logo
episode-header-image
Aug 2023
51m 46s

20Sales: Why The Founder Has To Be The O...

Harry Stebbings
About this episode

Lori Jimenez is the Chief Revenue Officer at WorkRamp where she is responsible for sales, customer success, solutions engineering, sales development, and revenue operations. Over her 25-year career, Lori has a track record of scaling high-growth GTM teams at companies including Google, TripActions/Navan, Facebook, and Box.

In Today's Episode with Lori Jimenez We Discuss:

1. From a First Sales Job at 15 Years Old to Leading Sales Teams at Google and Facebook:

  • How Lori made her foray into the world of sales at the age of 15?
  • What are 1-2 of Lori's biggest takeaways from her time at Google, Facebook and Box?
  • What does Lori know now that she wishes she had known at the start of her career in sales?

2. The Sales Playbook: What, When and How:

  • How does Lori define the "sales playbook"? What is it not?
  • Should the founder be the one to create the sales playbook?
  • When is the right time for founders to make their first sales hires?
  • What is the right profile for the first sales hires?
  • Should founders hire 2 sales reps at a time? What are the pros and cons?

3. The Hiring Process: Building the Sales Team:

  • How does Lori structure the hiring process for all new sales hires?
  • What are the must-ask questions to ask in every sales hiring meeting?
  • What are the biggest red flags founders should look for when hiring for sales?
  • What are Lori's biggest lessons on how to navigate compensation discussions with potential sales hires?
  • What are Lori's biggest lessons on what title negotiation says about a candidate?
  • What are the single biggest mistakes founders make when hiring for sales teams?

4. Scaling the Machine: Bringing the Dollars In:

  • How does Lori approach discounting? When is the right time to do it?
  • Is old-school enterprise sales and entertaining dead? How has it changed?
  • How does Lori structure deal reviews? What is a good vs a bad reason to lose a deal?
  • How does Lori approach multi-year deals? What is good? What is bad?

Up next
Today
20VC: Daniel Gross and Nat Friedman: Acquired by Meta | OpenAI’s SBC Bombshell: More Stock Comp Than Revenue | Privat Equity is Back: Olo Bought for $2BN | Microsoft Lays Off 9,000 People: Is This Just the Start | Will Sequoia Part with Shaun Maguire
Agenda: [00:00] The AI Talent Crisis No One’s Ready For [03:00] Daniel Gross and Nat Friedman: Why Two Legendary VCs Walked Away From $1B to Join Meta [12:00] Meta’s AI Talent Magnet: Will It Actually Work? [15:00] Cursor Is Breaking the Market: Can Anyone Compete? [18:30] OpenAI ... Show More
1h 7m
Jul 7
20VC: Scott Galloway on Are Billionaires Happy & The Impact of Money on Psychology and Self-Worth | Becoming a Better Father & Husband | Why We Should Drink More and Not Work From Home | The Tinder Effect & How it Makes Young Men Radical
Scott Galloway is a Professor of Marketing at NYU Stern, where he’s taught for over two decades. He’s the founder of several successful companies, including L2 (acquired by Gartner for over $150M), Red Envelope, and Prophet. He’s a New York Times bestselling author of four books ... Show More
1h 10m
Jul 3
20VC: Figma's IPO: The Full Breakdown | Index Returns $3.5BN on Two Deals | Why Melio's $2.5BN Acquisition is "Discouraging" | Asana's New CEO and the Great Founder Exodus | Oracle's $30BN AI Deal and What it Means for Incumbents
AGENDA: 00:00 – $400B in AI CapEx: Rational Investment or Madness? 05:00 – Figma's IPO: Rule of 80, $1.5B in cash, 40% margins. Unreal. 08:00 – Adobe Screwed the Deal—Should They Have Just Bought Canva? 16:00 – Pay-to-Play Deals: Heroic Hail Mary or Guaranteed Write-Off? 21:30 – ... Show More
1h 11m
Recommended Episodes
Apr 2018
SaaStr 173: Lemkin's Lesson on What To Look For In Your First Sales Reps, How to Approach Variable Compensation, The Right Way To Acquire Customers When Starting Paid Marketing and more with Jason Lem
Jason Lemkin is the Founder @ SaaStr, the world’s largest SaaS event with over 20,000 of the world’s best SaaS founders and investors attending every year. Jason also invests from SaaStr’s debut $70m fund and has made prior investments in the likes of Algolia, TalkDesk, MixMax, R ... Show More
16m 12s
Dec 2023
You’re a New Sales Manager, Now What? Featuring Mike Weinberg
On this episode of the Sales Gravy Podcast, I dive into part two of my conversation with sales leadership expert Mike Weinberg on what new sales managers need to do to get off to a successful start. The information in this episode is so good that you'll want to listen twice and t ... Show More
39m 17s
Sep 2022
Mental Selling: The Purpose-Driven Salesperson, with Lisa McLeod
In this cross-over episode, we’re sharing an episode from Mental Selling. This show is produced by Sweet Fish Media. Sales is one of the only professions where we allow it to be defined by the people who do it badly. Top salespeople are ones who earnestly want to improve life for ... Show More
1h 10m
Mar 2023
The Business Development Assembly Line Sales Strategy | Andy Buyting - 1654
Don’t ever let anyone tell you there’s nothing new under the sun. Thought leaders don’t approach the world or their industry that way, so why should you? In this episode, Donald Kelly connects with Andy Buyting – coach, professional speaker, and best-selling author of How to Win ... Show More
30m 10s
Feb 2024
#107: Mentoring the Next Generation of Successful Sales Leaders
The sales profession has evolved, but one thing has remained the same: the power and importance of mentorship. Where sales leaders once learned in person from each other in unstructured meetings — office banter, going to lunch, connecting at conferences or networking events — man ... Show More
40m 42s
Nov 2016
SaaStr 078: To Get Early Customers You Have To Make People Uncomfortable & Why Customer Success Should be Actively Involved In The Upsell Process with Kathryn Minshew, Founder & CEO @ The Muse
Kathryn Minshew is the Founder & CEO @ The Muse, named to Forbes’ 30 Under 30 in Media and Inc.’s 15 Women to Watch in Tech. Before founding The Muse, Kathryn worked on vaccines in Rwanda and Malawi with the Clinton Health Access Initiative and was previously at McKinsey. Kathryn ... Show More
28m 21s
Dec 2015
#342: Remote Leadership & Sales Culture - Kevin Eikenberry
Does your sales team all work in the same office from 8am-5pm, Monday-Friday? It’s likely you don’t. Veteran sales trainers Bill Caskey and Bryan Neale talk with the expert on managing remote teams in today’s episode. Kevin Eikenberry, founder of the Remote Leadership Institute, ... Show More
29m 10s
Sep 2022
Selling Made Simple For Consultants With Nikki Rausch: Podcast #256
Can you close a sale quickly with your sales strategies right now? Listen to your host Michael Zipursky as he talks with Nikki Rausch about selling made simple for consultants through effective sales conversations to get more clients and generate more income! Nikki has unique ski ... Show More
40m 59s
Feb 2024
The Psychology of Selling: Steps to Selling that Work | Grant Mitterlehner
Welcome to this episode of the Wealthy Way podcast with Grant Mitterlehner, a successful sales trainer and entrepreneur with $50M+ in solar sales, as he and Ryan dissect authentic communication in sales, reveal insights on successful sales strategies, and explore Grant's pla ... Show More
1h 15m