logo
episode-header-image
Aug 7
1h 4m

How To Win at Early-Stage Sales (With th...

CJ Gustafson
About this episode

Are you building a sales org from scratch? Or rebuilding one in the middle of an AI boom? If so, this episode is your field guide. CJ sits down with Ethan Schechter, SVP of Global Sales and Customer Success at Qodo (and the guy who helped take Snyk from $0 to $100M+ in revenue), to talk about the wild days of early-stage sales leadership. Ethan shares how he navigates “basecamp” moments and the “smile” and “cry” days of year one. He explains his approach to hiring for a new org, building internal trust while over-communicating, designing incentive structures for the early days, trading dollars for speed through discounting, and staying competitive in the fast-changing era of AI. The episode ends with an entertaining roast of LinkedIn’s cringe posts, from fake ARR math to self-given nicknames and beyond.

LINKS:

Ethan Schechter on LinkedIn: https://www.linkedin.com/in/ethanschechter

Qodo:

https://www.qodo.ai

CJ on X (@cjgustafson222): https://x.com/cjgustafson222

Mostly metrics:

RELATED EPISODES:

A CFO's Guide to Understanding Sales Teams, featuring Snyk's Ethan Schechter —

TIMESTAMPS:

(00:00) Preview and Intro

(02:07) Sponsor – Navan | Rillet | Pulley

(06:10) Ethan’s Career as an Early-Stage Sales Leader and Understanding Equity

(10:04) The “Basecamp” Mindset and Restarting Strong

(12:33) Building Out Your Rules of Engagement

(14:25) Sponsor – Brex | Aleph | RightRev

(18:45) Navigating the “Smile and Cry” Days of Year One

(24:03) Ethan’s Approach to Hiring for a New Org

(27:38) Building Trust With Founders as a New Sales Leader

(30:19) Incentives: Creating a Commission Plan for the Early Days

(34:10) Why You “Can’t Divide Zero”: Handling Deal Splits

(35:52) Other Early-Stage-Isms or Philosophies

(38:52) Discounting at an Early-Stage Company

(41:17) Selling in Today’s Environment: Competitive Trap-Setting

(44:47) Budgets for AI Products: Experimental ARR

(45:50) Monthly Deals and Decision Cycles in the Current Environment

(47:33) Remaining Competitive in the Era of AI

(51:08) The Lighter (and Cringier) Side of LinkedIn

(1:03:01) Wrap

SPONSORS:

Navan is the all-in-one travel and expense solution that helps finance teams streamline reconciliation, enforce policies automatically, and gain real-time visibility. It connects to your existing cards and makes closing the books faster and smarter. Visit https://navan.com/runthenumbers for your demo.

Rillet is the AI-native ERP modern finance teams are switching to because it’s faster, simpler, and 100% built for how teams operate today. See how fast your team can move. Book a demo at https://www.rillet.com/metrics.

Pulley is the cap table management platform built for CFOs and finance leaders who need reliable, audit-ready data and intuitive workflows, without the hidden fees or unreliable support. Switch in as little as 5 days and get 25% off your first year: https://pulley.com/mostlymetrics.

Brex offers the world's smartest corporate card on a full-stack global platform that is everything CFOs need to manage their finances on an elite level. Plus, they offer modern banking and treasury as well as intuitive expenses and accounting automation, bill pay, and travel. Find out more at https://www.brex.com/metrics

Aleph automates 90% of manual, error-prone busywork, so you can focus on the strategic work you were hired to do. Minimize busywork and maximize impact with the power of a web app, the flexibility of spreadsheets, and the magic of AI. Get a personalised demo at https://www.getaleph.com/run

RightRev automates the revenue recognition process from end to end, gives you real-time insights, and ensures ASC 606 / IFRS 15 compliance—all while closing books faster. For RevRec that auditors actually trust, visit

https://www.rightrev.com

and schedule a demo.

