Cash + Equity Advisory Model
Use when evaluating a recurring startup advisory offer that mixes cash compensation, equity or upside, and executive-level support. Produces an ACCEPT, NEGOTIATE, or DECLINE recommendation. Not for one-off project pricing, legal advice, tax advice, or treating equity as guaranteed cash.
Sample result
Run live demo- 11. Decision Verdict & RationaleNEGOTIATE. Foxglove Union offers $2,500/month cash plus 0.25% equity over 2 years, but asks for 15 hours per week of enterprise GTM strategy.
- 22. Founder Bottleneck & Operating RightsFounder Emeka Kowalski retains final sign-off on all pricing discounts over 10%, creating a 14-day delay in multi-unit franchise deals.
- 33. Cash & Equity Term Counter-ProposalCounter with $6,000/month cash retainer plus 0.40% equity on a 1-year cliff with monthly vesting over 24 months, capping active weekly commitment at 5 hours of high-leverage sales advisory.
- 44. Out-of-Scope Boundaries & Performance GateExplicitly exclude custom RFP drafting and direct demo delivery from advisor duties. Establish a 90-day review gate tied to securing 4 multi-location restaurant group pilots.
- 55. Legal & Securities Review ChecklistConfirm Section 409A valuation status, 90-day post-termination option exercise window, and single-trigger acceleration upon acquisition with external legal counsel prior to signing.
Example run
“Evaluate the advisory offer from Emeka Kowalski at Foxglove Union ($2,500/mo cash + 0.25% equity for 15 hours/week of enterprise GTM strategy) and build a negotiation and engagement plan.”
Retrieved draft terms: $2,500/month cash retainer, 0.25% equity over 2 years, 15 hours/week expected involvement on enterprise GTM strategy.
Identified founder bottleneck: Emeka Kowalski holds single sign-off authority for discounts >10%, causing 14-day delays on multi-unit franchise deals.
Negotiation & Engagement Plan: Foxglove Union Advisory
More in Operations & Other
- Sample result
Email deliverability audit scorecardAudit Category Grade Technical Findings DNS & Authentication Pass (A) SPF and DKIM active on get-hospitastaff.com; DMARC policy set to p=none. Inbox Daily Capacity Fail (D) Google Workspace inbox sending 45 cold emails/day (hard ceiling is 15/day). Security Gateway Route Warning (C) Glint Systems MX record points to Mimecast; tracking pixels triggering gateway flags. Warm-up Pool Rotation Pass (B+) 70/30 active-to-warmup ratio maintained across 4 secondary sending domains. Copy Safety & Links Fail (F) Outreach template contains 2 open-tracking links and 1 external booking URL. Set up, audit, rescue, or pre-send-check cold-email deliverability as a guided step-by-step process. Walks the nine practices in order, domains (age, TLDs, registrar spread, SPF/DKIM/DMARC), inbox providers and daily capacities, the 70/30 warm-up pool rotation, sequencer choice and fingerprinting, email security gateways (Mimecast, Proofpoint, Barracuda) and how to route around them, inbox placement testing without open tracking, burn-detection metrics with corrective actions, deliverability-safe copywriting, and email verification. Each step is do-this, here's-why, then a checkpoint before the next. Works with any provider and sequencer. Trigger when the user mentions deliverability, spam placement, bounce rates, inbox warm-up, domain reputation, blacklists, email landing in spam, reply rates dropping, warm-up scores, security gateways, or setting up cold-email infrastructure.
- Sample resultGTM automation roadmap
Automation Workflow Recommended Tools Priority 1. Intent Campaigns at Scale Unify + Octave + Smartlead Phase 1 (Immediate) 2. Site Visitor Deanonymization RB2B + Clay + Slack Phase 1 (Immediate) 3. Slack Rep Approval Routing Clay + Slack Interactive Phase 2 (Week 2) 4. Permit Database Scrapers Apify + Serper + n8n Phase 2 (Week 3) 5. Domain Infrastructure Setup Zapmail + Instantly + Smartlead Phase 3 (Week 4) Pick and build the highest-leverage GTM automations for a go-to-market team, from a catalog of eleven that repeatedly move productivity. Covers intent-based campaigns at scale, human-in-the-loop outreach off website deanonymization, Slack approval notifications, no-code social listening, local-business scraping workflows, AI-agent orchestration, the LLM upgrade, AI note-taking, prompt-based list building, domain and inbox infrastructure at scale, and AI-native workflows inside the CRM. Names the actual tools for each (Clay, Unify, BirdDog, Common Room, Kwanzoo, RB2B, Octave, Twain, Outbond, Amplemarket, Valley, HeyReach, Instantly, Email Bison, Smartlead, Trigify, Apify, Serper, n8n, Zapier, Make, Claude, OpenAI, Grok, Fireflies, Fathom, Exa, Landbase, Zapmail, ScaledMail, Mailreef, Luella, Hypertide, Premium Inboxes, Attio, HubSpot, Slack). Trigger when the user wants GTM or sales automations, no-code workflows, AI agents for outbound, to automate prospecting or outreach or research, a tool stack recommendation, or ideas to improve GTM productivity.
- Sample result
ExpertiseApp9:15 AMOutbound Alert: 2 Senders DisconnectedAccount Sequence:Indigo Dynamics Q3 ExpansionTarget Contact:Idris Voss, VP Plant OperationsSender Health:2 of 6 inboxes offline (Instantly)Lead Flow Status:Idle (0 leads processed in 48h)Deliverability Risk:Bounce rate spiked to 12.8%21Design and build a read-only bird's-eye analytics and health dashboard for an AI-automated outbound system, from intent finding and enrichment through to email deliverability. Covers architecture health, source-to-CRM funnel cuts, channel and reply analytics, sender monitoring, and alert rules. Trigger when the user wants an outbound or GTM dashboard, command center, pipeline analytics, automation-stack health monitor, lead-volume or funnel reporting, channel performance, reply analytics, deliverability monitoring, or to find what is connected, idle, broken, or working. Not for changing tools, sending outreach, tagging records, or other write actions.
