on key attributes. Use a 1-5 scale (1=Lowest, 5=Highest).
Process Skill (1-5):
Score a 5: Clearly articulated, repeatable sales process.
Score a 1: Answers are meandering, relies on vague statements like "I sell through relationships" without a defined approach.
Sample questions to rate this (also listed above): "What do you do ahead of a discovery call?" "What do the first five minutes of your discovery call sound/look like?" "What is your best question?" "How do you manage your personal pipeline?" "How do you find prospects?" "What do your first thirty days look like?" "Walk me through a typical day at your last job."
Preparation (1-5):
Score a 5: Deep understanding of the company, market, and key executives. Has well-prepared, insightful questions.
Score a 1: Very little preparation evident; limited knowledge about what your company does.
Sample questions to rate this (also listed above): "Why did you choose to apply here?" "What do you know about our market?" "What do you know about us/me?" "What did you find most interesting about our company?" "What do you do to improve your professional skills?"
Intellectual Curiosity (1-5):
Score a 5: Easily discusses things they've learned, skills gained, mentor relationships, and asks good probing questions.
Score a 1: Does not display intellectual curiosity; asks no questions of the interviewer.
Sample questions to rate this (also listed above): "Tell me about the last thing you learned?" "Who is your mentor?" "What is your best question?"
Grit (1-5):
Score a 5: Easily discusses failure, perseverance, and learning from experience.
Score a 1: Does not possess grit; cannot answer "Tell me about a time you failed at first but then were able to accomplish that goal."
Sample questions to rate this (also listed above): "What accomplishment are you most proud of?" "Tell me about the last time you failed at something." "Tell me about a time where you showed perseverance." "Tell me about your toughest sale that you won or lost." "What do you do when you have a hot prospect that has gone cold?" "What is the toughest thing you have ever accomplished?" "Tell me about a difficult experience you encountered in your last job and how you addressed it?"
E. Bonus Questions to Consider: These can provide additional valuable insights into the candidate's personality, motivations, and self-awareness.
"What do you like to do for fun?"
"How would your coworkers describe you?"
"What are you looking for in your next role?"
"Do you work better alone or with direction?"
"Why did you leave your last company?" (Dig deep here).
"If you were in a position to drive change with your last company, what would you have changed?"
"What was your last performance appraisal score overall? Greatest area of strength? Weakness?"
"What are the top three skills you bring to a job that make you more valuable than other candidates?"
"What did you like least about your last job?"
"What is the toughest feedback you have received? What did you do with the feedback?"
"How do you measure success?"
"What is your ideal career trajectory? How do you plan to make that happen?"
"Who is the best salesperson you know, and why?"
"Tell me why you chose sales as your career?"
If the candidate excels here, they move to the next interviewer or stage.
Interview #2: The Homework Assignment – Assessing Written Communication & Dedication
This assignment measures a candidate's ability to articulate ideas clearly and succinctly in writing – a crucial skill in SaaS sales. It also highlights initiative, as it reflects their willingness to invest effort.
Process:
After Interview #1, if the candidate is moving forward, inform them about a short writing assignment.
Explain you'll send the prompt and need it returned within a specific, short timeframe (e.g., 30 minutes). Acknowledge that their schedule might be tight, but emphasize the task itself shouldn't require more than that focused effort.
AE Email Writing Diagnostic Example:
You are an Account Executive for "Awesome SaaS Company." You just got off a discovery call with Joe Michaels, VP of Insights at "Pirate Corp." Joe was excited about the time and money he could save with Awesome SaaS Company. Specifically, he felt he'd spend more time with his staff and less time “grinding.” Joe mentioned needing to clear the purchase with his boss (a formality) and that legal review could take up to three weeks. He didn’t have an immediate burning need but was excited to move forward.
Your Task: Please write your follow-up email to Joe. (Interviewer Note: After they submit, you'll follow up to let them know the decision maker's feedback.)
This task reveals their written communication skills, professionalism, and ability to synthesize information under a light pressure.
Interview #3: The Role-Play – Observing Process in Action
This stage provides an in-depth look at the candidate’s sales process and how they handle a live interaction. For leadership roles, you would typically skip this specific role-play and instead assign a 30/60/90-day strategic project. Once completed (usually 2-3 days), they present it, allowing you to assess their strategic thinking and understanding of expectations.
For Individual Contributor Sales Roles:
Setup (provide 1-2 days in advance):
Inform the candidate about the role-play, what they'll be "selling" (ideally something they know that's similar to your product/service), where they are in the "process" (e.g., first call after a warm lead), and to whom they are selling.
Company executives should play themselves or a relevant prospect persona.
Scenario Example: "This will be your first call with a prospect. The lead came via an email saying, 'We want to learn more about your platform.' The call is scheduled for 20 minutes."
Prospect Company: [Provide a name and brief, realistic company description relevant to your ICP].
Prospect Profile: [Provide a name and a role you commonly sell to].
Your "Product" Cost (for context): "[Your company] charges [general cost structure, e.g., $X per month per user]."
Keys to a Successful Role-Play Assessment:
Relevance: Base the role-play on the applicant’s actual work history and a product/service type they have experience with. Have them conduct a "discovery call."
Preparation is Paramount: It should be obvious they did their research and prepared thoroughly. If they can’t prepare when trying to get a job, they likely won’t prepare once they have it.
What to Observe During the Role-Play:
Are they using sales best practices?
Do they conduct a time check at the beginning?
Are they asking effective, open-ended discovery questions?
Do they use a framed introduction?
Are they listening more than speaking? (Crucial for discovery).
Do they clearly define and confirm next steps?
Do they attempt an appropriate close for that stage of the conversation?
What are their closing statements like?
