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Sales Career Path

What are the key questions you like to ask and why? How would the proper answers to your questions look like?

3 Answers

Cacheflow GTM Leader • January 12

I love to ask questions that help me get a sense of how the rep percieves themselves - I like to ask questions like: "Tell me about a time that you you navigated a really tough deal - what did you do to win it, how did you overcome the challenges?" but I follow it up with "Tell me a......Read More

1025 Views

What are some of the most common red flags you've come across either on a candidate's resume or initial interview that you'd advise future account execs to avoid?

3 Answers

Adam Wainwright

Cacheflow GTM Leader • January 12

Red flags I look for are around tenur in a closing role - The biggest thing I am trying to interview for/hire for is an understanding or even basic personal philosophy on how the candidate drices a process. If I see short stints at sales gigs - I don't immediately DQ as this could mean cu......Read More

1143 Views

How does one gauge autonomy in a sales interview?

4 Answers

Adam Wainwright

Cacheflow GTM Leader • January 12

This is hard to place in a 60 minute interview, let alone the proverbial 30-min call, it thats all you get. But a simple trick I like to use is to frame up questions that get at the bottom of following three things - 1. Is this person resourceful? 2. Does this person posses an executive p......Read More

991 Views

For sales interviews, what are helpful resources you'd recommend and types of questions to prepare for from both hiring managers and cross-functional partners?

4 Answers

Adam Wainwright

Cacheflow GTM Leader • January 12

Here are some helpful things I recommend doing in preparation for an interview - I'll add some correspoding resources as well. 1. Research the company and its products or services: It's obvious - but it's understanding of the company you are interviewing with, however, don't try to beco......Read More

1551 Views

What are the most common mistakes you see candidates make during an interview for a sales position?

5 Answers

Adam Wainwright

Cacheflow GTM Leader • December 13

the most common mistakes that a rep makes during an interview are 1. not having a strong sense of the job they are applying for 2. not having a strong sense of what they've accomplished historically 3. not asking for clear guidance on how I, as the interviewer, can help them help me get what......Read More

477 Views

As a hiring manager, what do the best sales candidates have in common?

8 Answers

Andrew Zinger

Fastly Senior Director, Global Sales Enablement • January 11

Great question and something I love talking to (and sometimes 'debating') our leaders about - the idea behind 'what's the characteristic (or two) of your best seller you would want to clone?' For me, at the top of the list are 2 attributes I look for in potential sales team members: 1) 'Custom......Read More

4833 Views

How do you retain good talent, especially when sales roles are in such high demand across the industry?

3 Answers

Andrew Zinger

Fastly Senior Director, Global Sales Enablement • January 11

Another topic that is always top of mind for sales leaders, and their recruiting teams, is their employee retention scores. It is a massive expense to organizations when they see talent leave, whether regrettable or not, and have to spend resources recruiting, enabling and eventually filling that......Read More

2261 Views

You're the new sales manager for a B2B SaaS company that has 40 people and is starting to scale. What should you aim to do in your first month and your first quarter?

1 Answer

Tim Britt

Freshworks Senior Director of Channels Europe • April 12

As the new sales manager for a B2B SaaS company that is starting to scale with 40 people, your first month and first quarter are critical for laying the groundwork for future success. Here's what you should aim to do in each timeframe: First Month: 1. Understand the Business: * Gain a......Read More

668 Views

Who are the most important internal stakeholders that you need to be fully aligned with when starting a new Sales leadership role and why?

1 Answer

Tim Britt

Freshworks Senior Director of Channels Europe • April 12

1. Human Resources: * The human resources team handles hiring, onboarding, training, and development of sales personnel. * Alignment with human resources ensures that the sales team is effectively recruited, onboarded, and supported in their roles. * Collab......Read More

466 Views

What are red flags when taking a Head of Sales role that should make you consider leaving within your first 90 days?

1 Answer

Tim Britt

Freshworks Senior Director of Channels Europe • April 12

When taking on a Head of Sales role, certain red flags may emerge within the first 90 days that could indicate challenges or issues within the organisation. While every situation is unique, here are some red flags to consider that may warrant reconsideration of your position: 1. Lack of Suppor......Read More

457 Views

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