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The Transaction - The Commercial Efficiency Crisis in B2B SaaS Sales with Nick Toman - Ep. 44

The Commercial Efficiency Crisis in B2B SaaS Sales with Nick Toman - Ep. 44

02/27/25 • 57 min

2 Listeners

The Transaction

There are more people than ever involved in deals on both the vendor side and customer side, and it’s having a massively negative impact on B2B growth.

Nick Toman is the Chief Product and Transformation Officer at SBI (Sales Benchmark Index) and is the third and final co-author of The Challenger Sale we’ve had on the show. Nick brings some amazing new sales and business research to dive into with co-hosts Matt Amundson and Craig Rosenberg. Nick unveils the effect that having more sellers involved has on win rates, the three behaviors of B2B salespeople that lead to the best commercial relationships, and why actions that seem like they would slow down deals are actually the key to closing them faster. Matt sparks an interesting discussion around sales compensation and the impact it has on both the behaviors of B2B sellers and the growth of the company on the whole. Toward the end, Nick teases his new concept of 'Headway Selling,' which focuses on actually helping customers reach their goals rather than simply selling them as much useless crap as possible.

Also, Craig recounts his childhood trauma of growing up a Dodgers fan in San Fransisco, Matt practices to be a court stenographer, and Sam the Producer confesses to an affinity for gnomes (?).

Join our Newsletter: https://thetransaction.substack.com/

Critical Takeaways

  • Not only have buying groups grown immensely, but the number of people working on deals with those buying groups has also exploded. There are now an average of 12 people in buying groups and 5 people involved with the sale from the vendor side. This has led to a spike in confusion for buyers and a sharp decline in win rates for salespeople.
  • The role of CSMs (Customer Success Managers) has devolved to have an extremely broad remit that is too big for them to actually deliver on effectively. In an ideal world, the CSM role should be to use very clear signals to identify customers who are struggling with adoption or retention issues and help them solve those issues. As it stands, many CSMs provide ongoing services and end up competing with account managers to land expansion and renewal opportunities. The competition on its own is one thing, but once the business is compensating both the CSM and the AM, there’s an issue with cost and efficiency.
  • B2B sales reps need to focus on deeply understanding and aligning with customer initiatives. Sellers should be thinking about how they can help customers grow in their own businesses and avoid roadblocks. Gaining this deeper understanding of customer needs drastically shortens sales cycles and increases deal sizes.
  • There are 4 main archetypes of behavior for people in commercial roles: 1. Narrowing- Closing early, Closing often. 2. Provoking - Provocative insights to redirect customer thinking (AKA: Challenger). 3. Translating - Detail & data-oriented to help customers understand impact. 4. Anticipating - Help customers think through the process and future challenges.
  • Of those 4 archetypes, the two that perform best in sales are Translating and Anticipating. The research showed that sellers exhibiting those behaviors actually closed deals more quickly and for more money than sellers using the Narrowing or Provoking behaviors.

Sponsored Segment

Ringmaster Conversational Marketing - The Transaction is sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

Interested in becoming a sponsor of The Transaction? Contact [email protected]

Chapters

00:00 Coming Up in this Episode...

00:40 Will the Real Nick Toman Please Stand Up

01:53 Introducing Nick Toman, Co-Author of The Challenger Sale

03:09 The Impact of The Challenger Sale in B2B Sales

13:55 Commercial Efficiency is Crippling B2B SaaS Growth

21:22 Is Sales Commision Getting out of hand for B2B Companies?

28:22 Why Don't Buyers Want to Talk to Sellers Anymore?

31:05 Key Behaviors for Successful Commercial Relationships

33:53 Why Starting Fast Is So Critical for Sales Success All Year Long

36:27 Strategies for Effective Sales Execution to Start the Fiscal Year Strong

41:08 Understanding The Four Commercial Role Archetypes & Their Impact on Deal Velocity

48:54 Customer-Centric Selling and Trust Building

53:56 Headway Selling & Delivering Real Customer Success

Epic Quotes

  • “ You’ve got to help the customer make headway and you don't want to make headwinds.” - Nick Toman
  • “ Commercial efficiency- the yield on dollars spent in s...
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There are more people than ever involved in deals on both the vendor side and customer side, and it’s having a massively negative impact on B2B growth.

Nick Toman is the Chief Product and Transformation Officer at SBI (Sales Benchmark Index) and is the third and final co-author of The Challenger Sale we’ve had on the show. Nick brings some amazing new sales and business research to dive into with co-hosts Matt Amundson and Craig Rosenberg. Nick unveils the effect that having more sellers involved has on win rates, the three behaviors of B2B salespeople that lead to the best commercial relationships, and why actions that seem like they would slow down deals are actually the key to closing them faster. Matt sparks an interesting discussion around sales compensation and the impact it has on both the behaviors of B2B sellers and the growth of the company on the whole. Toward the end, Nick teases his new concept of 'Headway Selling,' which focuses on actually helping customers reach their goals rather than simply selling them as much useless crap as possible.

