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Passionate Sales Leader | Vertical SaaS Expert | Super Connector

Ryan Heaphy

A Quick Introduction

Passionate

I love the sales profession and I only play to win. I bring that mindset to every day and every engagement.

Analytical

Data is always at the foundation of my strategies. I take the scientific method approach to refine and improve - without "winging it".

People Leader

Without a team of top-notch people, you have nothing. I work to both recruit and retain 10X players to winning teams, while creating a culture of excellence.

10+ years experience in the trenches of high growth SaaS start ups ranging from <$100k ARR to >$100m ARR

Sold into verticals spanning legal, real estate & mortgage, healthcare, construction, K-12 & higher education, media & production, home services, insurance, oil & gas, and much more

Full time internal GTM advisor for a venture studio portfolio of nearly 150 vertical SaaS companies

Ryan Heaphy Consulting LLC focuses on advising companies outside the venture studio

Founding LP in TipTop VC, Investing in Vertical AI

"Married" to the game (Wife is also a SaaS VP Sales)

Husband, Father, mountain biker, outdoorsman, music lover, aspiring banjo player

Career Highlights

Qualia
Q

Qualia

  • Joined as founding AE at <$30k ARR
  • Became #1 seller with 50+ platform deals closed in year 1
  • Promoted 5X, ultimately leading the sales org of 20 AE's, 10 SDRs and 3 managers
  • Managed key inflection points through funding Series A to D
  • Moved on to Fractal after Series D at >$2B Valuation in 2022
Qualia Latest Valuation
Fractal Software
F

Fractal Software

  • Changed the engagement model of advisory support to Fractional "hands on" revenue leadership
  • Published curriculum for everything GTM in a robust Founder Library
  • Hired 2 additional advisors to the Sales Strategy team to support portfolio of 145 companies
  • Led 7 companies (and counting!) from Founder led sales to Series A funding over 2 years

Series A Success Stories:

Belfry (Base10)
Greenspark (Tiger Global)
Passage Health (Telescope Partners)
Ritten (Threshold)
August Schools (NEA, Pear VC)
OneCrew (Stage 2 Capital)
ExaCare (Foundation Capital)

Consulting Case Study: Belfry's GTM Launch

1

Understanding the Market

Collaborated with the founders to deeply understand their K-12 operations vertical, competitive landscape, and unique value propositions. Mapped out the ideal customer profile and buying committee structure across districts of various sizes.

2

Sales Playbook

Developed a comprehensive sales playbook, outlining key stages, prospect qualification criteria, and effective outreach strategies tailored to the K-12 education sector. This included defining the core value proposition and messaging for different buyer personas.

3

Talent Pipeline & Training

Assisted in sourcing and onboarding initial sales hires, providing targeted training on the playbook, product, and sales methodologies. Focused on building a repeatable onboarding process to ensure new AEs could quickly become productive.

4

Sales Enablement & Coaching

Provided ongoing coaching, deal strategy support, and performance reviews. Conducted regular call reviews and skill-building sessions to foster a culture of continuous improvement and data-driven decision-making.

5

Outcome: Explosive Growth

Grew ARR from ~$100k to over $3M in under two years, surpassing initial projections. This significant traction and validated GTM strategy led to the successful closing of an $11M Series A round in 2024.

Key Outcomes

$0M+

ARR Growth

$0M

Series A Funding

0 Cohorts

AEs Hired & Trained

0 Months

Time to Series A

Jordan Lambe

"Ryan has been the most valuable advisor we could have asked for in building our sales motion from the ground up. His deep expertise in the sales space, combined with his pragmatic guidance and hands-on support, has been instrumental in laying a strong foundation for our GTM strategy. He knows what works, why it works, and how to adapt it to our unique needs. I can't recommend him highly enough for any founder looking to scale their sales organization with intention and precision."

Jordan Lambe
CEO & Co-Founder, Belfry
GreenSpark

Consulting Case Study: Greenspark's Transformation

1

Slow Start

Greenspark was struggling to find a repeatable sales process, with less than $250K in ARR and a couple of AEs winging it.

2

Playbook Perfection

Worked closely with the founder to craft and ingrain a comprehensive sales playbook.

3

Team Transformation

Held ongoing training sessions to reinforce the playbook and empower the sales team.

4

Explosive Growth

Skyrocketed to over $2.8M ARR and secured $9.4M Series A from Zero Infinity Partners in 2 years.

Key Outcomes

$0M+

ARR Achieved

$0M

Series A Funding

0%

Reduced Sales Cycles

0x

Win Rate Increase

Gordon Driscoll

Gordon Driscoll

CEO Greenspark

"Ryan was the main sales leader GreenSpark worked with as we scaled from <$250k ARR to >$1.5mm ARR in 18 months. We were able to effectively and efficiently move from a founder-led to a fully sales-led motion, triple our sales headcount, reduce sales cycles by 30%, and double win rates through Ryan's stewardship.

From the Founder's seat, Ryan was especially helpful in blending the "playbook" approach with reality. Sales isn't hard if everybody follows your playbook (both reps and your prospects) - it gets difficult when things don't go to plan. Ryan excels in those situations, and really helped us understand how to approach things strategically and with nuance, not just with a one size fits all methodology. We wouldn't be where we are today without Ryan's guidance."

