Tumbleweed
Tumbleweed is a Des Moines-based, pre-launch software company building an agentic AI platform for end-of-life planning, legacy management, and 24/7 caregiver support, targeting U.S. sandwich-generation adults, employers, and end-of-life service affiliates via a B2B2C, direct-to-consumer, and affiliate distribution model.
- Company typePrivate
- Founded2025
- HeadquartersDes Moines, United States
- Headcount1–10
- GTM typeB2B and B2C
- OfferingSoftware
What Tumbleweed does
Tumbleweed is a Des Moines, Iowa-based software company building an agentic AI platform for end-of-life planning, legacy management, and 24/7 caregiver support. The product combines secure data storage (for legal documents, insurance details, key contacts, and wishes), self-directed planning guides, a permanent "virtual resting place" for tributes, and remote coordination of end-of-life arrangements. The company's primary persona is the "sandwich generation" adult — the roughly one in five U.S. adults caring for an aging parent or grandparent — with secondary segments including individual pre-planners, employers (as an employee benefit), and affiliate end-of-life service providers.
The business operates a three-channel go-to-market: B2B2C employer partnerships (offering Tumbleweed as an employee benefit), direct-to-consumer (currently a waitlist for individuals and families), and an affiliate/reseller channel for end-of-life service providers. Revenue mechanics are described as subscription/recurring for the employer and consumer channels and affiliate/referral for the partner channel, but no pricing has been publicly disclosed and the product is in pre-launch. A complementary asset, the Sandwiched Podcast hosted by CEO Paul H. Richardson Jr., functions as content marketing and community-building around caregiver narratives and currently has 18 published episodes.
Tumbleweed was co-founded by Paul H. Richardson Jr. (CEO), Colleen Kinsey (CPO), and Keisha Chandler (COO). The company is privately held, has 1-10 employees, and has raised a single disclosed $100,000 seed round from NMotion in August 2024. Note: the firm's stated founded year (2023 in firmographics vs. 2025 in structured data) is inconsistent across sources; this analysis carries the discrepancy forward without resolving it.
Tumbleweed firmographics
Firmographics- Name
- Tumbleweed
- Legal name
- Tumbleweed
- Website
- https://tumbleweedplan.com
- Company type
- Private
- Founded year
- 2025
- Operating status
- Operating
- Headcount range
- 1–10 employees
- Short description
- Tumbleweed is a Des Moines-based, pre-launch software company building an agentic AI platform for end-of-life planning, legacy management, and 24/7 caregiver support, targeting U.S. sandwich-generation adults, employers, and end-of-life service affiliates via a B2B2C, direct-to-consumer, and affiliate distribution model.
- Ownership category
- akta.pro rank
Tumbleweed industry classification
Industry- Product category
- End-of-Life Planning Software
- akta.pro primary industry
- Elder Care, Assisted Living & Fall Detection Systems (HLACAPAF)
Keywords
Where Tumbleweed is headquartered
LocationHeadquarters
- HQ city
- Des Moines
- HQ country
- United States
- HQ region
- North America
Markets served
Tumbleweed business model
Business model- GTM type
- B2B and B2C
- Offering type
- Software
- Cost components
- Personnel, Technology or R&D, Marketing or Sales, Operations
Revenue model
- Employee Benefits Subscription: B2B2C model where Tumbleweed is offered as an employee benefit by partnering businesses and organizations, likely with enterprise licensing or subscription pricing
- Direct Consumer Subscription: Direct-to-consumer subscription for individuals and families using the platform for end-of-life planning and legacy management
- Affiliate/Partner Revenue: Revenue from affiliate partnerships with end-of-life planning service providers who use Tumbleweed to reach broader audiences
Go-to-market motion1 record
Distribution channels3 records
Marketing channels3 records
Tumbleweed product offering
Product offeringCore offering
Tumbleweed is an agentic AI platform that helps individuals and families plan for end-of-life transitions. It provides secure storage for legal, insurance, contact, and wish information; self-directed planning guides; a permanent virtual resting place for videos, photos, and tributes; and 24/7 remote coordination of end-of-life arrangements. The product is offered directly to consumers and through employer employee benefits partnerships.
Product overview
Tumbleweed offers a single unified product—an agentic AI platform for end-of-life planning, legacy preservation, and 24/7 caregiver support. The core platform provides self-directed guides, secure data storage for legal documents, insurance details, key contacts, and wishes. A complementary offering, the Sandwiched Podcast, amplifies caregiver stories and community connection, supporting the same mission of supporting families through life's most difficult transitions.
Differentiator
Problem solved
Functional benefit
Brands
- Sandwiched Podcast: A podcast powered by Tumbleweed featuring real stories of family, caregiving, and resilience for the sandwich generation and caregivers.