Also, Craig recounts his childhood trauma of growing up a Dodgers fan in San Fransisco, Matt practices to be a court stenographer, and Sam the Producer confesses to an affinity for gnomes (?).

Join our Newsletter: https://thetransaction.substack.com/

Critical Takeaways

  • Not only have buying groups grown immensely, but the number of people working on deals with those buying groups has also exploded. There are now an average of 12 people in buying groups and 5 people involved with the sale from the vendor side. This has led to a spike in confusion for buyers and a sharp decline in win rates for salespeople.
  • The role of CSMs (Customer Success Managers) has devolved to have an extremely broad remit that is too big for them to actually deliver on effectively. In an ideal world, the CSM role should be to use very clear signals to identify customers who are struggling with adoption or retention issues and help them solve those issues. As it stands, many CSMs provide ongoing services and end up competing with account managers to land expansion and renewal opportunities. The competition on its own is one thing, but once the business is compensating both the CSM and the AM, there’s an issue with cost and efficiency.
  • B2B sales reps need to focus on deeply understanding and aligning with customer initiatives. Sellers should be thinking about how they can help customers grow in their own businesses and avoid roadblocks. Gaining this deeper understanding of customer needs drastically shortens sales cycles and increases deal sizes.
  • There are 4 main archetypes of behavior for people in commercial roles: 1. Narrowing- Closing early, Closing often. 2. Provoking - Provocative insights to redirect customer thinking (AKA: Challenger). 3. Translating - Detail & data-oriented to help customers understand impact. 4. Anticipating - Help customers think through the process and future challenges.
  • Of those 4 archetypes, the two that perform best in sales are Translating and Anticipating. The research showed that sellers exhibiting those behaviors actually closed deals more quickly and for more money than sellers using the Narrowing or Provoking behaviors.

Sponsored Segment

Ringmaster Conversational Marketing - The Transaction is sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

Interested in becoming a sponsor of The Transaction? Contact [email protected]

Chapters

00:00 Coming Up in this Episode...

00:40 Will the Real Nick Toman Please Stand Up

01:53 Introducing Nick Toman, Co-Author of The Challenger Sale

03:09 The Impact of The Challenger Sale in B2B Sales

13:55 Commercial Efficiency is Crippling B2B SaaS Growth

21:22 Is Sales Commision Getting out of hand for B2B Companies?

28:22 Why Don't Buyers Want to Talk to Sellers Anymore?

31:05 Key Behaviors for Successful Commercial Relationships

33:53 Why Starting Fast Is So Critical for Sales Success All Year Long

36:27 Strategies for Effective Sales Execution to Start the Fiscal Year Strong

41:08 Understanding The Four Commercial Role Archetypes & Their Impact on Deal Velocity

48:54 Customer-Centric Selling and Trust Building

53:56 Headway Selling & Delivering Real Customer Success

Epic Quotes

  • “ You’ve got to help the customer make headway and you don't want to make headwinds.” - Nick Toman
  • “ Commercial efficiency- the yield on dollars spent in s...

Previous Episode

undefined - Identifying & Developing a Champion Buyer with Krysten Conner - Ep. 43

Identifying & Developing a Champion Buyer with Krysten Conner - Ep. 43

2 Recommendations

There’s a lot of confusion about how to find the champion of your product within a buying group.

To help sort things out for B2B sellers, we invited Krysten Conner on the show! Krysten is an extraordinary sales coach who is hired by top SaaS revenue organizations to train their sales teams into incredible teams. Krysten has also made a number of courses available for purchase through her website and through pclub.io. Krysten joins co-hosts Matt Amundson and Craig Rosenberg to break down three ways to identify and develop strong champions within the buying group to help you close more deals. Krysten also shares the secrets to mastering multi-threading for sellers and how to maintain deal momentum with prospects so they become customers.

Also, Craig shares the playbook he used to land his first girlfriend, Matt adds an “s” where he shouldn’t have, and Sam the Producer puts his foot squarely into his big mouth.

Critical Takeaways

  • There are three ways to proactively discover a champion within a prospect's buying group: 1. Do they do work asynchronous of your meeting with them? 2. Do they bring other people to follow-up meetings? 3. Do they have a point of view on the next steps?
  • The first person to reach out or take a meeting with a seller is not necessarily the champion within that organization for your product or service. Don’t make the mistake of assuming they are the champion. Talking with you makes them a contact, not a champion, by default.
  • “Typically” is a magic word to use in your sales calls. Buyers are very risk-averse and want to be sure they’re not doing something wrong that will get them fired. By sharing what other buyers “typically” do when it comes to things like next steps, you can give buyers peace of mind.
  • Buyers aren’t experts at buying your product, so you need to teach them and guide them to make the right decision. This process of educating buyers and helping them avoid common pitfalls makes them feel much more comfortable.