Client Testimonials

Laird RussellExaCare AI

Working with Ryan has been one of the most valuable experiences for our sales team and for me personally. He understands how to sell across the full spectrum, from smaller, faster-moving deals to large, complex enterprise contracts, and he helped us learn how to do both effectively. His perspective on how to approach different kinds of customers and structure the sales motion around that was incredibly helpful.

Ryan has a great balance of being strategic and practical. He listens, asks good questions, and always gives thoughtful, actionable feedback. He also brings really clear frameworks and processes that make it easier to move from founder-led sales to a repeatable, scalable system.

Beyond sales tactics, Ryan has been a great thought partner in shaping our team. He's been super helpful in talking through what kind of sales talent to bring into the organization and how to set them up for success. I'd highly recommend Ryan to any company looking to strengthen their sales approach and build a solid foundation for growth.

Laird Russell
Co-founder & CEO at ExaCare AI

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Ari BleemerOneCrew

Ryan played a key role in OneCrew's growth from a fledgling sales team to a scaling operation. He helped us grow and evolve our sales team, develop our foundational playbook, and 10x revenue while establishing the repeatable processes and systems that continue to drive our growth today.

Ryan brings strong strategic thinking and proven playbook development from years of successfully leading sales teams across multiple companies. He's hands-on in his approach—getting in the trenches to build processes, train teams, and refine strategies rather than just advising from the sidelines.

What impressed me most was how Ryan excels when things don't go to plan, helping navigate complexities and unexpected challenges with strategic thinking and tactical execution. Any organization looking to scale intelligently and sustainably would be fortunate to have him leading their sales efforts.

Ari Bleemer
Co-founder & CEO @ OneCrew | Ex-Bain

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Bill WhitePassage Health

I had the pleasure of working with Ryan during a pivotal stage in Passage Health's growth, and I can confidently say that his impact on our sales organization has been transformative.

Ryan played a critical role in helping us transition from a founder-led sales model to a scalable, full-cycle AE structure. He didn't just advise from the sidelines—he rolled up his sleeves and got into the trenches with our team. From building our sales playbook and crafting our cold call and demo scripts, to conducting in-depth call reviews and hands-on training sessions, Ryan brought both strategic clarity and tactical excellence to the table.

Thanks in large part to the foundation Ryan helped us build, we've since raised our Series A and are seeing consistent success from a confident, capable sales team.

Bill White
Co-Founder and CEO at Passage Health | ex-McKinsey

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Miles MoenDashFuel

Ryan has been an outstanding mentor as I've stood up the sales team for my startup. Ryan has helped across numerous aspects, from providing his perspective on potential hires, to refining our sales playbook with the best quantitative insights available today, to leading training and development as new AEs were getting up to speed. Now that the team is executing, he's continued to give feedback in call reviews and has tangible, quality suggestions to drive better outcomes.

Overall, Ryan has been an invaluable resource for myself and the team, and I look forward to continuing to work with him to improve our go to market motion.

Miles Moen
Co-Founder & CEO of DashFuel

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Joel GottseganQualia

Ryan has taken a leading role in building Qualia's sales organization from the ground up. He is proactive about making sure that he and his team are continually learning - learning about the industry they are selling into, learning about the products they sell, leaning about best sales practices and how to advance professionally.

Ryan is very intelligent, kind, and hardworking and is willing to think critically about the product he and his team are selling, which is a rare quality in a sales professional. As a product leader, this makes Ryan invaluable as a partner with which to build and sell software.

Joel Gottsegan
Co-Founder at Qualia

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Areas of Expertise

Revenue Planning

  • Hone ARR and pipeline targets
  • Forecast headcount and roles across org
  • Outline expected efficiency metrics
  • Define quotas and funnel math
  • Plan cohort start dates and ramp plans
  • Compare "top down" with "bottom up" revenue math

Sales Playbook Development

  • Refine ICP
  • Pitch and demo script development
  • Objection/rebuttal docs
  • Competitive landscape
  • Compensation plans
  • Headcount and revenue modeling
  • Territory design
  • Tech Stack planning
  • Ramp Plan and metrics

Go to Market

  • Packaging, Pricing, Proposals and Positioning
  • Strategies to maximize ARR
  • Pricing discipline and guidelines for sellers

Recruiting

  • Define ideal candidate profile
  • Candidate pipeline generation
  • Job descriptions that attract
  • Interview process design
  • Interview assistance
  • Compiling competitive offers

Coaching and Training

  • Strategize on live opportunities
  • Sales Management training for founders
  • Call review and coaching
  • Skill development trainings
  • Cohort Launch: 2 Week Sales Bootcamp

Pipeline Analysis

  • Narrow pipeline to ICP opportunities
  • Adjust parameters to keep pipeline legitimate
  • Create a baseline for forecasting revenue
  • Identify blindspots and clogs in pipeline funnel
  • Pipeline velocity and conversion analysis
  • Lead scoring and qualification processes

Connect For Initial Diagnostic and Custom Scope of Work