#SalesLeadership #StartupSales #SalesStrategy #SalesCompensation #discounting



This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.mostlymetrics.com
Up next
Aug 4
Your Company Is a Utility Function: Here’s How to Pull the Right Levers
Have you ever tried running a business like it’s a utility function? Today’s guest has. CJ is joined by Michaela Lehr, a seasoned FP&A leader and former CFO of ActionIQ, who breaks down how CFOs can pull levers like growth, retention, margin, and cash runway to maximize value wit ... Show More
1h 6m
Aug 2
NEW DATA: Q2 Private Company Benchmarks
Today we’re reviewing the state of the private markets using the NEW benchmarks released by Mostly Metrics. We surveyed our readers to see how their company’s are doing… And it's tough to be a company between $5M and $25M in revenue right now.Three other things that stood out fro ... Show More
11m 51s
Jul 28
“Let’s Just See What Breaks” — Intuit’s CFO on Being a Disruptor When You’re Already the Incumbent
How do you keep innovating and disrupting when you’re already the incumbent? And how do you prevent a $200B+ company from becoming slow and complacent? In this episode, CJ is joined by Sandeep Aujla, CFO of Intuit, who shares how one of the world’s largest software companies cont ... Show More
1h 7m
Recommended Episodes
Jul 16
1114: Building a Smarter Funnel at Speed | Kevin Wall, CFO, Stax Payments
When Kevin Wall first stepped into industry from public accounting, it wasn’t by accident—it was through a client he already knew well. The company, in the midst of an ERP conversion and preparing to go public, saw in Wall someone who understood both their numbers and their needs ... Show More
44m 55s
Apr 2025
539: The 80/20 CEO on Guiding Your Business from Panic to Profit
Welcome to Strategy Skills episode 539, an interview with the author of From Panic to Profit: Uncover Value, Boost Revenue, and Grow Your Business with the 80/20 Principle, Bill Canady.   In this episode, Bill shares insights from his military background and how it shaped his lea ... Show More
52m 33s
May 2024
Empowering Small Business Leaders: Tips From a Fractional CFO | Kendra James Anderson
Small businesses rarely have the budget to hire a full finance team, but they still need the same diverse range of support across payroll, accounting and financial planning as a large corporation. Some companies decide to outsource these functions to a dedicated finance and accou ... Show More
26m 48s
Oct 2024
Agencies vs. In-House Teams - Which is Better?
📈 Ecommerce Equation - Business Coaching, Consulting & Community 🔗 https://www.ecommerceequation.com.au/ In this episode of Chew on This, Ash is joined by Jay Wright, CEO and Founder of Ecommerce Equation, an Australian-based growth and education business for brands. The two di ... Show More
48m 4s
Apr 2025
Strategic Accounting: The Untapped Blueprint to Profit, Protection, and Peace of Mind
Timothy Wingate Jr., founder and president of G+F Business & Financial Consulting, is a licensed Enrolled Agent and construction accountant specializing in tax planning and financial consulting for construction companies. In today's conversation, Timothy discusses key accounting ... Show More
32m 39s
May 28
1101: Turning Home Equity into a Platform, Not a Product | Tom Egan, CFO, Hometap
When Tom Egan walks a homeowner through the math—“If your house is worth a million dollars and you owe five hundred thousand,” he says—the traditional options surface quickly: load the balance sheet with a costly home‑equity loan or sell and hope you can find somewhere new to liv ... Show More
59m 32s
Sep 2024
Renishaw: The Precision Pioneers - [Business Breakdowns, EP.181]
Today, we are breaking down Renishaw, a leading supplier of measuring and manufacturing systems, specifically focused on accuracy and precision. What does that mean in layman's terms? Renishaw is a picks and shovels provider to many of the fastest-growing end markets in the world ... Show More
50m 28s
Jul 30
1117: Building a Unicorn with a Finance Blueprint | Konstantin Dzhengozov, CFO, Payhawk
When Konstantin Dzhengozov turned down a corporate development role in the U.S., he wasn’t walking away from opportunity—he was running toward a different kind of growth. Having helped lead the FP&A function at a fast-scaling Bulgarian tech firm through its acquisition by a U.S. ... Show More
42m 7s
Oct 2023
Partnering with an Operator to Buy a Business
Landon Mance bought a $1.7m tree business alongside a minority partner who's operated the business full-time from Day 1. Topics in Landon’s interview:Crossing paths with a financial criminalBuying a tree service business with his friend as operatorWhere “follow your passion” fall ... Show More
1h 39m
Jan 2025
Insights from Investment Banking: Steve Hunter’s Advice for Private Equity and Business Owners
Sean Mooney sits down with Steve Hunter, Managing Director at TM Capital, to discuss the nuanced world of M&A, the key ingredients for creating value in a business, and what both buyers and sellers need to know for a successful deal. Steve offers practical advice for private equi ... Show More
56m 57s