Sponsored Segment

Ringmaster Conversational Marketing - The Transaction is sponsored by Ringmaster, on a mission to create connections through Branded podcasts. Learn more at https://ringmaster.com/

Interested in becoming a sponsor of The Transaction? Contact [email protected]

Chapters

00:00 - Intro

03:44 - The "Let Me Help You Get this Car" Story

07:24 - Krysten’s Embarrassing Sales Stories

13:22 - Develop a Champion, Don’t Wait For Them to Show Themselves

18:39 - Examples of Asynchronous Work that Champions will Do

25:58 - Champions will Bring More People to Follow Up Sales Calls

32:36 - Craig Details how he Landed his First Girlfriend

33:35 - Who Should be Doing Asynchronous Work Within The Buying Committee

41:54 - Does Your Buyer have a Point of View on the Next Steps

44:54 - Mass Email Does Not Count as Multi-Threading

51:10 - Who a Champion Is and What They Will Do in The Buying Cycle

Sign up for our Newsletter: https://thetransaction.substack.com/

Epic Quotes

  • “ You multi-thread, by single threading.” - Krysten Conner
  • “ When I'm sending actually any email, if it's no one's baby, it's an orphan.” - Krysten Conner

Connect with Krysten Conner

Shoutouts

Next Episode

undefined - Fixing Your Awful Onboarding & Problematic Pipeline Progression with Katherine Andruha - Ep. 45

Fixing Your Awful Onboarding & Problematic Pipeline Progression with Katherine Andruha - Ep. 45

1 Recommendations

Employee churn is a serious problem that is seldom discussed, especially given how much of a detrimental impact it has on even the best companies.

To help illuminate this problem and how to fix it at your organization, Katherine Andruha joins co-hosts Craig Rosenberg and Matt Amundson for a much-needed conversation filled with tips, tricks, and a few flamingos.

Katherine Andruha is the Vice President of Business Development at Fivetran and has led top-performing sales teams for decades at cutting-edge SaaS companies such as Simpplr, Cloudflare, Coursera, Eightfold.ai, Anaplan, Apttus, and Aruba Networks.

Katherine sheds light on where current onboarding programs fall short and shares what can be done so that employees are actually put in the best position to succeed. Additionally, Katherine dives into the importance of properly managing pipeline progression.

Also, Craig recounts getting “flocked”, Matt compliments Craig’s athletic abilities, and Sam the Producer grossly mispronounces someone’s name.

Critical Takeaways

  • A comprehensive onboarding process for BDRs is critical. Make sure new BDRs aren’t making live calls until week four. This allows them to become fully comfortable with the systems, processes, and their pitches, minimizing the risk of errors and increasing their initial successes.
  • Utilize AI tools for mock calls to simulate real-world environments. This allows BDRs to practice handling objections and refine their pitches in a risk-free environment before they contact actual leads.
  • Incorporate various channels such as live calls, LinkedIn voice notes, and personalized videos. Ensure that new BDRs are trained to use these channels effectively as people are now more responsive to phone calls and LinkedIn interactions.
  • Ensure that managers have a consistent checklist for onboarding and supporting BDRs. This will help maintain consistency and high standards across teams.
  • Regularly review pipeline stages to ensure there are no stale leads. Utilize automated reminders for deals that have been stagnant for too long to push progression actively.

Sponsored Segment

Ringmaster Conversational Marketing - The Transaction is sponsored by Ringmaster, on a mission to create connections through Branded podcasts. Learn more at https://ringmaster.com/

Interested in becoming a sponsor of The Transaction? Contact [email protected]

Chapters

00:00 Intro

06:30 Introducing Katherine Andruha

11:23 Onboarding and Training Challenges

19:25 Effective Onboarding Practices for B2B SaaS Companies

29:05 The Importance of Confidence in BDRs

30:37 The Sales Manager's Role in Onboarding

33:26 Territory Ownership and AE Handover

35:15 Creating a Fun and Productive Environment as a B2B Seller

37:45 Pipeline Progression and Accountability

42:48 The Role of CMOs in Pipeline Progression

44:57 Closed Lost Analysis and Product Feedback

48:01 The Importance of Phone Calls

48:41 Using Swag to Engage Prospects

Sign up for our Newsletter: https://thetransaction.substack.com/

Epic Quotes

  • “Know your business. It's the only way you will be taken seriously.” - Katherine Andruha
  • “Just call the leads” - Katherine Andruha

Connect with Katherine Andruha

Shoutouts

Love the show? Give us a shoutout on LinkedIn and tell us what you loved!

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