Interview #4: The Cultural Interview – Ensuring Alignment
This is typically the final interview, an opportunity to truly get to know the candidate as a person and confirm cultural alignment. It can be conducted by the first interviewer or another leader.
Key Questions to Explore:
"Based on what you've learned about us, how do you see yourself fitting in with our company culture and values?"
"Describe the work environment where you feel you are most productive and engaged."
Revisit any open questions or areas needing clarification from previous interviews.
If needed, test further for coachability by presenting a hypothetical scenario or discussing feedback.
This step also serves to gauge the candidate's continued interest and can smoothly transition into a verbal offer if all parties are aligned.
Making the Offer: Avoid Delays! Once you’ve decided you have the right A-Player, move to the offer stage immediately! Top talent has options.
Verbal Offer First: ALWAYS call them. Discuss the details (salary, benefits, start date, etc.) and ensure they are on board and excited. Ask if they have any questions and confirm alignment.
Formal Written Offer: Once verbally agreed, send the formal offer letter for signature.
What You Are Looking For: The A-Player Profile
Across this entire process, you want to find someone who consistently demonstrates they:
Are process-driven.
Know how to prepare thoroughly.
Possess intellectual curiosity.
Present professionally and confidently.
Are competitive and have a genuine desire to win.
Have a proven track record of success.
Use an interview matrix or scorecard throughout to objectively rate each individual on these (and other key) traits based on the evidence gathered.
Adapting for Speed: The Streamlined 2-Interview Process
While a thorough process is ideal, sometimes time is of the essence. You can condense this 4-step blueprint into two more intensive interviews without sacrificing quality, by being highly focused.
"What would be your perfect next role and why?" (Do they know, or just need a job?)
"Do you specifically want to work for a startup/our size of company? Why or why not?"
"What type of leader motivates you? What type doesn't? Give examples."
"What are you looking for in your next On-Target Earnings (OTE)?" (Not "What are you making?")
"Why are you looking to make a move?" (If currently employed, dig deep).
Role Interest & Understanding:
"What interests you most about this specific role?" (Assuming JD has been shared).
Walk them through the JD highlights and key aspects not in the JD.
Work History & Performance:
Review work history (ensure LinkedIn matches resume, explain gaps/short tenures).
Deep dive into wins: % over plan, MRR, rank in company. Verify facts and math – critical!
Self-Perception:
"If your family and friends could describe you in three words or less, what would they say?"
Transparency & Next Steps:
If next steps are likely, inform them about back-channel reference checks. Ask: "Is there anything I might learn from those checks that you haven't already shared?" (This often reveals true transparency).
Condensed Interview #2 (Core Competency Deep Dive - Approx. 45-60 mins): This interview focuses on 7 core areas. Choose questions from some or all areas based on what’s most critical for the role and what you still need to assess. You don’t have to ask every question; dig deep on the most important ones.
Speed:
"Is it more important to move fast and get it done, or to take your time and do it right? Why?"
"Describe when you helped your team move faster. What was the impact?"
"Describe a time an organization you were in went too fast, and it was a problem. How did you feel?" (Look for a positive spin on loving speed even amidst challenges).
"How do you prioritize building processes versus hitting immediate goals/deadlines?"
Initiative:
"Describe a specific time you over-delivered. What was your motivation?"
"Tell me about a project you came up with yourself. If it wasn't implemented, why not?"
"What's your best idea, and what obstacles did you overcome to make it happen?"
"Three years from now, what new things will you have learned? How will this job help?"
"If you get this role, what would be your biggest challenge, and how would you approach it?"
Adaptability:
"Describe a time your boss changed plans quickly. How did you feel? What did you do?"
"Describe a time when things were changing rapidly. What was that environment like for you?" (Note positive/negative language).
"Tell me about the most difficult person you’ve worked with and how you managed that relationship."
Intrinsic Motivation:
"Tell me about a time when you truly loved your work. What did you enjoy about it?"
"Describe something you created (in or out of work) that you are particularly proud of."
"When did you last lose track of time working on something? What was it, and why were you so absorbed?"
"What's the most recent new skill or topic you've taught yourself?"
Job Longevity & Motivations:
"Walk me through your past few jobs. What did you learn, and why did you leave each one? Pros/cons of your leader(s)?"
"What do you want from your next job that you aren’t getting currently?"
"Realistically, how long do you see yourself thriving and growing in a role like this if it’s a great fit?"
Past Performance & Superpowers:
"Describe the highest-performing team you’ve been on. Why was it so effective, and what was your role?"
"What's your sales superpower – the one thing you do better than most in your profession?"
"What do your coworkers tend to respect most about your work?"
"Who have you learned the most from in your career, and what did you learn?"
"What advice would you give someone starting new in sales?"
"What are you most proud of in your career so far?"
Talent Magnetism (Especially for potential future leaders):
"If hired, who from your network would you immediately want to refer to join our company? Why?"
"Who are the three most exceptional people you’ve worked with? What made them so? Could you convince them to join us if we hired you?"
Final Considerations for Any Process:
Move Fast on A-Players: If you find a candidate who seems perfect, don’t wait to see others. Top talent gets snapped up quickly.
Trust Your Process: If you like a candidate but don't feel great about them, either move them to the next step for further validation or cut them. Avoid hiring just to fill a seat – this almost always leads to a bad hire.
Implementing a robust, structured interview process like this 4-step (or condensed 2-step) blueprint will significantly elevate your ability to hire the best SaaS sales talent. It’s about moving from hoping you find the right person to systematically identifying them.
Here's to securing top-tier talent and driving your sales to new heights!
By Travis Janko, CEO of GSD Coach & Recruiting, helping SaaS founders build the top 5% of talent, FAST!
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