Products and services
- Tumbleweed Platform Agentic AI platform that provides secure data storage for legal and insurance details, key contacts, and wishes; self-directed planning guides; a permanent virtual resting place for videos, photos, and tributes; and 24/7 remote coordination of end-of-life arrangements. Targeted at individuals, families, employers (as employee benefits), and affiliate end-of-life service providers.
Companies that use Tumbleweed
Customer profileSegments4 records
Ideal customer profiles4 records
Tumbleweed technology and API
TechnologyTechnology focussed Yes
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
AI capability1 record
Feature4 records
Tumbleweed partnerships and signals
Strategic signalScale indicators1 record
Recent moves5 records
Expansion highlights5 records
Tumbleweed competitors and assessment
Company assessmentDirect peers
- Everplans: Digital end-of-life planning platform with secure storage of documents, wishes, and key information for families. Highly comparable to Tumbleweed on the secure-storage and family-coordination value proposition.
- After.io: End-of-life planning app focused on organizing affairs, wishes, and key information. Smaller, emerging player with similar consumer end-of-life planning focus as Tumbleweed.
- Trust & Will: Online estate planning platform that helps consumers create wills, trusts, and other end-of-life documents. Most directly comparable to Tumbleweed on the digital estate planning consumer proposition, though with a more transactional will/trust focus versus Tumbleweed's coordination/legacy orientation.
- Wealth.com: Estate planning platform serving financial advisors and their clients. Comparable to Tumbleweed on estate-planning technology, though primarily B2B-via-advisor distribution model.
- Lantern: End-of-life planning platform offering guided planning tools for wills, advance directives, and legacy wishes. Closely comparable to Tumbleweed on consumer-facing end-of-life planning technology.
- Empathy: Bereavement and end-of-life support platform combining practical tools (funeral planning, estate settlement) with emotional/therapeutic support for families. Closely aligned with Tumbleweed's positioning around caregiver support and life's most difficult transitions.
- GoodTrust: Digital legacy and estate planning platform for managing digital assets, wills, and posthumous instructions. Overlaps with Tumbleweed's legacy preservation and digital resting-place features.
- Cake: End-of-life planning platform that combines wills, advance directives, funeral planning, and legacy/caregiver coordination tools. Overlaps directly with Tumbleweed across end-of-life planning, caregiver support, and emotional support content.
- FreeWill: Online estate planning platform offering free wills alongside paid estate-planning tools. Operates in the same digital estate-planning category as Tumbleweed with comparable target users planning their own or a family member's end-of-life arrangements.
Broad incumbents
- LegalZoom: Established online legal services platform offering wills, estate planning, and a wide portfolio of legal documents. Competes with Tumbleweed in the consumer legal-document-for-estate-planning category but as a broad incumbent rather than end-of-life specialist.
Market position
Strengths5 records
Weaknesses5 records
Competitive moat3 records
Key risks7 records
Key highlights6 records
Customer concentration
Tumbleweed social profiles
Digital presenceTumbleweed financial estimates
Financial estimateRevenue estimate
Valuation estimate
Tumbleweed leadership team
Management profileNumber of profiles
Profiles3 records
Tumbleweed funding detail
Funding detailFunding overview
Funding rounds1 record
Investors1 record
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Tumbleweed M&A and investment
M&A and investmentM&A
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about Tumbleweed
What does Tumbleweed do?
Tumbleweed is an agentic AI platform that helps individuals and families plan for end-of-life transitions. It provides secure storage for legal, insurance, contact, and wish information; self-directed planning guides; a permanent virtual resting place for videos, photos, and tributes; and 24/7 remote coordination of end-of-life arrangements. The product is offered directly to consumers and through employer employee benefits partnerships.
Is Tumbleweed a public or private company?
Tumbleweed is a private company. It is classified as venture growth investor backed and is currently operating.
When was Tumbleweed founded?
Tumbleweed was founded in 2025. It employs 1 to 10 people.
Where is Tumbleweed based?
Tumbleweed is headquartered in Des Moines, United States, in the North America region.
How does Tumbleweed make money?
Three revenue lines are on record. Employee Benefits Subscription is the primary driver. The others are direct Consumer Subscription and affiliate/Partner Revenue.
Who are Tumbleweed's main competitors?
Direct peers on record are Everplans, After.io, Trust & Will, Wealth.com, Lantern, Empathy, GoodTrust, Cake and FreeWill. LegalZoom is listed as a broad incumbent.
Does Tumbleweed have an API?
No public API is recorded for Tumbleweed.
What industry is Tumbleweed in?
Tumbleweed's product category is End-of-Life Planning Software. Its primary akta.pro industry code is HLACAPAF, Elder Care, Assisted Living & Fall Detection Systems.