From founder sales to team growth and fundraising.
Client story
HF0
Sales coaching for developer-founders.
“They go talk to him, and they come back … loving doing sales. Before that, they hated doing sales.”
Dave Founder, HF0 · General Partner, Backend Capital
A six-figure deal became seven figures ahead of demo day.
One developer-founder’s result, reported by Dave.
Client story · Before and after Series A
HiveMQ
Sales support that grew with the company.
“Walter has developed his own methodology based on the 3 Whys, which helps sales become much more efficient at closing bigger deals in less time.”
Jens Steinborn Then VP of EMEA, HiveMQ
Before Series A
Walter helped keep sales moving while the CEO focused on fundraising.
After the round
The work expanded to support both the EMEA and US VPs of Sales. Coaching on live deals and rep development helped them focus on hiring, management and building the sales organization, while their teams developed the judgment to handle larger opportunities.
How a rep grew into enterprise sales
“It’s completely changed the trajectory I’m on at work.”
Paul McGuire Enterprise sales, HiveMQ
Paul joined with SMB experience and little formal enterprise training. Coaching helped him ask questions he once avoided and guide buyers through more complex purchases.
Understand each person’s reasons to buy, rather than stop at the company-level answer.
Test whether a champion has influence and will advocate internally.
Earn trust by helping buyers coordinate the purchase and its next steps.
He now coaches colleagues on questions he once found uncomfortable to ask.
Client story · Series B, preparing for Series C
Luma Health
“It’s now part of our DNA and approach. It’s not just limited to go-to-market. It’s benefiting other functions.”
Adnan Iqbal CEO, Luma Health
Within one quarter.
2×average deal size
50%shorter sales cycle
The team turned what they learned into tools they could use.
Adnan could delegate pipeline reviews. Sales templates and a shared way to understand buyers gave the incoming sales leader a foundation to build on. Customer success carried those priorities into onboarding and knew when to bring sales back into an expansion conversation.
What the team kept using
Sales used the three whys in calls, Salesforce notes, pipeline reviews and templates.
The incoming sales leader could build on that foundation with his own experience and methods.
Customer success used buyer priorities to decide what mattered in kickoff and onboarding. Kevin Railsback reported upsells coming through the handoff back to sales.
Still useful years later
“Why Now, especially, is something that I’ve pressed in every deal over the past five years or so.”
Josh Moore Luma Health
In a 2026 follow-up, Josh described continuing to use Why Now in his deals and applying it with partner reps.
Client story · Founder-led sales
Leapsome
“The 3Ws really helped me narrow my focus on what ultimately matters most.”
Jenny Podewils Co-founder, Leapsome
Revenue doubled across five mentoring sessions with Walter.
Later growth · Jenny’s 2024 interview
Triple. Triple. Double. Double.
$10M ARR built without VC funding, followed by a $60M raise.
The longer view
Jenny described mentoring across several years and stages. In that 2024 interview, she set out a $100M ARR ambition. That was her goal, not a reported result.
“I used his methodology myself to build the AlchemistX business and then to raise the Generationship fund.”
Rachel Chalmers Co-founder, Generationship · Former managing director, AlchemistX
Three new AlchemistX clients. Then a first fund closed above target.
The three new clients brought AlchemistX’s total to seven.
Generationship Fund I · June 2026
Oversubscribed. Ahead of schedule.
$2.7MFund closed
$2.5MOriginal target
Co-founded with Michelle Yi, backing technical women building AI infrastructure.
Client story · LP fundraising
Conductive Ventures
“It really made the pitch a lot more succinct and clear.”
Carey Lai Co-founder, Conductive Ventures
The pitch gave corporate LPs a clearer reason to invest.
Working on Conductive’s LP pitch, Carey connected the investment to what those investors wanted to learn and why it mattered to act. He also emphasized qualifying fit before spending time on a pitch.
Company context · $450M under management, as reported on its website in September 2026.
Client story · Recruiting
Fyxer
Using sales judgment to recruit the team.
“Any good VP of sales has loads of options. So I need to run them through a sales process.”
Archie Hollingsworth Co-founder, Fyxer
Archie reopened the conversation after a candidate declined.
As Fyxer prepared to grow its sales team, Archie applied the three whys to recruiting. When a candidate declined, he reopened the conversation around why change roles, why Fyxer, and why now.
Client perspective · Pipeline judgment
Sight Machine
“Walter made it clear that our scoring and assessment of where deals really were in the pipeline was way off.”