SaasRise Enterprise Mastermind Call Recap Feb 3, 2026

This is what we discussed today in the Enterprise SaaS CEO and Founder Mastermind

Topic 1: Enterprise Sales Process for Large Companies

Challenges:

  • Understanding how to sell to companies with 500-10,000 employees
  • Navigating complex buying committees and procurement processes
  • Avoiding wasting time as an "unpaid consultant"
  • Getting intimidated by big titles at large companies

Advice:

  • Identify if you're replacing existing technology or it's a first-time buy
  • Map out the buying committee: economic buyer (controls budget), technical buyer (can say no), user buyer (influences decision), and find a coach/champion
  • Ask upfront about buying process, timeframes, and who needs to be involved
  • Prepare for procurement, legal, compliance (SOC 2), and security reviews
  • Use humility and ask prospects to educate you on their process
  • Set ground rules in first calls to figure out why you don't fit
  • Ask for the business once there's clear problem-solution fit
  • "Lose fast" rather than let deals sit in pipeline for months

Topic 2: Cold Email Marketing Infrastructure

Challenges:

  • Scaling from 3,000 emails/month to reaching entire ICP
  • Managing multiple inboxes and domains efficiently
  • Deliverability issues when sending too aggressively
  • Understanding inbox limits and tracking implications

Advice:

  • Structure campaigns to reach entire ICP 3-4 times yearly with 3-5 email sequences
  • Use Instantly as sequencer but Hypertide for hosting when scaling
  • Send 20-30 emails/inbox/day with Instantly; 4-5 with Hypertide
  • Plan one domain per 1,000 monthly prospects
  • Include links for tracking and retargeting
  • Offer valuable content first rather than direct booking requests
  • Budget $1,300-1,500/month for infrastructure reaching 5,300+ people daily
  • Use bulk edit features to save setup time

Topic 3: Exploring M&A Process

Challenges:

  • Finding reputable M&A advisors for $4M ARR companies
  • Preparing financials for sale
  • Uncertainty about whether to sell

Advice:

  • Consider boutique firms like Bayberry Securities, L40, Livmo, Influence Partners, Lightning Partners, ComCap, Elantra, Shea and Company
  • For companies under $5M with known potential buyers, consider transaction coaches at lower rates
  • Identify all discretionary expenses for EBITDA adjustments: executive perks, car allowances, charitable donations, excessive meal expenses, life insurance
  • Add back items that new buyer wouldn't need—can significantly impact valuation multiples
  • Start M&A preparation early even if uncertain about selling

🛠️ Tools and Firms Recommended During the Call


Cold Email & Sales Tools

Email Infrastructure:

  • Instantly – Email sequencing platform ($400/month for software, $5/inbox)
  • Hypertide – Premium email hosting provider (more expensive but better deliverability)
  • Clay – Data enrichment and workflow automation
  • HeyReach – LinkedIn messenger automation
  • Apollo – Contact data and verification
  • ListKit – Email list building
  • LinkedIn Sales Navigator – B2B prospecting


Other Sales Tools:

  • Upwork – Recommended for finding contractors (Google Ads setup, etc.)
  • Recruit – For ongoing contractor needs (~$650/month for 5 hours)


M&A Advisory Firms

For $3–6M ARR Companies:

  • Bayberry Securities (Contact: Jay Wright) – Lower-cost option for companies with known buyers
  • L40 (formerly Boopos)
  • Livmo
  • Influence Partners (Contact: Gary Moon)
  • Lightning Partners
  • ComCap
  • Alantra
  • Shea and Company


For $5M+ ARR Companies:

  • Vista Point Advisors (VPA) – Minimum $5M ARR with 70–80% growth, can facilitate $50M+ deals


Other Notable Firms Mentioned:

  • Corum
  • AGC Partners
  • Valley Biggs
  • Array Capital
  • GP Bullhound

Educational Resources

Ryan mentioned searching “SaaS Rise M&A webinar” for recorded sessions featuring experts from Vista Point, Elantra, ComCap, and Influence Partners.